Griseofulvin (BioDeep_00000398549)

Main id: BioDeep_00000001594

 

natural product PANOMIX_OTCML-2023 Chemicals and Drugs Antibiotics


代谢物信息卡片


Griseofulvin

化学式: C17H17ClO6 (352.0714)
中文名称: 灰黄霉素
谱图信息: 最多检出来源 Danio rerio(blood) 14.29%

分子结构信息

SMILES: CC1CC(=O)C=C(C12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC
InChI: InChI=1S/C17H17ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3

描述信息

An oxaspiro compound produced by Penicillium griseofulvum. It is used by mouth as an antifungal drug for infections involving the scalp, hair, nails and skin that do not respond to topical treatment.
D - Dermatologicals > D01 - Antifungals for dermatological use > D01B - Antifungals for systemic use > D01BA - Antifungals for systemic use
D - Dermatologicals > D01 - Antifungals for dermatological use > D01A - Antifungals for topical use > D01AA - Antibiotics
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents
C254 - Anti-Infective Agent > C514 - Antifungal Agent
CONFIDENCE Reference Standard (Level 1)
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.075
Griseofulvin(Gris-PEG; Grifulvin) is a spirocyclic fungal natural product used in treatment of fungal dermatophytes; Antifungal drug.

同义名列表

2 个代谢物同义名

Griseofulvin; Griseofulvin



数据库引用编号

48 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

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)

48 个相关的物种来源信息

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。

亚细胞结构定位 关联基因列表
Cytoplasm 12 ABCB1, ABCB4, ACE2, CASP3, CAT, CYP2A6, CYP3A4, DMD, HPGDS, KRT18, KRT8, TUBB4B
Peripheral membrane protein 2 DMD, SQLE
Endoplasmic reticulum membrane 3 CYP2A6, CYP3A4, SQLE
Nucleus 4 CASP3, DMD, KRT8, TUBB4B
cytosol 9 ABCB4, CASP3, CAT, DMD, GPT, HPGDS, KRT18, KRT8, TUBB4B
nucleoplasm 4 ABCB4, CASP3, HPGDS, KRT8
Cell membrane 4 ABCB1, ABCB4, ACE2, TNF
Cytoplasmic side 1 DMD
Multi-pass membrane protein 2 ABCB1, ABCB4
Synapse 1 DMD
cell surface 5 ABCB1, ACE2, DMD, EPO, TNF
glutamatergic synapse 1 CASP3
mitochondrial inner membrane 1 FECH
neuronal cell body 2 CASP3, TNF
sarcolemma 2 DMD, KRT8
plasma membrane 7 ABCB1, ABCB4, ACE2, DMD, IFNLR1, IGHE, TNF
Membrane 9 ABCB1, ABCB4, ACE2, CAT, CYP2A6, CYP3A4, DMD, IFNLR1, SQLE
apical plasma membrane 3 ABCB1, ABCB4, ACE2
extracellular exosome 9 ABCB1, ABCB4, ACE2, CAT, EPO, GPT, KRT18, KRT8, TUBB4B
endoplasmic reticulum 1 SQLE
extracellular space 4 ACE2, EPO, IGHE, TNF
perinuclear region of cytoplasm 1 KRT18
adherens junction 1 KRT18
apicolateral plasma membrane 1 KRT8
intercellular canaliculus 1 ABCB4
mitochondrion 2 CAT, FECH
protein-containing complex 2 CAT, DMD
intracellular membrane-bounded organelle 5 CAT, CYP2A6, CYP3A4, HPGDS, SQLE
Microsome membrane 2 CYP3A4, SQLE
filopodium 1 DMD
postsynaptic density 1 CASP3
Single-pass type I membrane protein 3 ACE2, IFNLR1, IGHE
Secreted 2 ACE2, EPO
extracellular region 6 ACE2, CAT, EPO, IGHE, TNF, TUBB4B
mitochondrial matrix 2 CAT, FECH
Cell projection, cilium 1 ACE2
centriolar satellite 1 KRT18
external side of plasma membrane 1 TNF
Extracellular vesicle 1 TUBB4B
Z disc 2 DMD, KRT8
microtubule cytoskeleton 1 TUBB4B
nucleolus 1 KRT18
cell-cell junction 1 KRT8
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 DMD
Apical cell membrane 3 ABCB1, ABCB4, ACE2
Cell membrane, sarcolemma 1 DMD
Mitochondrion inner membrane 1 FECH
Membrane raft 4 ABCB4, ACE2, DMD, TNF
Cytoplasm, cytoskeleton 2 DMD, TUBB4B
focal adhesion 2 ABCB4, CAT
microtubule 1 TUBB4B
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
intermediate filament 2 KRT18, KRT8
Nucleus outer membrane 1 DMD
nuclear outer membrane 1 DMD
Postsynaptic cell membrane 1 DMD
cilium 1 ACE2
IgE immunoglobulin complex 1 IGHE
phagocytic cup 1 TNF
cell periphery 1 KRT18
mitotic spindle 1 TUBB4B
cytoskeleton 3 DMD, KRT18, TUBB4B
brush border membrane 1 ACE2
Nucleus, nucleolus 1 KRT18
[Isoform 2]: Cell membrane 1 IGHE
intercellular bridge 1 TUBB4B
Cytoplasm, cytoskeleton, flagellum axoneme 1 TUBB4B
sperm flagellum 1 TUBB4B
axonemal microtubule 1 TUBB4B
microtubule organizing center 1 KRT18
Nucleus, nucleoplasm 1 KRT8
cell body 1 EPO
intermediate filament cytoskeleton 1 KRT8
filopodium membrane 1 DMD
clathrin-coated vesicle 1 ABCB4
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, EPO
endoplasmic reticulum lumen 1 ACE2
nuclear matrix 2 KRT18, KRT8
endocytic vesicle membrane 1 ACE2
Cytoplasmic vesicle, clathrin-coated vesicle 1 ABCB4
azurophil granule lumen 1 TUBB4B
Single-pass type IV membrane protein 1 DMD
Nucleus matrix 2 KRT18, KRT8
costamere 2 DMD, KRT8
cytoplasmic microtubule 1 CYP2A6
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
dystrophin-associated glycoprotein complex 2 DMD, KRT8
keratin filament 2 KRT18, KRT8
cell-substrate junction 1 DMD
[Isoform 3]: Cell membrane 1 IGHE
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
catalase complex 1 CAT
neuron projection terminus 1 DMD
syntrophin complex 1 DMD
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Processed angiotensin-converting enzyme 2]: Secreted 1 ACE2
[Isoform 2]: Apical cell membrane 1 ACE2
organelle 1 DMD
plasma membrane bounded cell projection 1 DMD


文献列表

  • Si-Qiong Teng, Jiao-Xian Du, Meng-Xi Wang, Ming-Xuan Gao, Juan He, Yan-Ling Yang, Ji-Kai Liu, Tao Feng. Polyketides from the fungus Pochonia chlamydosporia and their bioactivities. Phytochemistry. 2023 Jun; 213(?):113747. doi: 10.1016/j.phytochem.2023.113747. [PMID: 37295632]
  • Yanjing Guo, Jingjing Li, Jiale Shi, Liru Mi, Jing Zhang, Su Han, Wei Liu, Dan Cheng, Sheng Qiang, Hazem M Kalaji, Shiguo Chen. Griseofulvin Inhibits Root Growth by Targeting Microtubule-Associated Proteins Rather Tubulins in Arabidopsis. International journal of molecular sciences. 2023 May; 24(10):. doi: 10.3390/ijms24108692. [PMID: 37240033]
  • Hongke Huang, Dongxue Li, Shilong Jiang, Rui Yang, Yuqing Yang, Zhongqiu Xia, Xinyue Jiang, Yongtian Zhao, Delu Wang, Baoan Song, Zhuo Chen. Integrated Transcriptome and Proteome Analysis Reveals that the Antimicrobial Griseofulvin Targets Didymella segeticola Beta-Tubulin to Control Tea Leaf Spot. Phytopathology. 2023 Feb; ?(?):PHYTO02220061R. doi: 10.1094/phyto-02-22-0061-r. [PMID: 36173282]
  • Manjunatha Chandana, Aditya Anand, Sourav Ghosh, Rahul Das, Subhashree Beura, Sarita Jena, Amol Ratnakar Suryawanshi, Govindarajan Padmanaban, Viswanathan Arun Nagaraj. Malaria parasite heme biosynthesis promotes and griseofulvin protects against cerebral malaria in mice. Nature communications. 2022 07; 13(1):4028. doi: 10.1038/s41467-022-31431-z. [PMID: 35821013]
  • Parisa Aris, Masoud Mohamadzadeh, Yulong Wei, Xuhua Xia. In Silico Molecular Dynamics of Griseofulvin and Its Derivatives Revealed Potential Therapeutic Applications for COVID-19. International journal of molecular sciences. 2022 Jun; 23(13):. doi: 10.3390/ijms23136889. [PMID: 35805893]
  • Franklin Chimaobi Kenechukwu, Marcos Lopes Dias, Eduardo Ricci-Júnior. Biodegradable nanoparticles from prosopisylated cellulose as a platform for enhanced oral bioavailability of poorly water-soluble drugs. Carbohydrate polymers. 2021 Mar; 256(?):117492. doi: 10.1016/j.carbpol.2020.117492. [PMID: 33483021]
  • 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]
  • Joscha Brinkmann, Frauke Rest, Christian Luebbert, Gabriele Sadowski. Solubility of Pharmaceutical Ingredients in Natural Edible Oils. Molecular pharmaceutics. 2020 07; 17(7):2499-2507. doi: 10.1021/acs.molpharmaceut.0c00215. [PMID: 32369379]
  • A Geronikaki, V Kartsev, A Petrou, M G Akrivou, I S Vizirianakis, F M Chatzopoulou, B Lichitsky, S Sirakanyan, M Kostic, M Smiljkovic, M Soković, D Druzhilovskiy, V Poroikov. Antibacterial activity of griseofulvin analogues as an example of drug repurposing. International journal of antimicrobial agents. 2020 Mar; 55(3):105884. doi: 10.1016/j.ijantimicag.2020.105884. [PMID: 31931149]
  • Benjamin A Grubbs, Nicholas P Etter, Wesley E Slaughter, Alexander M Pittsford, Connor R Smith, Paul D Schmitt. A Low-Cost Beam-Scanning Second Harmonic Generation Microscope with Application for Agrochemical Development and Testing. Analytical chemistry. 2019 09; 91(18):11723-11730. doi: 10.1021/acs.analchem.9b02304. [PMID: 31424922]
  • Adrian Dobrowolski, Ramona Strob, Jan Felix Dräger-Gillessen, Damian Pieloth, Gerhard Schaldach, Helmut Wiggers, Markus Thommes. Preparation of submicron drug particles via spray drying from organic solvents. International journal of pharmaceutics. 2019 Aug; 567(?):118501. doi: 10.1016/j.ijpharm.2019.118501. [PMID: 31288055]
  • Kalle Sigfridsson, Aixiang Xue, Kelly Goodwin, Adrian J Fretland, Torbjörn Arvidsson. Sustained release and improved bioavailability in mice after subcutaneous administration of griseofulvin as nano- and microcrystals. International journal of pharmaceutics. 2019 Jul; 566(?):565-572. doi: 10.1016/j.ijpharm.2019.06.015. [PMID: 31181305]
  • Yu-Bin Bai, Yu-Qi Gao, Xiao-Di Nie, Thi-Mai-Luong Tuong, Ding Li, Jin-Ming Gao. Antifungal Activity of Griseofulvin Derivatives against Phytopathogenic Fungi in Vitro and in Vivo and Three-Dimensional Quantitative Structure-Activity Relationship Analysis. Journal of agricultural and food chemistry. 2019 Jun; 67(22):6125-6132. doi: 10.1021/acs.jafc.9b00606. [PMID: 31083998]
  • Yuji Saito, Tomoaki Usami, Miki Katoh, Masayuki Nadai. Effects of Thylakoid-Rich Spinach Extract on the Pharmacokinetics of Drugs in Rats. Biological & pharmaceutical bulletin. 2019; 42(1):103-109. doi: 10.1248/bpb.b18-00632. [PMID: 30606982]
  • Jingyi Ye, Huiyi Wu, Chuanli Huang, Wanting Lin, Caifeng Zhang, Bei Huang, Banyi Lu, Hongyu Xu, Xiaoling Li, Xiaoying Long. Comparisons of in vitro Fick's first law, lipolysis, and in vivo rat models for oral absorption on BCS II drugs in SNEDDS. International journal of nanomedicine. 2019; 14(?):5623-5636. doi: 10.2147/ijn.s203911. [PMID: 31440045]
  • Victor Kartsev, Athina Geronikaki, Anthi Petrou, Boris Lichitsky, Marina Kostic, Marija Smiljkovic, Marina Soković, Samvel Sirakanyan. Griseofulvin Derivatives: Synthesis, Molecular Docking and Biological Evaluation. Current topics in medicinal chemistry. 2019; 19(13):1145-1161. doi: 10.2174/1568026619666190523080136. [PMID: 31119999]
  • Alany Ingrid Ribeiro, Eveline Soares Costa, Sergio Scherrer Thomasi, Dayson Fernando Ribeiro Brandão, Paulo Cesar Vieira, João Batista Fernandes, Moacir Rossi Forim, Antonio Gilberto Ferreira, Sérgio Florentino Pascholati, Luis Fernando Pascholati Gusmão, Maria Fátima das Graças Fernandes da Silva. Biological and Chemical Control of Sclerotinia sclerotiorum using Stachybotrys levispora and Its Secondary Metabolite Griseofulvin. Journal of agricultural and food chemistry. 2018 Jul; 66(29):7627-7632. doi: 10.1021/acs.jafc.7b04197. [PMID: 29944364]
  • Pei-Lun Sun, Yang-Chih Lin, Yu-Hung Wu, Pei-Han Kao, Yu-Ming Ju, Yun-Chen Fan. Tinea folliculorum complicating tinea of the glabrous skin: an important yet neglected entity. Medical mycology. 2018 Jul; 56(5):521-530. doi: 10.1093/mmy/myx086. [PMID: 29087496]
  • Asger B Petersen, Nikolaj S Andersen, Gleb Konotop, Nur Hafzan Md Hanafiah, Marc S Raab, Alwin Krämer, Mads H Clausen. Synthesis and formulation studies of griseofulvin analogues with improved solubility and metabolic stability. European journal of medicinal chemistry. 2017 Apr; 130(?):240-247. doi: 10.1016/j.ejmech.2017.02.055. [PMID: 28258034]
  • Dewu Zhang, Lili Zhao, Lining Wang, Xiaomei Fang, Jianyuan Zhao, Xinwei Wang, Li Li, Hongyu Liu, Yuzhen Wei, Xuefu You, Shan Cen, Liyan Yu. Griseofulvin Derivative and Indole Alkaloids from Penicillium griseofulvum CPCC 400528. Journal of natural products. 2017 02; 80(2):371-376. doi: 10.1021/acs.jnatprod.6b00829. [PMID: 28117586]
  • Joana Marto, Catarina Vitor, Ana Guerreiro, Cristiana Severino, Carla Eleutério, Andreia Ascenso, Sandra Simões. Ethosomes for enhanced skin delivery of griseofulvin. Colloids and surfaces. B, Biointerfaces. 2016 Oct; 146(?):616-23. doi: 10.1016/j.colsurfb.2016.07.021. [PMID: 27429295]
  • Gui-Guang Cheng, Dan Li, Bo Hou, Xiao-Nian Li, Lu Liu, Ying-Ying Chen, Paul-Keilah Lunga, Afsar Khan, Ya-Ping Liu, Zhi-Li Zuo, Xiao-Dong Luo. Melokhanines A-J, Bioactive Monoterpenoid Indole Alkaloids with Diverse Skeletons from Melodinus khasianus. Journal of natural products. 2016 09; 79(9):2158-66. doi: 10.1021/acs.jnatprod.6b00011. [PMID: 27584856]
  • Zeenat Yousuf Bhat, Neetu Sharma, Unnikrishnana Pillai, Atul Singh. Unusual Cause and Presentation of Collapsing Focal Segmental Glomerulosclerosis. American journal of therapeutics. 2016 May; 23(3):e957-60. doi: 10.1097/mjt.0000000000000115. [PMID: 25420079]
  • Monika Malm-Erjefält, Marianne Ekblom, Jan Vouis, Milan Zdravkovic, Hans Lennernäs. Effect on the Gastrointestinal Absorption of Drugs from Different Classes in the Biopharmaceutics Classification System, When Treating with Liraglutide. Molecular pharmaceutics. 2015 Nov; 12(11):4166-73. doi: 10.1021/acs.molpharmaceut.5b00278. [PMID: 26426736]
  • María Del Carmen Martinez, Silvina Fernanda Ruspini, Susana Graciela Afonso, Roberto Meiss, Ana Maria Buzaleh, Alcira Batlle. Experimental protoporphyria: effect of bile acids on liver damage induced by griseofulvin. BioMed research international. 2015; 2015(?):436319. doi: 10.1155/2015/436319. [PMID: 25945334]
  • Chia-Wen Hsu, Jinghua Zhao, Ruili Huang, Jui-Hua Hsieh, Jon Hamm, Xiaoqing Chang, Keith Houck, Menghang Xia. Quantitative high-throughput profiling of environmental chemicals and drugs that modulate farnesoid X receptor. Scientific reports. 2014 Sep; 4(?):6437. doi: 10.1038/srep06437. [PMID: 25257666]
  • Nancy B Andrioli, Sonia Soloneski, Marcelo L Larramendy, Marta D Mudry. Induction of microtubule damage in Allium cepa meristematic cells by pharmaceutical formulations of thiabendazole and griseofulvin. Mutation research. Genetic toxicology and environmental mutagenesis. 2014 Sep; 772(?):1-5. doi: 10.1016/j.mrgentox.2014.06.009. [PMID: 25308540]
  • M del C Martinez, S G Afonso, A M Buzaleh, A Batlle. Protective action of antioxidants on hepatic damage induced by griseofulvin. TheScientificWorldJournal. 2014; 2014(?):982358. doi: 10.1155/2014/982358. [PMID: 24523661]
  • Nidhi Aggarwal, Shishu Goindi. Preparation and in vivo evaluation of solid lipid nanoparticles of griseofulvin for dermal use. Journal of biomedical nanotechnology. 2013 Apr; 9(4):564-76. doi: 10.1166/jbn.2013.1569. [PMID: 23621015]
  • Kenneth T Johansen, Sileshi G Wubshet, Nils T Nyberg. HPLC-NMR revisited: using time-slice high-performance liquid chromatography-solid-phase extraction-nuclear magnetic resonance with database-assisted dereplication. Analytical chemistry. 2013 Mar; 85(6):3183-9. doi: 10.1021/ac303455j. [PMID: 23432092]
  • Zhi-Zhen Pan, Yu-Jing Zhu, Xiao-Jie Yu, Qi-Fan Lin, Rong-Feng Xiao, Jian-Yang Tang, Qing-Xi Chen, Bo Liu. Synthesis of 4'-thiosemicarbazonegriseofulvin and its effects on the control of enzymatic browning and postharvest disease of fruits. Journal of agricultural and food chemistry. 2012 Oct; 60(43):10784-8. doi: 10.1021/jf302356x. [PMID: 23025498]
  • Maria E N P Ribeiro, Carolina L de Moura, Mariano G S Vieira, Nilce V Gramosa, Chiraphon Chaibundit, Marcos C de Mattos, David Attwood, Stephen G Yeates, S Keith Nixon, Nágila M P S Ricardo. Solubilisation capacity of Brij surfactants. International journal of pharmaceutics. 2012 Oct; 436(1-2):631-5. doi: 10.1016/j.ijpharm.2012.07.032. [PMID: 22842626]
  • Hoskins Clare, Paul Kong Thoo Lin, Laurence Tetley, Woei Ping Cheng. The use of nano polymeric self-assemblies based on novel amphiphilic polymers for oral hydrophobic drug delivery. Pharmaceutical research. 2012 Mar; 29(3):782-94. doi: 10.1007/s11095-011-0602-7. [PMID: 21971828]
  • Sarah Maud Fischer, Stephen Timothy Buckley, Wiebke Kirchmeyer, Gert Fricker, Martin Brandl. Application of simulated intestinal fluid on the phospholipid vesicle-based drug permeation assay. International journal of pharmaceutics. 2012 Jan; 422(1-2):52-8. doi: 10.1016/j.ijpharm.2011.10.026. [PMID: 22027395]
  • Nagaraj Selvaraj, Baskar Lakshmanan, Papiya Mitra Mazumder, Muthukumar Karuppasamy, Simon Santosh Jena, Ashok Kumar Pattnaik. Evaluation of wound healing and antimicrobial potentials of Ixora coccinea root extract. Asian Pacific journal of tropical medicine. 2011 Dec; 4(12):959-63. doi: 10.1016/s1995-7645(11)60226-5. [PMID: 22118031]
  • Alex Avdeef, Kin Y Tam. How well can the Caco-2/Madin-Darby canine kidney models predict effective human jejunal permeability?. Journal of medicinal chemistry. 2010 May; 53(9):3566-84. doi: 10.1021/jm901846t. [PMID: 20373811]
  • Seitaro Kamiya, Takurou Kurita, Atsuo Miyagishima, Shigeru Itai, Masayuki Arakawa. Physical properties of griseofulvin-lipid nanoparticles in suspension and their novel interaction mechanism with saccharide during freeze-drying. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2010 Mar; 74(3):461-6. doi: 10.1016/j.ejpb.2009.12.004. [PMID: 20018239]
  • Xiaofan Sui, Jin Sun, Haiyan Li, Yongjun Wang, Jianfang Liu, Xiaohong Liu, Wenping Zhang, Lijiang Chen, Zhonggui He. Prediction of volume of distribution values in human using immobilized artificial membrane partitioning coefficients, the fraction of compound ionized and plasma protein binding data. European journal of medicinal chemistry. 2009 Nov; 44(11):4455-60. doi: 10.1016/j.ejmech.2009.06.004. [PMID: 19586686]
  • Seitaro Kamiya, Takurou Kurita, Atsuo Miyagishima, Masayuki Arakawa. Preparation of griseofulvin nanoparticle suspension by high-pressure homogenization and preservation of the suspension with saccharides and sugar alcohols. Drug development and industrial pharmacy. 2009 Aug; 35(8):1022-8. doi: 10.1080/03639040802698786. [PMID: 19466885]
  • M Del C Martinez, S G Afonso, R P Meiss, A M Buzaleh, A Batlle. Hepatic damage and oxidative stress induced by Griseofulvin in mice. Cellular and molecular biology (Noisy-le-Grand, France). 2009 Jul; 55(2):127-39. doi: . [PMID: 19656461]
  • K C Ofokansi, K I Chukwu, S I Ugwuanyi. The use of liquid self-microemulsifying drug delivery systems based on peanut oil/tween 80 in the delivery of griseofulvin. Drug development and industrial pharmacy. 2009 Feb; 35(2):185-91. doi: 10.1080/03639040802244292. [PMID: 18825525]
  • Vikas Agarwal, Akhtar Siddiqui, Hazem Ali, Sami Nazzal. Dissolution and powder flow characterization of solid self-emulsified drug delivery system (SEDDS). International journal of pharmaceutics. 2009 Jan; 366(1-2):44-52. doi: 10.1016/j.ijpharm.2008.08.046. [PMID: 18832019]
  • Pratap S Jadon, Virendra Gajbhiye, Rajesh S Jadon, Kavita R Gajbhiye, Narayanan Ganesh. Enhanced oral bioavailability of griseofulvin via niosomes. AAPS PharmSciTech. 2009; 10(4):1186-92. doi: 10.1208/s12249-009-9325-z. [PMID: 19856107]
  • Yoko Satoh, Reiko Iwadate, Yukino Watanabe, Hiroshi Kawai, Naomi Kudo, Yoichi Kawashima, Atsushi Mitsumoto. Manifestation of psychiatric behaviors in a mouse model of griseofulvin-induced hepatic porphyria. The Journal of toxicological sciences. 2008 Dec; 33(5):599-608. doi: 10.2131/jts.33.599. [PMID: 19043281]
  • Stéphanie Poullain-Termeau, Sylvie Crauste-Manciet, Denis Brossard, Saleh Muhamed, Georges Nicolaos, Robert Farinotti, Christine Barthélémy, Hugues Robert, Pascal Odou. Effect of oil-in-water submicron emulsion surface charge on oral absorption of a poorly water-soluble drug in rats. Drug delivery. 2008 Nov; 15(8):503-14. doi: 10.1080/10717540802321792. [PMID: 18923979]
  • Cheng-Hsu Chen, Mei-Chin Wen, Chi-Hung Cheng, Ming-Ju Wu, Tung-Min Yu, Ya-Wen Chuang, Kuo-Hsiung Shu. Infectious alopecia in a dog breeder after renal transplantation. Journal of the Chinese Medical Association : JCMA. 2008 Sep; 71(9):477-80. doi: 10.1016/s1726-4901(08)70152-7. [PMID: 18818142]
  • Yoshitsugu Fujioka, Yukiko Metsugi, Ken-Ichi Ogawara, Kazutaka Higaki, Toshikiro Kimura. Evaluation of in vivo dissolution behavior and GI transit of griseofulvin, a BCS class II drug. International journal of pharmaceutics. 2008 Mar; 352(1-2):36-43. doi: 10.1016/j.ijpharm.2007.10.008. [PMID: 18037251]
  • N Trakranrungsie, A Chatchawanchonteera, W Khunkitti. Ethnoveterinary study for antidermatophytic activity of Piper betle, Alpinia galanga and Allium ascalonicum extracts in vitro. Research in veterinary science. 2008 Feb; 84(1):80-4. doi: 10.1016/j.rvsc.2007.03.006. [PMID: 17482221]
  • Albrecht Serfling, Johannes Wohlrab, Holger B Deising. Treatment of a clinically relevant plant-pathogenic fungus with an agricultural azole causes cross-resistance to medical azoles and potentiates caspofungin efficacy. Antimicrobial agents and chemotherapy. 2007 Oct; 51(10):3672-6. doi: 10.1128/aac.00654-07. [PMID: 17620378]
  • Jimena V Lavandera, Alcira Maria Del Carmen Batlle, Ana María Buzaleh. Metabolization of porphyrinogenic agents in brain: involvement of the phase I drug metabolizing system. A comparative study in liver and kidney. Cellular and molecular neurobiology. 2007 Sep; 27(6):717-29. doi: 10.1007/s10571-007-9154-0. [PMID: 17676386]
  • Iman Saad Ahmed, Mona Hassan Aboul-Einien. In vitro and in vivo evaluation of a fast-disintegrating lyophilized dry emulsion tablet containing griseofulvin. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2007 Sep; 32(1):58-68. doi: 10.1016/j.ejps.2007.05.114. [PMID: 17628451]
  • Arik Dahan, Amnon Hoffman. The effect of different lipid based formulations on the oral absorption of lipophilic drugs: the ability of in vitro lipolysis and consecutive ex vivo intestinal permeability data to predict in vivo bioavailability in rats. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2007 Aug; 67(1):96-105. doi: 10.1016/j.ejpb.2007.01.017. [PMID: 17329087]
  • Yoshitsugu Fujioka, Keitaro Kadono, Yasuko Fujie, Yukiko Metsugi, Ken-ichi Ogawara, Kazutaka Higaki, Toshikiro Kimura. Prediction of oral absorption of griseofulvin, a BCS class II drug, based on GITA model: utilization of a more suitable medium for in-vitro dissolution study. Journal of controlled release : official journal of the Controlled Release Society. 2007 Jun; 119(2):222-8. doi: 10.1016/j.jconrel.2007.03.002. [PMID: 17442444]
  • Hiren N Mistri, Arvind G Jangid, Mallika Sanyal, Pranav Shrivastav. Electrospray ionization LC-MS/MS validated method to quantify griseofulvin in human plasma and its application to bioequivalence study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 May; 850(1-2):318-26. doi: 10.1016/j.jchromb.2006.12.003. [PMID: 17196449]
  • Spyridon Mourtas, Styliani Fotopoulou, Stela Duraj, Vassiliki Sfika, Christos Tsakiroglou, Sophia G Antimisiaris. Liposomal drugs dispersed in hydrogels. Effect of liposome, drug and gel properties on drug release kinetics. Colloids and surfaces. B, Biointerfaces. 2007 Apr; 55(2):212-21. doi: 10.1016/j.colsurfb.2006.12.005. [PMID: 17223020]
  • A A Adekunle, A M Ikumapayi. Antifungal property and phytochemical screening of the crude extracts of Funtumia elastica and Mallotus oppositifolius. The West Indian medical journal. 2006 Sep; 55(4):219-23. doi: 10.1590/s0043-31442006000400003. [PMID: 17249309]
  • Masayuki Nadai, Chiharu Tajiri, Hideo Yoshizumi, Yuji Suzuki, Ying Lan Zhao, Masao Kimura, Yoshimi Tsunekawa, Takaaki Hasegawa. Effect of chitosan on gastrointestinal absorption of water-insoluble drugs following oral administration in rats. Biological & pharmaceutical bulletin. 2006 Sep; 29(9):1941-6. doi: 10.1248/bpb.29.1941. [PMID: 16946514]
  • Yohann Corvis, Wanda Barzyk, Gerald Brezesinski, Nadir Mrabet, Mounia Badis, Sabrina Hecht, Ewa Rogalska. Interactions of a fungistatic antibiotic, griseofulvin, with phospholipid monolayers used as models of biological membranes. Langmuir : the ACS journal of surfaces and colloids. 2006 Aug; 22(18):7701-11. doi: 10.1021/la060998x. [PMID: 16922553]
  • Rafael M Mariante, Ricardo G Vancini, Marlene Benchimol. Cell death in trichomonads: new insights. Histochemistry and cell biology. 2006 May; 125(5):545-56. doi: 10.1007/s00418-005-0098-5. [PMID: 16273383]
  • Vidya Rajpara, Stacy Frankel, Cindy Rogers, Keyvan Nouri. Trichophyton tonsurans associated tinea corporis infection with the development of Majocchi's granuloma in a renal transplant patient. Journal of drugs in dermatology : JDD. 2005 Nov; 4(6):767-9. doi: NULL. [PMID: 16302565]
  • Kirk J Czymmek, Timothy M Bourett, Ying Shao, Todd M DeZwaan, James A Sweigard, Richard J Howard. Live-cell imaging of tubulin in the filamentous fungus Magnaporthe grisea treated with anti-microtubule and anti-microfilament agents. Protoplasma. 2005 Apr; 225(1-2):23-32. doi: 10.1007/s00709-004-0081-3. [PMID: 15868210]
  • Abas H Laftah, Kishor B Raja, Nick Beaumont, Robert J Simpson, Allan Deacon, Nita Solanky, Surjit Kaila S Srai, Timothy J Peters. The effects of inhibition of haem biosynthesis by griseofulvin on intestinal iron absorption. Basic & clinical pharmacology & toxicology. 2004 Apr; 94(4):161-8. doi: 10.1111/j.1742-7843.2004.pto940402.x. [PMID: 15078340]
  • Roberta L Colton, Jacob Amir, Marc Mimouni, Avraham Zeharia. Serum sickness-like reaction associated with griseofulvin. The Annals of pharmacotherapy. 2004 Apr; 38(4):609-11. doi: 10.1345/aph.1d291. [PMID: 14982981]
  • Ann Marie Kaukonen, Ben J Boyd, William N Charman, Christopher J H Porter. Drug solubilization behavior during in vitro digestion of suspension formulations of poorly water-soluble drugs in triglyceride lipids. Pharmaceutical research. 2004 Feb; 21(2):254-60. doi: 10.1023/b:pham.0000016283.87709.a9. [PMID: 15032306]
  • Ann Marie Kaukonen, Ben J Boyd, Christopher J H Porter, William N Charman. Drug solubilization behavior during in vitro digestion of simple triglyceride lipid solution formulations. Pharmaceutical research. 2004 Feb; 21(2):245-53. doi: 10.1023/b:pham.0000016282.77887.1f. [PMID: 15032305]
  • A Naseem, C J Olliff, L G Martini, A W Lloyd. Effects of plasma irradiation on the wettability and dissolution of compacts of griseofulvin. International journal of pharmaceutics. 2004 Jan; 269(2):443-50. doi: 10.1016/j.ijpharm.2003.09.029. [PMID: 14706255]
  • D Engelmeier, F Hadacek, O Hofer, G Lutz-Kutschera, M Nagl, G Wurz, H Greger. Antifungal 3-butylisocoumarins from Asteraceae-Anthemideae. Journal of natural products. 2004 Jan; 67(1):19-25. doi: 10.1021/np0301339. [PMID: 14738379]
  • N Rocha, F Mota, M Horta, O Lima, A Massa, M Sanches. Plasma cell cheilitis. Journal of the European Academy of Dermatology and Venereology : JEADV. 2004 Jan; 18(1):96-8. doi: 10.1111/j.1468-3083.2004.00791.x. [PMID: 14678543]
  • Satoshi Sobue, Kaneo Sekiguchi, Toshitaka Nabeshima. Intracutaneous distributions of fluconazole, itraconazole, and griseofulvin in Guinea pigs and binding to human stratum corneum. Antimicrobial agents and chemotherapy. 2004 Jan; 48(1):216-23. doi: 10.1128/aac.48.1.216-223.2004. [PMID: 14693542]
  • Mahesh Pal, Harsha Joshi, V P Kapoor, P Pushpangadan, Leena Chaurasia. Antifungal activity of wogonin. Phytotherapy research : PTR. 2003 Dec; 17(10):1215-6. doi: 10.1002/ptr.1327. [PMID: 14669259]
  • Makoto Kataoka, Yoshie Masaoka, Yukako Yamazaki, Toshiyasu Sakane, Hitoshi Sezaki, Shinji Yamashita. In vitro system to evaluate oral absorption of poorly water-soluble drugs: simultaneous analysis on dissolution and permeation of drugs. Pharmaceutical research. 2003 Oct; 20(10):1674-80. doi: 10.1023/a:1026107906191. [PMID: 14620525]
  • Ben J Boyd, Christopher J H Porter, William N Charman. Using the polymer partitioning method to probe the thermodynamic activity of poorly water-soluble drugs solubilized in model lipid digestion products. Journal of pharmaceutical sciences. 2003 Jun; 92(6):1262-71. doi: 10.1002/jps.10390. [PMID: 12761815]
  • A H Haisah, H A Elsheikh, H M Khairi, A Salam Abdullah, M A Rajion. Effect of griseofulvin on the toxicity of signal grass (Brachiaria decumbens) in sheep. Veterinary and human toxicology. 2003 Mar; 45(2):68-71. doi: . [PMID: 12678289]
  • Timothy W Gant, Petra R Baus, Bruce Clothier, Joan Riley, Reginald Davies, David J Judah, Richard E Edwards, Elisabeth George, Peter Greaves, Andrew G Smith. Gene expression profiles associated with inflammation, fibrosis, and cholestasis in mouse liver after griseofulvin. EHP toxicogenomics : journal of the National Institute of Environmental Health Sciences. 2003 Jan; 111(1T):37-43. doi: . [PMID: 12735108]
  • Torsten Plösch, Vincent W Bloks, Juul F W Baller, Rick Havinga, Henkjan J Verkade, Peter L M Jansen, Folkert Kuipers. Mdr P-glycoproteins are not essential for biliary excretion of the hydrophobic heme precursor protoporphyrin in a griseofulvin-induced mouse model of erythropoietic protoporphyria. Hepatology (Baltimore, Md.). 2002 Feb; 35(2):299-306. doi: 10.1053/jhep.2002.30900. [PMID: 11826402]
  • M Develoux. [Griseofulvin]. Annales de dermatologie et de venereologie. 2001 Dec; 128(12):1317-25. doi: . [PMID: 11908134]
  • E O Farombi, O Akinloye, C O Akinmoladun, G O Emerole. Hepatic drug metabolizing enzyme induction and serum triacylglycerol elevation in rats treated with chlordiazepoxide, griseofulvin, rifampicin and phenytoin. Clinica chimica acta; international journal of clinical chemistry. 1999 Nov; 289(1-2):1-10. doi: 10.1016/s0009-8981(99)00143-6. [PMID: 10556648]
  • L Meerman, N R Koopen, V Bloks, H Van Goor, R Havinga, B G Wolthers, W Kramer, S Stengelin, M Müller, F Kuipers, P L Jansen. Biliary fibrosis associated with altered bile composition in a mouse model of erythropoietic protoporphyria. Gastroenterology. 1999 Sep; 117(3):696-705. doi: 10.1016/s0016-5085(99)70464-6. [PMID: 10464147]
  • Y Matsumura, M Yokota, H Yoshioka, S Shibata, S Ida, Y Takiguchi. Acute effects of griseofulvin on the pharmacokinetics and pharmacodynamics of warfarin in rats. The Journal of international medical research. 1999 Jul; 27(4):167-75. doi: 10.1177/030006059902700402. [PMID: 10599028]
  • J Faergemann. Pharmacokinetics of fluconazole in skin and nails. Journal of the American Academy of Dermatology. 1999 Jun; 40(6 Pt 2):S14-20. doi: 10.1016/s0190-9622(99)70393-2. [PMID: 10367911]
  • E O Ajaiyeoba, A U Rahman, I M Choudhary. Preliminary antifungal and cytotoxicity studies of extracts of Ritchiea capparoides var. longipedicellata. Journal of ethnopharmacology. 1998 Oct; 62(3):243-6. doi: 10.1016/s0378-8741(98)00010-5. [PMID: 9849635]
  • T Su, W He, J Gu, T W Lipinskas, X Ding. Differential xenobiotic induction of CYP2A5 in mouse liver, kidney, lung, and olfactory mucosa. Drug metabolism and disposition: the biological fate of chemicals. 1998 Aug; 26(8):822-4. doi: . [PMID: 9698299]
  • D Albaugh, G Albert, P Bradford, V Cotter, J Froyd, J Gaughran, D R Kirsch, M Lai, A Rehnig, E Sieverding, S Silverman. Cell wall active antifungal compounds produced by the marine fungus Hypoxylon oceanicum LL-15G256. III. Biological properties of 15G256 gamma. The Journal of antibiotics. 1998 Mar; 51(3):317-22. doi: 10.7164/antibiotics.51.317. [PMID: 9589067]
  • B B Rasmussen, U Jeppesen, D Gaist, K Brøsen. Griseofulvin and fluvoxamine interactions with the metabolism of theophylline. Therapeutic drug monitoring. 1997 Feb; 19(1):56-62. doi: 10.1097/00007691-199702000-00010. [PMID: 9029748]
  • N O Ku, S A Michie, R M Soetikno, E Z Resurreccion, R L Broome, R G Oshima, M B Omary. Susceptibility to hepatotoxicity in transgenic mice that express a dominant-negative human keratin 18 mutant. The Journal of clinical investigation. 1996 Aug; 98(4):1034-46. doi: 10.1172/jci118864. [PMID: 8770877]
  • J Faergemann, H Laufen. Levels of fluconazole in normal and diseased nails during and after treatment of onychomycoses in toe-nails with fluconazole 150 mg once weekly. Acta dermato-venereologica. 1996 May; 76(3):219-21. doi: 10.2340/0001555576219221. [PMID: 8800303]
  • P Castañeda, L Gómez, R Mata, B Lotina-Hennsen, A L Anaya, R Bye. Phytogrowth-inhibitory and antifungal constituents of Helianthella quinquenervis. Journal of natural products. 1996 Mar; 59(3):323-6. doi: 10.1021/np960199m. [PMID: 8882437]
  • A Jimenez Arellanes, R Mata, B Lotina-Henssen, A L Anaya Lang, L Velasco Ibarra. Phytogrowth-inhibitory compounds from Malmea depressa. Journal of natural products. 1996 Feb; 59(2):202-4. doi: 10.1021/np960058k. [PMID: 8991955]
  • M Bonilla-Felix, R Verani, L G Vanasse, A Hebert. Nephrotic syndrome related to systemic lupus erythematosus after griseofulvin therapy. Pediatric nephrology (Berlin, Germany). 1995 Aug; 9(4):478-9. doi: 10.1007/bf00866733. [PMID: 7577414]
  • L Müller, P Kasper. OTC pharmaceuticals and genotoxicity testing: the paracetamol, anthraquinone, and griseofulvin cases. Archives of toxicology. Supplement. = Archiv fur Toxikologie. Supplement. 1995; 17(?):312-25. doi: 10.1007/978-3-642-79451-3_26. [PMID: 7786168]
  • T Gramatté. Griseofulvin absorption from different sites in the human small intestine. Biopharmaceutics & drug disposition. 1994 Dec; 15(9):747-59. doi: 10.1002/bdd.2510150903. [PMID: 7888603]
  • K Tamaki, A Osada, K Tsukamoto, N Ohtake, M Furue. Treatment of plasma cell cheilitis with griseofulvin. Journal of the American Academy of Dermatology. 1994 May; 30(5 Pt 1):789-90. doi: 10.1016/s0190-9622(08)81515-0. [PMID: 8176022]
  • K Tanaka, T Ohgami, S Nonaka. Experimental murine protoporphyria induced by griseofulvin (GF): the relationship between hepatic porphyrin levels and liver function test values in mice treated with GF. The Journal of dermatology. 1993 Sep; 20(9):545-53. doi: 10.1111/j.1346-8138.1993.tb01336.x. [PMID: 8227709]
  • D Kucová, D Marysková, P Davídková, J Gasparic. High-performance liquid chromatographic determination of methoxsalen in plasma after liquid-solid extraction. Journal of chromatography. 1993 May; 614(2):340-4. doi: NULL. [PMID: 8314948]
  • W B Magno, S H Shapiro. Serial light and electron microscopic changes in renal glomeruli in mice fed griseofulvin. Annals of clinical and laboratory science. 1993 May; 23(3):189-95. doi: . [PMID: 8323253]
  • N Tsukazaki, S Nonaka, T Ohgami. The synergistic effect of chlorinated chemicals and low concentration of griseofulvin on porphyrin metabolism--the effect of 0.05\% hexachlorobenzene and 0.1\% griseofulvin on young and old mice. Fukuoka igaku zasshi = Hukuoka acta medica. 1993 May; 84(5):217-21. doi: NULL. [PMID: 8330839]
  • K R Phillips, S D Wideman, E B Cochran, J A Becker. Griseofulvin significantly decreases serum salicylate concentrations. The Pediatric infectious disease journal. 1993 Apr; 12(4):350-2. doi: 10.1097/00006454-199304000-00019. [PMID: 8483633]
  • M S Sue, K M Liu, H S Yu. The gastro-intestinal absorption of griseofulvin can be enhanced by encapsulation into liposomes. Gaoxiong yi xue ke xue za zhi = The Kaohsiung journal of medical sciences. 1993 Jan; 9(1):1-8. doi: NULL. [PMID: 8468729]
  • G K Vudathala, J A Rogers. Oral bioavailability of griseofulvin from aged griseofulvin:lipid coprecipitates: in vivo studies in rats. Journal of pharmaceutical sciences. 1992 Dec; 81(12):1166-9. doi: 10.1002/jps.2600811207. [PMID: 1491332]