Danazol (BioDeep_00000001942)

human metabolite

代谢物信息卡片

(1S,2R,13R,14S,17R,18S)-17-ethynyl-2,18-dimethyl-7-oxa-6-azapentacyclo[11.7.0.0^{2,10}.0^{4,8}.0^{14,18}]icosa-4(8),5,9-trien-17-ol

化学式: C22H27NO2 (337.2041682)
中文名称: 达那唑
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C#CC1(O)CCC2C3CCC4=Cc5oncc5CC4(C)C3CCC21C
InChI: InChI=1S/C22H27NO2/c1-4-22(24)10-8-18-16-6-5-15-11-19-14(13-23-25-19)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,13,16-18,24H,5-10,12H2,2-3H3/t16-,17+,18+,20+,21+,22+/m1/s1

描述信息

Danazol is a synthetic steroid with anti-oestrogenic and anti progestogenic activity, and weak androgenic properties. Danazol suppresses oestrogen and progesterone receptors in the endometrium, leading to endometrial atrophy (thinning of the lining of the uterus) and reduced menstrual loss and to amenorrhoea in some women. Danazol significantly lowers the duration of menses when compared with NSAIDs and a progesterone releasing IUD; however, caused more adverse events than NSAIDs and progestogens. The use of Danazol may be limited by its side effect profile, its acceptability to women and the need for continuing treatment. Because danazol is structurally related to the anabolic steroid stanozolol, its use should be questioned. Derivatization methods and GC/MS data are used to implement danazol detection in routine screening and confirmation procedures in doping analysis. Danazol main metabolite ethisterone is excreted relatively fast in urine. (PMID: 17636649, 1640693, 16288903) [HMDB]
Danazol is a synthetic steroid with anti-oestrogenic and anti progestogenic activity, and weak androgenic properties. Danazol suppresses oestrogen and progesterone receptors in the endometrium, leading to endometrial atrophy (thinning of the lining of the uterus) and reduced menstrual loss and to amenorrhoea in some women. Danazol significantly lowers the duration of menses when compared with NSAIDs and a progesterone releasing IUD; however, caused more adverse events than NSAIDs and progestogens. The use of Danazol may be limited by its side effect profile, its acceptability to women and the need for continuing treatment. Because danazol is structurally related to the anabolic steroid stanozolol, its use should be questioned. Derivatization methods and GC/MS data are used to implement danazol detection in routine screening and confirmation procedures in doping analysis. Danazol main metabolite ethisterone is excreted relatively fast in urine. (PMID: 17636649, 1640693, 16288903).
CONFIDENCE standard compound; INTERNAL_ID 253; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9896; ORIGINAL_PRECURSOR_SCAN_NO 9894
CONFIDENCE standard compound; INTERNAL_ID 253; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9859; ORIGINAL_PRECURSOR_SCAN_NO 9858
CONFIDENCE standard compound; INTERNAL_ID 253; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9824; ORIGINAL_PRECURSOR_SCAN_NO 9822
CONFIDENCE standard compound; INTERNAL_ID 253; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9882; ORIGINAL_PRECURSOR_SCAN_NO 9880
CONFIDENCE standard compound; INTERNAL_ID 253; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9866; ORIGINAL_PRECURSOR_SCAN_NO 9865
CONFIDENCE standard compound; INTERNAL_ID 253; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9843; ORIGINAL_PRECURSOR_SCAN_NO 9841
G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03X - Other sex hormones and modulators of the genital system > G03XA - Antigonadotropins and similar agents
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D004965 - Estrogen Antagonists
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist > C2092 - Gonadotropin Releasing Hormone Antagonist
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid

同义名列表

33 个代谢物同义名

(1S,2R,13R,14S,17R,18S)-17-ethynyl-2,18-dimethyl-7-oxa-6-azapentacyclo[11.7.0.0^{2,10}.0^{4,8}.0^{14,18}]icosa-4(8),5,9-trien-17-ol; 1-Ethynyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-10a,12a-dimethyl-1H-cyclopenta[7,8]phenanthro[3,2-D]isoxazol-1-ol; 1H-Cyclopenta[7,8]phenanthro[3,2-D]isoxazole- pregna-2,4-dien-20-yno[2,3-D]isoxazol-17-ol deriv.; 17 alpha-Pregna-2,4-dien-20-yno[2,3-D] isoxazol-17 beta-ol; 17a-Pregna-2,4-dien-20-yne-[2,3-D]isoxazole-17b-ol; (17a)-Pregna-2,4-dien-20-yno[2,3-D]isoxazol-17-ol; 17a-Pregna-2,4-dien-20-yno[2,3-D]isoxazol-17-ol; Sanofi synthelabo brand OF danazol; Sanofi winthrop brand OF danazol; Alphapharm brand OF danazol; Ratiopharm brand OF danazol; Kendrick brand OF danazol; Antigen brand OF danazol; Sanofi brand OF danazol; Danazol ratiopharm; Danazol-ratiopharm; Danazolum; Chronogyn; Panacrine; Danocrine; Winobanin; Danatrol; Danovaol; Norciden; Danazant; Cyclomen; Danazol; Danoval; Ladogal; Danzol; Bonzol; Danol; Azol

数据库引用编号

21 个数据库交叉引用编号

ChEBI: CHEBI:4315
KEGG: C06938
KEGGdrug: D00289
PubChem: 28417
HMDB: HMDB0002835
DrugBank: DB01406
ChEMBL: CHEMBL1479
Wikipedia: Danazol
MeSH: Danazol
foodb: FDB023073
chemspider: 26436
CAS: 17230-88-5
MoNA: LU025306
MoNA: LU025304
MoNA: LU025305
MoNA: LU025302
MoNA: LU025301
MoNA: LU025303
PMhub: MS000001502
PubChem: 9153
PDB-CCD: QA1

分类词条

Estrane steroids

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

9606 Homo sapiens: -

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

文献列表

John A Mackintosh, Maria Pietsch, Viviana Lutzky, Debra Enever, Sandra Bancroft, Simon H Apte, Maxine Tan, Stephanie T Yerkovich, Joanne L Dickinson, Hilda A Pickett, Hiran Selvadurai, Christopher Grainge, Nicole S Goh, Peter Hopkins, Ian Glaspole, Paul N Reynolds, Jeremy Wrobel, Adam Jaffe, Tamera J Corte, Daniel C Chambers. TELO-SCOPE study: a randomised, double-blind, placebo-controlled, phase 2 trial of danazol for short telomere related pulmonary fibrosis. BMJ open respiratory research. 2021 12; 8(1):. doi: 10.1136/bmjresp-2021-001127. [PMID: 34857525]
N Mete Gökmen, O Kuman Tunçel, G Boğatekin, G Bulut, S Demir, A Gelincik, C Tunakan Dalgıç, D Mungan. Psychiatric and Clinical Characteristics of Hereditary Angioedema Patients Who Experienced Attacks During COVID-19. Journal of investigational allergology & clinical immunology. 2021 Jul; 31(4):356-357. doi: 10.18176/jiaci.0701. [PMID: 33949951]
Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
Kazumasa Iwamoto, Beverley Yamamoto, Isao Ohsawa, Daisuke Honda, Takahiko Horiuchi, Akira Tanaka, Atsushi Fukunaga, Junichi Maehara, Kouhei Yamashita, Tomoyuki Akita, Michihiro Hide. The diagnosis and treatment of hereditary angioedema patients in Japan: A patient reported outcome survey. Allergology international : official journal of the Japanese Society of Allergology. 2021 Apr; 70(2):235-243. doi: 10.1016/j.alit.2020.09.008. [PMID: 33168485]
Vladimir Katev, Zahari Vinarov, Slavka Tcholakova. Mechanisms of drug solubilization by polar lipids in biorelevant media. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2021 Apr; 159(?):105733. doi: 10.1016/j.ejps.2021.105733. [PMID: 33497822]
Narjes Saheb Sharif-Askari, Fatemeh Saheb Sharif-Askari, Bushra Mdkhana, Saba Al Heialy, Elaref Ratemi, Malak Alghamdi, Salah Abusnana, Tarek Kashour, Qutayba Hamid, Rabih Halwani. Effect of common medications on the expression of SARS-CoV-2 entry receptors in liver tissue. Archives of toxicology. 2020 12; 94(12):4037-4041. doi: 10.1007/s00204-020-02869-1. [PMID: 32808185]
Shivank Madan, Mandeep R Mehra. Rhabdomyolysis with the combined use of danazol and rosuvastatin in left ventricular assist devices. The Journal of heart and lung transplantation : the official publication of the International Society for Heart Transplantation. 2020 05; 39(5):498-500. doi: 10.1016/j.healun.2020.02.006. [PMID: 32122697]
Shuang Liu, Qun Xu, Yingyang Xu, Xue Wang, Yuxiang Zhi. Current status of the management of hereditary angioedema in China: a patient-based, cross-sectional survey. European journal of dermatology : EJD. 2020 Apr; 30(2):169-176. doi: 10.1684/ejd.2020.3758. [PMID: 32538357]
Andrea Zanichelli, Mario Ghezzi, Ivan Santicchia, Romualdo Vacchini, Marco Cicardi, Antonella Sparaco, Girolamo Donati, Vito Ranìa, Alberto Busa. Short-term prophylaxis in patients with angioedema due to C1-inhibitor deficiency undergoing dental procedures: An observational study. PloS one. 2020; 15(3):e0230128. doi: 10.1371/journal.pone.0230128. [PMID: 32163480]
Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
Minda Ju, Liu Yang, Jing Zhu, Zhejun Chen, Mizhen Zhang, Jin Yu, Zhanzhuang Tian. MiR-664-2 impacts pubertal development in a precocious-puberty rat model through targeting the NMDA receptor-1†. Biology of reproduction. 2019 06; 100(6):1536-1548. doi: 10.1093/biolre/ioz044. [PMID: 30916745]
Janneke Keemink, Elin Mårtensson, Christel A S Bergström. Lipolysis-Permeation Setup for Simultaneous Study of Digestion and Absorption in Vitro. Molecular pharmaceutics. 2019 03; 16(3):921-930. doi: 10.1021/acs.molpharmaceut.8b00811. [PMID: 30628771]
Zsuzsa Nebenführer, Erika Szabó, Erika Kajdácsi, Kinga Viktória Kőhalmi, István Karádi, András Zsáry, Henriette Farkas, László Cervenak. Flow-mediated vasodilation assay indicates no endothelial dysfunction in hereditary angioedema patients with C1-inhibitor deficiency. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2019 01; 122(1):86-92. doi: 10.1016/j.anai.2018.10.004. [PMID: 30312677]
Harshit Khurana, Pankaj Malhotra, Man Updesh Sachdeva, Neelam Varma, Parveen Bose, Uday Yanamandra, Subhash Varma, Alka Khadwal, Deepesh Lad, Gaurav Prakash. Danazol increases T regulatory cells in patients with aplastic anemia. Hematology (Amsterdam, Netherlands). 2018 Sep; 23(8):496-500. doi: 10.1080/10245332.2018.1435045. [PMID: 29415633]
Mei-Juan Xu, Li-Feng Jiang, Ting Wu, Ji-Hong Chu, Yi-Dan Wei, Ji-Ye Aa, Guang-Ji Wang, Hai-Ping Hao, Wen-Zheng Ju, Ping Li. Inhibitory Effects of Danshen components on CYP2C8 and CYP2J2. Chemico-biological interactions. 2018 Jun; 289(?):15-22. doi: 10.1016/j.cbi.2018.04.011. [PMID: 29689254]
Álvaro José Mayorga, Gerardo José Ayestas-Moreno. [Hereditary angioedema by C1 inhibitor-deficit: Diagnostic and therapeutic challenges. Case report]. Revista alergia Mexico (Tecamachalco, Puebla, Mexico : 1993). 2017 Oct; 64(4):493-498. doi: 10.29262/ram.v64i4.310. [PMID: 29249111]
A T Larsen, R Holm, A Müllertz. Solution or suspension - Does it matter for lipid based systems? In vivo studies of chase dosing lipid vehicles with aqueous suspensions of a poorly soluble drug. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2017 Aug; 117(?):308-314. doi: 10.1016/j.ejpb.2017.04.023. [PMID: 28465239]
Suman Jyoti Deka, Ashalata Roy, Vibin Ramakrishnan, Debasis Manna, Vishal Trivedi. Danazol has potential to cause PKC translocation, cell cycle dysregulation, and apoptosis in breast cancer cells. Chemical biology & drug design. 2017 06; 89(6):953-963. doi: 10.1111/cbdd.12921. [PMID: 27933735]
Mette D Mosgaard, Philip J Sassene, Huiling Mu, Thomas Rades, Anette Müllertz. High-Throughput Lipolysis in 96-Well Plates for Rapid Screening of Lipid-Based Drug Delivery Systems. Journal of pharmaceutical sciences. 2017 04; 106(4):1183-1186. doi: 10.1016/j.xphs.2016.12.026. [PMID: 28057543]
Woldeamanuel A Birru, Dallas B Warren, Sifei Han, Hassan Benameur, Christopher J H Porter, Colin W Pouton, David K Chalmers. Computational Models of the Gastrointestinal Environment. 2. Phase Behavior and Drug Solubilization Capacity of a Type I Lipid-Based Drug Formulation after Digestion. Molecular pharmaceutics. 2017 03; 14(3):580-592. doi: 10.1021/acs.molpharmaceut.6b00887. [PMID: 27936778]
Rumesh Chandar, Venkatesh Chandrasekaran, Barath Jagadisan, Delhi Kumar, Niranjan Biswal. Hemophagocytic Lymphohistiocytosis in A Child With Very Severe Aplastic Anemia: Double Jeopardy Resulting in Fatality. Journal of pediatric hematology/oncology. 2017 01; 39(1):e43-e45. doi: 10.1097/mph.0000000000000671. [PMID: 27548335]
P J Sassene, M H Michaelsen, M D Mosgaard, M K Jensen, E Van Den Broek, K M Wasan, H Mu, T Rades, A Müllertz. In Vivo Precipitation of Poorly Soluble Drugs from Lipid-Based Drug Delivery Systems. Molecular pharmaceutics. 2016 10; 13(10):3417-3426. doi: 10.1021/acs.molpharmaceut.6b00413. [PMID: 27533712]
S Rzeppa, L Viet. Analysis of sulfate metabolites of the doping agents oxandrolone and danazol using high performance liquid chromatography coupled to tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2016 Sep; 1029-1030(?):1-9. doi: 10.1016/j.jchromb.2016.06.028. [PMID: 27394004]
Ibolya Czaller, Dorottya Csuka, Zsuzsanna Zotter, Nóra Veszeli, Edit Takács, Éva Imreh, Lilian Varga, Henriette Farkas. Thyroid hormones and complement parameters in hereditary angioedema with C1-inhibitor deficiency. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2016 08; 117(2):175-9. doi: 10.1016/j.anai.2016.06.005. [PMID: 27364943]
Danielle M Townsley, Bogdan Dumitriu, Delong Liu, Angélique Biancotto, Barbara Weinstein, Christina Chen, Nathan Hardy, Andrew D Mihalek, Shilpa Lingala, Yun Ju Kim, Jianhua Yao, Elizabeth Jones, Bernadette R Gochuico, Theo Heller, Colin O Wu, Rodrigo T Calado, Phillip Scheinberg, Neal S Young. Danazol Treatment for Telomere Diseases. The New England journal of medicine. 2016 May; 374(20):1922-31. doi: 10.1056/nejmoa1515319. [PMID: 27192671]
Niels Erik Olesen, Peter Westh, René Holm. A heuristic model to quantify the impact of excess cyclodextrin on oral drug absorption from aqueous solution. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2016 May; 102(?):142-51. doi: 10.1016/j.ejpb.2016.03.011. [PMID: 26969263]
Aiqin Gong, Xiashi Zhu. Miniaturized ionic liquid dispersive liquid-liquid microextraction in a coupled-syringe system combined with UV for extraction and determination of danazol in danazol capsule and mice serum. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2016 Apr; 159(?):163-8. doi: 10.1016/j.saa.2016.01.053. [PMID: 26845583]
Mette D Mosgaard, Philip Sassene, Huiling Mu, Thomas Rades, Anette Müllertz. Development of a high-throughput in vitro intestinal lipolysis model for rapid screening of lipid-based drug delivery systems. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2015 Aug; 94(?):493-500. doi: 10.1016/j.ejpb.2015.06.028. [PMID: 26159837]
Marc A Riedl. Critical appraisal of androgen use in hereditary angioedema: a systematic review. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2015 Apr; 114(4):281-288.e7. doi: 10.1016/j.anai.2015.01.003. [PMID: 25707325]
George A Vilos, Jennifer L Marks-Adams, Angelos G Vilos, Ayman Oraif, Basim Abu-Rafea, Robert F Casper. Medical treatment of ureteral obstruction associated with ovarian remnants and/or endometriosis: report of three cases and review of the literature. Journal of minimally invasive gynecology. 2015 Mar; 22(3):462-8. doi: 10.1016/j.jmig.2014.12.153. [PMID: 25533869]
Henriette Farkas, Kinga Viktoria Kohalmi, Nora Veszeli, Zsuzsanna Zotter, Lilian Varga. Successful prophylaxis with recombinant human C1 inhibitor in a patient with hereditary angioedema. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2015 Jan; 114(1):64-5. doi: 10.1016/j.anai.2014.10.002. [PMID: 25454013]
Azadeh Alinaghi, Angel Tan, Shasha Rao, Clive A Prestidge. Impact of solidification on the performance of lipid-based colloidal carriers: oil-based versus self-emulsifying systems. Current drug delivery. 2015; 12(1):16-25. doi: 10.2174/1567201811666140716122644. [PMID: 25030115]
Verena Gounden, Diala El-Maouche, Brian R Stolze, Ranganath Muniyappa, Steven J Soldin. LC-MS/MS detection of increased androstenedione levels in patients receiving danazol therapy. Therapeutic drug monitoring. 2014 Dec; 36(6):828-9. doi: 10.1097/ftd.0000000000000086. [PMID: 24819967]
Mette U Anby, Tri-Hung Nguyen, Yan Yan Yeap, Orlagh M Feeney, Hywel D Williams, Hassan Benameur, Colin W Pouton, Christopher J H Porter. An in vitro digestion test that reflects rat intestinal conditions to probe the importance of formulation digestion vs first pass metabolism in Danazol bioavailability from lipid based formulations. Molecular pharmaceutics. 2014 Nov; 11(11):4069-83. doi: 10.1021/mp500197b. [PMID: 25265395]
Philip Sassene, Karen Kleberg, Hywel D Williams, Jean-Claude Bakala-N'Goma, Frédéric Carrière, Marilyn Calderone, Vincent Jannin, Annabel Igonin, Anette Partheil, Delphine Marchaud, Eduardo Jule, Jan Vertommen, Mario Maio, Ross Blundell, Hassan Benameur, Christopher J H Porter, Colin W Pouton, Anette Müllertz. Toward the establishment of standardized in vitro tests for lipid-based formulations, part 6: effects of varying pancreatin and calcium levels. The AAPS journal. 2014 Nov; 16(6):1344-57. doi: 10.1208/s12248-014-9672-x. [PMID: 25274609]
Orlagh M Feeney, Hywel D Williams, Colin W Pouton, Christopher J H Porter. 'Stealth' lipid-based formulations: poly(ethylene glycol)-mediated digestion inhibition improves oral bioavailability of a model poorly water soluble drug. Journal of controlled release : official journal of the Controlled Release Society. 2014 Oct; 192(?):219-27. doi: 10.1016/j.jconrel.2014.07.037. [PMID: 25058571]
Eun Ju Cho, Ha Jung Lee, Kyung Un Park, Uk-Yeon Kim, Hak Jong Lee, Soo Mee Bang. Immune thrombocytopenic purpura in a patient with renal cell carcinoma. The Korean journal of internal medicine. 2014 Sep; 29(5):671-4. doi: 10.3904/kjim.2014.29.5.671. [PMID: 25228845]
Maya K Nanda, Umesh Singh, Joyce Wilmot, Jonathan A Bernstein. A cross-sectional questionnaire assessing patient and physician use of short-term prophylaxis for hereditary angioedema. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2014 Aug; 113(2):198-203. doi: 10.1016/j.anai.2014.05.009. [PMID: 24928306]
Mette U Anby, Hywel D Williams, Orlagh Feeney, Glenn A Edwards, Hassan Benameur, Colin W Pouton, Christopher J H Porter. Non-linear increases in danazol exposure with dose in older vs. younger beagle dogs: the potential role of differences in bile salt concentration, thermodynamic activity, and formulation digestion. Pharmaceutical research. 2014 Jun; 31(6):1536-52. doi: 10.1007/s11095-013-1260-8. [PMID: 24477676]
Murat Kilic, Jennifer Dressman. A simplified method to screen for in-vivo performance of oral lipid formulations. The Journal of pharmacy and pharmacology. 2014 May; 66(5):615-23. doi: 10.1111/jphp.12182. [PMID: 24313318]
Amani M Marzouk, Galal T Maatooq. Microbial metabolism of danazol: a contribution to doping analysis. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2014 May; 69(5-6):245-52. doi: 10.5560/znc.2013-0135. [PMID: 25069163]
Ravi Devraj, Hywel D Williams, Dallas B Warren, Christopher J H Porter, Colin W Pouton. Choice of nonionic surfactant used to formulate type IIIA self-emulsifying drug delivery systems and the physicochemical properties of the drug have a pronounced influence on the degree of drug supersaturation that develops during in vitro digestion. Journal of pharmaceutical sciences. 2014 Apr; 103(4):1050-63. doi: 10.1002/jps.23856. [PMID: 24470073]
M Szubert, J Suzin, M Duechler, A Szuławska, M Czyż, K Kowalczyk-Amico. Evaluation of selected angiogenic and inflammatory markers in endometriosis before and after danazol treatment. Reproduction, fertility, and development. 2014 Mar; 26(3):414-20. doi: 10.1071/rd12258. [PMID: 23544741]
Hywel D Williams, Yasemin Sahbaz, Leigh Ford, Tri-Hung Nguyen, Peter J Scammells, Christopher J H Porter. Ionic liquids provide unique opportunities for oral drug delivery: structure optimization and in vivo evidence of utility. Chemical communications (Cambridge, England). 2014 Feb; 50(14):1688-90. doi: 10.1039/c3cc48650h. [PMID: 24394756]
Constantinos Markopoulos, Georgios Imanidis, Maria Vertzoni, Mira Symillides, Neil Parrott, Christos Reppas. In vitro and ex vivo investigation of the impact of luminal lipid phases on passive permeability of lipophilic small molecules using PAMPA. Pharmaceutical research. 2013 Dec; 30(12):3145-53. doi: 10.1007/s11095-013-1141-1. [PMID: 23893021]
Yan Yan Yeap, Natalie L Trevaskis, Christopher J H Porter. The potential for drug supersaturation during intestinal processing of lipid-based formulations may be enhanced for basic drugs. Molecular pharmaceutics. 2013 Jul; 10(7):2601-15. doi: 10.1021/mp400035z. [PMID: 23697606]
Ravi Devraj, Hywel D Williams, Dallas B Warren, Anette Mullertz, Christopher J H Porter, Colin W Pouton. In vitro digestion testing of lipid-based delivery systems: calcium ions combine with fatty acids liberated from triglyceride rich lipid solutions to form soaps and reduce the solubilization capacity of colloidal digestion products. International journal of pharmaceutics. 2013 Jan; 441(1-2):323-33. doi: 10.1016/j.ijpharm.2012.11.024. [PMID: 23178598]
Terry Gernsheimer, Andra H James, Roberto Stasi. How I treat thrombocytopenia in pregnancy. Blood. 2013 Jan; 121(1):38-47. doi: 10.1182/blood-2012-08-448944. [PMID: 23149846]
Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
Hywel D Williams, Mette U Anby, Philip Sassene, Karen Kleberg, Jean-Claude Bakala-N'Goma, Marilyn Calderone, Vincent Jannin, Annabel Igonin, Anette Partheil, Delphine Marchaud, Eduardo Jule, Jan Vertommen, Mario Maio, Ross Blundell, Hassan Benameur, Frédéric Carrière, Anette Müllertz, Colin W Pouton, Christopher J H Porter. Toward the establishment of standardized in vitro tests for lipid-based formulations. 2. The effect of bile salt concentration and drug loading on the performance of type I, II, IIIA, IIIB, and IV formulations during in vitro digestion. Molecular pharmaceutics. 2012 Nov; 9(11):3286-300. doi: 10.1021/mp300331z. [PMID: 23030411]
Johannes Parmentier, Nicky Thomas, Anette Müllertz, Gert Fricker, Thomas Rades. Exploring the fate of liposomes in the intestine by dynamic in vitro lipolysis. International journal of pharmaceutics. 2012 Nov; 437(1-2):253-63. doi: 10.1016/j.ijpharm.2012.08.018. [PMID: 22939968]
Michiel Van Speybroeck, Hywel D Williams, Tri-Hung Nguyen, Mette U Anby, Christopher J H Porter, Patrick Augustijns. Incomplete desorption of liquid excipients reduces the in vitro and in vivo performance of self-emulsifying drug delivery systems solidified by adsorption onto an inorganic mesoporous carrier. Molecular pharmaceutics. 2012 Sep; 9(9):2750-60. doi: 10.1021/mp300298z. [PMID: 22870936]
Hywel D Williams, Philip Sassene, Karen Kleberg, Jean-Claude Bakala-N'Goma, Marilyn Calderone, Vincent Jannin, Annabel Igonin, Anette Partheil, Delphine Marchaud, Eduardo Jule, Jan Vertommen, Mario Maio, Ross Blundell, Hassan Benameur, Frédéric Carrière, Anette Müllertz, Christopher J H Porter, Colin W Pouton. Toward the establishment of standardized in vitro tests for lipid-based formulations, part 1: method parameterization and comparison of in vitro digestion profiles across a range of representative formulations. Journal of pharmaceutical sciences. 2012 Sep; 101(9):3360-80. doi: 10.1002/jps.23205. [PMID: 22644939]
Jie Zou, Zheng Guan, Wei-yi Zhang. [Comparison of the effects of sanjie zhentong capsule and danazol on the endometriosis rats]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2012 Aug; 32(8):1112-6. doi: NULL. [PMID: 23173264]
Konrad Bork. Current management options for hereditary angioedema. Current allergy and asthma reports. 2012 Aug; 12(4):273-80. doi: 10.1007/s11882-012-0273-4. [PMID: 22729959]
Mette U Anby, Hywel D Williams, Michelle McIntosh, Hassan Benameur, Glenn A Edwards, Colin W Pouton, Christopher J H Porter. Lipid digestion as a trigger for supersaturation: evaluation of the impact of supersaturation stabilization on the in vitro and in vivo performance of self-emulsifying drug delivery systems. Molecular pharmaceutics. 2012 Jul; 9(7):2063-79. doi: 10.1021/mp300164u. [PMID: 22656917]
Ling Xu, Qiao-ling Zhou, Jie Han, Dan-ying Zhang, Hui-juan Dong, Zai-long Cai, Chao-qin Yu, Dong-xia Zhai. [Effects of Chinese herbal medicine Neiyi Recipe-medicated serum on angiopoiesis of endometriosis in the chick chorioallantoic membrane model]. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine. 2012 Jul; 10(7):800-6. doi: 10.3736/jcim20120711. [PMID: 22805087]
Andrew Flower, Jian Ping Liu, George Lewith, Paul Little, Qing Li. Chinese herbal medicine for endometriosis. The Cochrane database of systematic reviews. 2012 May; ?(5):CD006568. doi: 10.1002/14651858.cd006568.pub3. [PMID: 22592712]
Maria Vertzoni, Constantinos Markopoulos, Moira Symillides, Constantinos Goumas, Georgios Imanidis, Christos Reppas. Luminal lipid phases after administration of a triglyceride solution of danazol in the fed state and their contribution to the flux of danazol across Caco-2 cell monolayers. Molecular pharmaceutics. 2012 May; 9(5):1189-98. doi: 10.1021/mp200479f. [PMID: 22482927]
Jonathan A Bernstein, Joseph J Moellman. Progress in the emergency management of hereditary angioedema: focus on new treatment options in the United States. Postgraduate medicine. 2012 May; 124(3):91-100. doi: 10.3810/pgm.2012.05.2552. [PMID: 22691903]
Cornelia Fürstenberger, Anna Vuorinen, Thierry Da Cunha, Denise V Kratschmar, Martial Saugy, Daniela Schuster, Alex Odermatt. The anabolic androgenic steroid fluoxymesterone inhibits 11β-hydroxysteroid dehydrogenase 2-dependent glucocorticoid inactivation. Toxicological sciences : an official journal of the Society of Toxicology. 2012 Apr; 126(2):353-61. doi: 10.1093/toxsci/kfs022. [PMID: 22273746]
Michael Linn, Eva-Maria Collnot, Dejan Djuric, Katja Hempel, Eric Fabian, Karl Kolter, Claus-Michael Lehr. Soluplus® as an effective absorption enhancer of poorly soluble drugs in vitro and in vivo. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2012 Feb; 45(3):336-43. doi: 10.1016/j.ejps.2011.11.025. [PMID: 22172603]
Suresh Kumar, Punit Tiwari, Pramod Sharma, Amit Goel, Jitendra P Singh, Mukesh K Vijay, Sandeep Gupta, Malay K Bera, Anup K Kundu. Urinary tract endometriosis: Review of 19 cases. Urology annals. 2012 Jan; 4(1):6-12. doi: 10.4103/0974-7796.91613. [PMID: 22346093]
Hetal N Prajapati, Damon M Dalrymple, Abu T M Serajuddin. A comparative evaluation of mono-, di- and triglyceride of medium chain fatty acids by lipid/surfactant/water phase diagram, solubility determination and dispersion testing for application in pharmaceutical dosage form development. Pharmaceutical research. 2012 Jan; 29(1):285-305. doi: 10.1007/s11095-011-0541-3. [PMID: 21861203]
Alejandro Malbrán, Diego S Fernández Romero, Alejandra Menéndez. [Hereditary angioedema. A therapeutic guide]. Medicina. 2012; 72(2):119-23. doi: NULL. [PMID: 22522852]
Zan-Hua Zhou, Qing Weng, Jian-Hong Zhou, Jue Zhou. Extracts of Salvia miltiorrhiza Bunge on the cytokines of rat endometriosis models. African journal of traditional, complementary, and alternative medicines : AJTCAM. 2012; 9(3):303-14. doi: 10.4314/ajtcam.v9i3.2. [PMID: 23983360]
Furquan Nazimuddin Khan, Mohamed Hassan G Dehghan. Enhanced Bioavailability and Dissolution of Atorvastatin Calcium from Floating Microcapsules using Minimum Additives. Scientia pharmaceutica. 2012 Jan; 80(1):215-28. doi: 10.3797/scipharm.1104-26. [PMID: 22396916]
Amin Kanani, Robert Schellenberg, Richard Warrington. Urticaria and angioedema. Allergy, asthma, and clinical immunology : official journal of the Canadian Society of Allergy and Clinical Immunology. 2011 Nov; 7 Suppl 1(?):S9. doi: 10.1186/1710-1492-7-s1-s9. [PMID: 22165855]
HeLi Liu, GuoQing Liao, ZhongShu Yan. Gynecomastia during imatinib mesylate treatment for gastrointestinal stromal tumor: a rare adverse event. BMC gastroenterology. 2011 Nov; 11(?):116. doi: 10.1186/1471-230x-11-116. [PMID: 22047550]
Yu Chen, Chao Chen, Shufang Shi, Jie Han, Jiaqi Wang, Jingjing Hu, Yuhuan Liu, Zailong Cai, Chaoqin Yu. Endometriotic implants regress in rat models treated with puerarin by decreasing estradiol level. Reproductive sciences (Thousand Oaks, Calif.). 2011 Sep; 18(9):886-91. doi: 10.1177/1933719111398500. [PMID: 21673282]
Seung Ah Choe, Seung-Yup Ku, Byung Chul Jee, Chang Suk Suh, Seok Hyun Kim, Young Min Choi, Jung Gu Kim, Shin Young Moon. Significance of the serum CA-125 level in intrauterine insemination cycles. Clinical and experimental reproductive medicine. 2011 Sep; 38(3):164-7. doi: 10.5653/cerm.2011.38.3.164. [PMID: 22384437]
Paula Lehto, Hanna Kortejärvi, Anni Liimatainen, Krista Ojala, Heli Kangas, Jouni Hirvonen, Veli Pekka Tanninen, Leena Peltonen. Use of conventional surfactant media as surrogates for FaSSIF in simulating in vivo dissolution of BCS class II drugs. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2011 Aug; 78(3):531-8. doi: 10.1016/j.ejpb.2011.02.007. [PMID: 21329757]
Jie Han, Qiao-ling Zhou, Dan-ying Zhang. [Adhesive and invasive effects and mechanism of neiyi recipe on the endometriosis]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2011 Aug; 31(8):1113-7. doi: NULL. [PMID: 21910347]
Kanjaksha Ghosh, Shrimati Shetty. Epidemiology, diagnosis, and management of von Willebrand disease in India. Seminars in thrombosis and hemostasis. 2011 Jul; 37(5):595-601. doi: 10.1055/s-0031-1281048. [PMID: 22102205]
Yuh-Ming Hwu, Frank Shao-Ying Wu, Sheng-Hsiang Li, Fang-Ju Sun, Ming-Huei Lin, Robert Kuo-Kuang Lee. The impact of endometrioma and laparoscopic cystectomy on serum anti-Müllerian hormone levels. Reproductive biology and endocrinology : RB&E. 2011 Jun; 9(?):80. doi: 10.1186/1477-7827-9-80. [PMID: 21651823]
Takuya Kamio, Etsuro Ito, Akira Ohara, Yoshiyuki Kosaka, Masahiro Tsuchida, Hiroshi Yagasaki, Hideo Mugishima, Hiromasa Yabe, Akira Morimoto, Shouichi Ohga, Hideki Muramatsu, Asahito Hama, Takashi Kaneko, Masayuki Nagasawa, Atsushi Kikuta, Yuko Osugi, Fumio Bessho, Tatsutoshi Nakahata, Ichiro Tsukimoto, Seiji Kojima. Relapse of aplastic anemia in children after immunosuppressive therapy: a report from the Japan Childhood Aplastic Anemia Study Group. Haematologica. 2011 Jun; 96(6):814-9. doi: 10.3324/haematol.2010.035600. [PMID: 21422115]
René Holm, Erling Bonne Jørgensen, Michael Harborg, Rune Larsen, Per Holm, Anette Müllertz, Jette Jacobsen. A novel excipient, 1-perfluorohexyloctane shows limited utility for the oral delivery of poorly water-soluble drugs. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2011 Mar; 42(4):416-22. doi: 10.1016/j.ejps.2011.01.007. [PMID: 21256961]
Asja Stipić Marković, Martina Janzeković. [Increasing incidence of angioedema without urticaria--clinical features]. Acta medica Croatica : casopis Hravatske akademije medicinskih znanosti. 2011; 65(2):119-27. doi: . [PMID: 22359877]
Chia-Hsiang Victor Lin, Hsiou-Yu Ding, Shiou-Yi Kuo, Ling-Wei Chin, Jiumn-Yih Wu, Te-Sheng Chang. Evaluation of in vitro and in vivo depigmenting activity of raspberry ketone from Rheum officinale. International journal of molecular sciences. 2011; 12(8):4819-35. doi: 10.3390/ijms12084819. [PMID: 21954327]
Benjamin Davis, Jonathan A Bernstein. Conestat alfa for the treatment of angioedema attacks. Therapeutics and clinical risk management. 2011; 7(?):265-73. doi: 10.2147/tcrm.s15544. [PMID: 21753889]
Henriette Farkas, Lilian Varga. Ecallantide is a novel treatment for attacks of hereditary angioedema due to C1 inhibitor deficiency. Clinical, cosmetic and investigational dermatology. 2011; 4(?):61-8. doi: 10.2147/ccid.s10322. [PMID: 21760740]
Candis M Morello. Pharmacokinetics and pharmacodynamics of insulin analogs in special populations with type 2 diabetes mellitus. International journal of general medicine. 2011; 4(?):827-35. doi: 10.2147/ijgm.s26889. [PMID: 22267935]
Michael M Frank. Update on preventive therapy (prophylaxis) of hereditary angioedema. Allergy and asthma proceedings. 2011 Jan; 32(1):17-21. doi: 10.2500/aap.2011.32.3412. [PMID: 21262094]
C Perricone, N Agmon-Levin, N Shoenfeld, C de Carolis, M D Guarino, G Gigliucci, I Milana, L Novelli, G Valesini, R Perricone, Y Shoenfeld. Evidence of impaired sense of smell in hereditary angioedema. Allergy. 2011 Jan; 66(1):149-54. doi: 10.1111/j.1398-9995.2010.02453.x. [PMID: 20649895]
Xing Sun, Lijue Chen, Fanbo Zeng. Effects of Chinese Materia Medica-Fubao Danggui Jiao on experimental endometriosis. African journal of traditional, complementary, and alternative medicines : AJTCAM. 2011; 8(3):224-9. doi: 10.4314/ajtcam.v8i3.65283. [PMID: 22468001]
Rafael Firszt, Michael M Frank. An overview of novel therapies for acute hereditary angioedema. American journal of clinical dermatology. 2010 Dec; 11(6):383-8. doi: 10.2165/11537030-000000000-00000. [PMID: 20866113]
Dallas B Warren, Hassan Benameur, Christopher J H Porter, Colin W Pouton. Using polymeric precipitation inhibitors to improve the absorption of poorly water-soluble drugs: A mechanistic basis for utility. Journal of drug targeting. 2010 Dec; 18(10):704-31. doi: 10.3109/1061186x.2010.525652. [PMID: 20973755]
Nitin Pandey, Alka Kriplani, Raj Kumar Yadav, Basil T Lyngdoh, Sushil Chandra Mahapatra. Peritoneal fluid leptin levels are increased but adiponectin levels are not changed in infertile patients with pelvic endometriosis. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2010 Nov; 26(11):843-9. doi: 10.3109/09513590.2010.487585. [PMID: 20504092]
Jonathan A Bernstein, Suzanne Coleman, Arturo J Bonnin. Successful C1 inhibitor short-term prophylaxis during redo mitral valve replacement in a patient with hereditary angioedema. Journal of cardiothoracic surgery. 2010 Oct; 5(?):86. doi: 10.1186/1749-8090-5-86. [PMID: 20955596]
M Galesio, R Rial-Otero, J Simal-Gándara, X de la Torre, F Botrè, J L Capelo-Martínez. Improved ultrasonic-based sample treatment for the screening of anabolic steroids by gas chromatography/mass spectrometry. Rapid communications in mass spectrometry : RCM. 2010 Aug; 24(16):2375-85. doi: 10.1002/rcm.4654. [PMID: 20635322]
Paolo G V Martini, Lynette C Cook, Scott Alderucci, Angela W Norton, Dianna M Lundberg, Susan M Fish, Knut Langsetmo, Göran Jönsson, Christian Lood, Birgitta Gullstrand, Kate J Zaleski, Nancy Savioli, Jason Lottherand, Charles Bedard, John Gill, Michael F Concino, Michael W Heartlein, Lennart Truedsson, Jan L Powell, Arthur O Tzianabos. Recombinant human complement component C2 produced in a human cell line restores the classical complement pathway activity in-vitro: an alternative treatment for C2 deficiency diseases. BMC immunology. 2010 Aug; 11(?):43. doi: 10.1186/1471-2172-11-43. [PMID: 20727163]
Hua Yi, Yue Lu, Jian-kun Chen, Biao-yan Du, Ai-jun Liu, Hui Luo. [Effect of sinomenine on tumor necrosis factor-alpha and nuclear factor-kappaB in the heterotopic tissue in rats with endometriosis]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University. 2010 Aug; 30(8):1874-6. doi: ". [PMID: 20813690]
Konrad Bork. Diagnosis and treatment of hereditary angioedema with normal C1 inhibitor. Allergy, asthma, and clinical immunology : official journal of the Canadian Society of Allergy and Clinical Immunology. 2010 Jul; 6(1):15. doi: 10.1186/1710-1492-6-15. [PMID: 20667118]
Marco Cicardi, Andrea Zanichelli. Acquired angioedema. Allergy, asthma, and clinical immunology : official journal of the Canadian Society of Allergy and Clinical Immunology. 2010 Jul; 6(1):14. doi: 10.1186/1710-1492-6-14. [PMID: 20667117]
Frank J Eidelman. Hereditary angioedema: New therapeutic options for a potentially deadly disorder. BMC blood disorders. 2010 May; 10(?):3. doi: 10.1186/1471-2326-10-3. [PMID: 20470390]
Ivan Stankovic, Alja Vlahovic-Stipac, Biljana Putnikovic, Zorica Cvetkovic, Aleksandar N Neskovic. Concomitant administration of simvastatin and danazol associated with fatal rhabdomyolysis. Clinical therapeutics. 2010 May; 32(5):909-14. doi: 10.1016/j.clinthera.2010.04.017. [PMID: 20685498]
Elizabeth A Price, Stanley L Schrier. Unexplained aspects of anemia of inflammation. Advances in hematology. 2010; 2010(?):508739. doi: 10.1155/2010/508739. [PMID: 20368776]
Renata Simões Moraes, Aurea Simone Barros Vieira, Laura Guimarães Primo. Management of a dentigerous cyst in a child with hereditary angioedema. Journal of dentistry for children (Chicago, Ill.). 2010 Jan; 77(1):59-63. doi: NULL. [PMID: 20359432]
Farzin Khorvash, Alireza Emami Naeini, Mohadesseh Behjati, Mohammad Jalali. HIV associated thrombocytopenia, misdiagnosed as thrombotic thrombocytopenic purpura: a case report. Cases journal. 2009 Oct; 2(?):175. doi: 10.1186/1757-1626-2-175. [PMID: 19946486]