Nordihydroguaiaretic_acid (BioDeep_00000395795)
Main id: BioDeep_00000003596
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C18H22O4 (302.1518)
中文名称: 降二氫癒創木酸, 正二氢愈创酸, 去甲二氢愈创木酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(CC1=CC(=C(C=C1)O)O)C(C)CC2=CC(=C(C=C2)O)O
InChI: InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3
描述信息
Nordihydroguaiaretic acid is a tetrol that is butane which is substituted at positions 2 and 3 by 3,4-dihydroxybenzyl groups. Masoprocol, the meso-form found in the leaves of the creosote bush (Larrea divaricata), is a potent lipoxygenase inhibitor. It has a role as an antioxidant, a plant metabolite, a ferroptosis inhibitor and a geroprotector. It is a member of catechols, a tetrol and a lignan.
Nordihydroguaiaretic acid is a natural product found in Arabidopsis thaliana, Schisandra chinensis, and other organisms with data available.
A potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. The compound also inhibits formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase to a lesser extent. It also serves as an antioxidant in fats and oils.
D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors
D002491 - Central Nervous System Agents > D000700 - Analgesics
D020011 - Protective Agents > D000975 - Antioxidants
D000893 - Anti-Inflammatory Agents
Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor.
Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor.
Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor.
同义名列表
74 个代谢物同义名
InChI=1/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3; Nordihydroguaiaretic acid, >=90\\% (HPLC), from Larrea divaricata (creosote bush); .beta.,.gamma.-Dimethyl-.alpha.,.delta.-bis(3,4-dihydroxyphenyl)butane; 4-[4-[3,4-bis(oxidanyl)phenyl]-2,3-dimethyl-butyl]benzene-1,2-diol; rel-4,4-((2R,3S)-2,3-Dimethylbutane-1,4-diyl)bis(benzene-1,2-diol); 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol; beta,gamma-Dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butane; 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol; 4-[4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]pyrocatechol; (R*,S*)-4,4-(2,3-Dimethylbutane-1,4-diyl)bispyrocatechol; 4,4-(2,3-dimethylbutane-1,4-diyl)bis(benzene-1,2-diol); 1,2-Benzenediol, 4,4-(2,3-dimethyl-1,4-butanediyl)bis-; 4,4-(2,3-Dimethyl-1,4-butanediyl)bis(1,2-benzenediol); 4,4-(2,3-Dimethylbutane-1,4-diyl)di(benzene-1,2-diol); 4,4-(2,3-Dimethyl-1,4-butanediyl)bis-1,2-benzenediol; 4,4-(2,3-dimethylbutane-1,4-diyl)dibenzene-1,2-diol; Butane, 1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethyl-; 4,4-(2,3-Dimethyl-1,4-butanediyl)bis(pyrocatechol); Pyrocatechol, 4,4-(2,3-dimethyltetramethylene)di-; PYROCATECHOL,4- (2,3-DIEMTHYLTETRAMETHYLENE) DI-; Butane,4-bis(3,4-dihydroxyphenyl)-2,3-dimethyl-; 2,3-Dimethyl-1,4-bis(3,4-dihydroxyphenyl)butane; 1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane; Pyrocatechol,4-(2,3-dimethyltetramethylene)di-; 4,4-(2,3-Dimethyltetramethylene)dipyrocatechol; .beta.,.delta.-bis(3,4-dihydroxyphenyl)butane; 4,3-Dimethyl-1,4-butanediyl)bis(pyrocatechol); Nordihydroguaiaretic acid, >=97.0\\% (HPLC); Nordihydroguaiaretic Acid, (R*,S*)-Isomer; 4,3-Dimethyltetramethylene)dipyrocatechol; 2,3-Bis(3,4-dihydroxyphenylmethyl)butane; 1, 4,4-(2,3-dimethyl-1,4-butanediyl)bis-; NDGA (Nordihydroguaiaretic acid); nordihydroguaiaretic acid (ndga); Acid, meso-Nordihydroguaiaretic; meso Nordihydroguaiaretic Acid; Dinorguaiaretic acid, dihydro-; meso-Nordihydroguaiaretic acid; Norguaiaretic acid, dihydro-; Norguaiaretic acid, dihydro; WLN: QR BQ D1Y1&Y1&1R CQ DQ; NordihydroGuaiareticAcid-d6; HCZKYJDFEPMADG-UHFFFAOYSA-; Dihydronorguaiaretic Acid; nordihydroguajaretic acid; Nordihydroguaiaretic Acid; nordihydroguiaretic acid; Norhydroguaiaretic acid; nordihydroguaretic acid; nordihydroguaiaretate; LOX inhibitor, N/A; Spectrum5_000735; NDGA;Masoprocol; Oprea1_368609; DivK1c_000999; NCI60_003992; KBio3_002828; Tox21_302171; KBio2_002349; KBio1_000999; KBio2_001626; KBio2_007485; KBio2_006762; KBio2_004917; KBio2_004194; SMP2_000272; IDI1_000999; Masoprocol; AI3-23059; CHEMBL52; Actinex; BP_36; NDGA; Nordihydroguaiaretic acid
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:7625
- PubChem: 4534
- ChEMBL: CHEMBL52
- Wikipedia: Nordihydroguaiaretic_acid
- MeSH: Masoprocol
- ChemIDplus: 0000500389
- CAS: 500-38-9
- medchemexpress: HY-N0198
- KEGG: C10719
- PubChem: 12902
- KNApSAcK: 174894
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)
4 个相关的物种来源信息
- 3702 - Arabidopsis thaliana: 10.1111/TPJ.14594
- 66636 - Larrea tridentata: 10.1016/J.JEP.2005.02.002
- 86752 - Magnolia sinica: 10.1055/S-2000-8654
- 33090 - Plants: -
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
- Stephen A Banse, Christine A Sedore, Erik Johnson, Anna L Coleman-Hulbert, Brian Onken, David Hall, E Grace Jackson, Phu Huynh, Anna C Foulger, Suzhen Guo, Theo Garrett, Jian Xue, Delaney Inman, Mackenzie L Morshead, W Todd Plummer, Esteban Chen, Dipa Bhaumik, Michelle K Chen, Girish Harinath, Manish Chamoli, Rose P Quinn, Ron Falkowski, Daniel Edgar, Madeline O Schmidt, Mark Lucanic, Max Guo, Monica Driscoll, Gordon J Lithgow, Patrick C Phillips. Antioxidants green tea extract and nordihydroguaiaretic acid confer species and strain-specific lifespan and health effects in Caenorhabditis nematodes.
GeroScience.
2024 Apr; 46(2):2239-2251. doi:
10.1007/s11357-023-00978-0
. [PMID: 37923874] - Qiong Wu, Yanan He, Chunxiao Cui, Xiaoya Tao, Dongdong Zhang, Yurong Zhang, Tiejin Ying, Li Li. Quantitative proteomic analysis of tomato fruit ripening behavior in response to exogenous abscisic acid.
Journal of the science of food and agriculture.
2023 Dec; 103(15):7469-7483. doi:
10.1002/jsfa.12838
. [PMID: 37421609] - Joshua A Visser, Deborah Yager, Schuyler A Chambers, Ji Youn Lim, Xujun Cao, Lynette Cegelski. Nordihydroguaiaretic Acid (NDGA) Inhibits CsgA Polymerization, Bacterial Amyloid Biogenesis, and Biofilm Formation.
Chembiochem : a European journal of chemical biology.
2023 May; ?(?):e202300266. doi:
10.1002/cbic.202300266
. [PMID: 37195016] - Narasimham L Parinandi, Alex Liaugminas, Patrick J Oliver, Saradhadevi Varadharaj, Anita Yenigalla, Austin C Elliott, Sukruthi Arutla, Steven J Campbell, Sainath R Kotha, Shariq I Sherwani, Vijay K Kutala, Jodi C McDaniel, Krishna Rao Maddipati, Periannan Kuppusamy, Thomas J Hund. Classic Phytochemical Antioxidant and Lipoxygenase Inhibitor, Nordihydroguaiaretic Acid, Activates Phospholipase D through Oxidant Signaling and Tyrosine Phosphorylation Leading to Cytotoxicity in Lung Vascular Endothelial Cells.
Cell biochemistry and biophysics.
2023 Feb; ?(?):. doi:
10.1007/s12013-023-01128-1
. [PMID: 36820994] - Tamara Sipka, Seol Ah Park, Resul Ozbilgic, Laurence Balas, Thierry Durand, Karol Mikula, Georges Lutfalla, Mai Nguyen-Chi. Macrophages undergo a behavioural switch during wound healing in zebrafish.
Free radical biology & medicine.
2022 11; 192(?):200-212. doi:
10.1016/j.freeradbiomed.2022.09.021
. [PMID: 36162743] - Florencia Martinez, Lucia Maria Ghietto, Giuliana Lingua, M Laura Mugas, J Javier Aguilar, Pedro Gil, M Belén Pisano, Juliana Marioni, María Gabriela Paglini, Marta S Contigiani, Susana C Núñez-Montoya, Brenda S Konigheim. New insights into the antiviral activity of nordihydroguaiaretic acid: Inhibition of dengue virus serotype 1 replication.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2022 Nov; 106(?):154424. doi:
10.1016/j.phymed.2022.154424
. [PMID: 36126544] - Nor Azrini Nadiha Azmi, Amal A M Elgharbawy, Hamzah Mohd Salleh, Muhammad Moniruzzaman. Preparation, Characterization and Biological Activities of an Oil-in-Water Nanoemulsion from Fish By-Products and Lemon Oil by Ultrasonication Method.
Molecules (Basel, Switzerland).
2022 Oct; 27(19):. doi:
10.3390/molecules27196725
. [PMID: 36235261] - Ignacio Peralta, Carla Marrassini, Malen Saint Martin, Yanina Santander Plantamura, Laura Cogoi, Néstor Pellegrino, María Rosario Alonso, Claudia Anesini. Anti-hyperglycaemic effect and nutritional properties of an aqueous extract of Larrea divaricata Cav. (jarilla) in streptozotocin-induced diabetes in mice.
Journal of ethnopharmacology.
2022 Oct; 296(?):115429. doi:
10.1016/j.jep.2022.115429
. [PMID: 35659916] - Felicia S Manciu, Jose Guerrero, Kevin E Bennet, Su-Youne Chang, Masum Rahman, Lizbeth V Martinez Lopez, Siobhan Chantigian, Mariana Castellanos, Marian Manciu. Assessing Nordihydroguaiaretic Acid Therapeutic Effect for Glioblastoma Multiforme.
Sensors (Basel, Switzerland).
2022 Mar; 22(7):. doi:
10.3390/s22072643
. [PMID: 35408257] - Nicole M Anders, Carlos G Romo, Avelina Hemingway, Manmeet S Ahluwalia, Michelle A Rudek. Quantitation of terameprocol in human plasma by liquid chromatography-tandem mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2022 Feb; 209(?):114525. doi:
10.1016/j.jpba.2021.114525
. [PMID: 34906921] - Leyla Polat Kose, İlhami Gulcin. Evaluation of the Antioxidant and Antiradical Properties of Some Phyto and Mammalian Lignans.
Molecules (Basel, Switzerland).
2021 Nov; 26(23):. doi:
10.3390/molecules26237099
. [PMID: 34885681] - Maria N de Lira, Lukas Bolini, Natália R T Amorim, Hercules A Silva-Souza, Bruno L Diaz, Claudio Canetti, Pedro M Persechini, Christianne Bandeira-Melo. Acute catabolism of leukocyte lipid bodies: Characterization of a nordihydroguaiaretic acid (NDGA)-induced proteasomal-dependent model.
Prostaglandins, leukotrienes, and essential fatty acids.
2021 08; 171(?):102320. doi:
10.1016/j.plefa.2021.102320
. [PMID: 34303171] - Florencia Martinez, María Laura Mugas, Juan Javier Aguilar, Juliana Marioni, Marta Silvia Contigiani, Susana C Núñez Montoya, Brenda S Konigheim. First report of antiviral activity of nordihydroguaiaretic acid against Fort Sherman virus (Orthobunyavirus).
Antiviral research.
2021 03; 187(?):104976. doi:
10.1016/j.antiviral.2020.104976
. [PMID: 33444704] - Kumar Lama, Guy Harlev, Hadas Shafran, Reut Peer, Moshe A Flaishman. Anthocyanin accumulation is initiated by abscisic acid to enhance fruit color during fig (Ficus carica L.) ripening.
Journal of plant physiology.
2020 Aug; 251(?):153192. doi:
10.1016/j.jplph.2020.153192
. [PMID: 32554070] - Nathaniel C Gilbert, Jana Gerstmeier, Erin E Schexnaydre, Friedemann Börner, Ulrike Garscha, David B Neau, Oliver Werz, Marcia E Newcomer. Structural and mechanistic insights into 5-lipoxygenase inhibition by natural products.
Nature chemical biology.
2020 07; 16(7):783-790. doi:
10.1038/s41589-020-0544-7
. [PMID: 32393899] - Geraldine Sandana Mala John, Veena Kumari Vuttaradhi, Satoru Takeuchi, Ravi Shankar Pitani, Ganesh Venkatraman, Suresh Kumar Rayala. Facile synthesis and nanoscale features of a nanostructured nordihydroguaiaretic acid analog for therapeutic applications.
Journal of nanobiotechnology.
2020 May; 18(1):74. doi:
10.1186/s12951-020-00628-z
. [PMID: 32410712] - Qinghua Cui, Ruikun Du, Miaomiao Liu, Lijun Rong. Lignans and Their Derivatives from Plants as Antivirals.
Molecules (Basel, Switzerland).
2020 Jan; 25(1):. doi:
10.3390/molecules25010183
. [PMID: 31906391] - Geraldine Sandana Mala John, Satoru Takeuchi, Ganesh Venkatraman, Suresh Kumar Rayala. Nordihydroguaiaretic Acid in Therapeutics: Beneficial to Toxicity Profiles and the Search for its Analogs.
Current cancer drug targets.
2020; 20(2):86-103. doi:
10.2174/1568009619666191022141547
. [PMID: 31642411] - Michael E Zubrow, Susan S Margulies, Nadir Yehya. Nordihydroguaiaretic acid reduces secondary organ injury in septic rats after cecal ligation and puncture.
PloS one.
2020; 15(8):e0237613. doi:
10.1371/journal.pone.0237613
. [PMID: 32790786] - Ignacio Peralta, Carla Marrassini, María Laura Barreiro Arcos, Graciela Cremaschi, María Rosario Alonso, Claudia Anesini. Larrea divaricata Cav. aqueous extract and nordihydroguariaretic acid modulate oxidative stress in submandibular glands of diabetic rats: a buccal protective in diabetes.
BMC complementary and alternative medicine.
2019 Aug; 19(1):227. doi:
10.1186/s12906-019-2636-z
. [PMID: 31438933] - Zhong Zhang, Chenxuan Kang, Shuyi Zhang, Xingang Li. Transcript analyses reveal a comprehensive role of abscisic acid in modulating fruit ripening in Chinese jujube.
BMC plant biology.
2019 May; 19(1):189. doi:
10.1186/s12870-019-1802-2
. [PMID: 31068143] - Mourad Chioua, Emma Martínez-Alonso, Rafael Gonzalo-Gobernado, Maria I Ayuso, Alejandro Escobar-Peso, Lourdes Infantes, Dimitra Hadjipavlou-Litina, Juan J Montoya, Joan Montaner, Alberto Alcázar, José Marco-Contelles. New Quinolylnitrones for Stroke Therapy: Antioxidant and Neuroprotective ( Z)- N- tert-Butyl-1-(2-chloro-6-methoxyquinolin-3-yl)methanimine Oxide as a New Lead-Compound for Ischemic Stroke Treatment.
Journal of medicinal chemistry.
2019 02; 62(4):2184-2201. doi:
10.1021/acs.jmedchem.8b01987
. [PMID: 30715875] - Gustavo Tomás Díaz-Gerevini, Alejandro Daín, María Eugenia Pasqualini, Cristina B López, Aldo R Eynard, Gastón Repossi. Diabetic encephalopathy: beneficial effects of supplementation with fatty acids ω3 and nordihydroguaiaretic acid in a spontaneous diabetes rat model.
Lipids in health and disease.
2019 Feb; 18(1):43. doi:
10.1186/s12944-018-0938-7
. [PMID: 30736810] - Saurabh Awasthi, R Preethy, N T Saraswathi. Nordihydroguaiaretic acid prevents glycation induced structural alterations and aggregation of albumin.
International journal of biological macromolecules.
2019 Feb; 122(?):479-484. doi:
10.1016/j.ijbiomac.2018.10.173
. [PMID: 30416092] - Nitin Mundhe, Parveen Kumar, Ishan Arora, Sahabuddin Ahmed, Mangala Lahkar. Differential effect of NDGA on cisplatin-induced nephrotoxicity in Spargue-Dawley rats.
Immunopharmacology and immunotoxicology.
2019 Feb; 41(1):68-75. doi:
10.1080/08923973.2018.1547741
. [PMID: 30604648] - Madhurima Singh, Stefanie Bittner, Yihang Li, Alex Bittner, Lu Han, Yuan Cortez, Mohammed Inayathullah, Zeeshan Arif, Ramakrishnan Parthasarathi, Jayakumar Rajadas, Wen-Jun Shen, Mark R Nicolls, Fredric B Kraemer, Salman Azhar. Anti-hyperlipidaemic effects of synthetic analogues of nordihydroguaiaretic acid in dyslipidaemic rats.
British journal of pharmacology.
2019 02; 176(3):369-385. doi:
10.1111/bph.14528
. [PMID: 30374952] - Kumar Lama, Sharawan Yadav, Yogev Rosianski, Felix Shaya, Amnon Lichter, Lijuan Chai, Yardena Dahan, Zohar Freiman, Reut Peer, Moshe A Flaishman. The distinct ripening processes in the reproductive and non-reproductive parts of the fig syconium are driven by ABA.
Journal of experimental botany.
2019 01; 70(1):115-131. doi:
10.1093/jxb/ery333
. [PMID: 30239815] - Jackie K W Chan, Stefanie Bittner, Alex Bittner, Suman Atwal, Wen-Jun Shen, Mohammed Inayathullah, Jayakumar Rajada, Mark R Nicolls, Fredric B Kraemer, Salman Azhar. Nordihydroguaiaretic Acid, a Lignan from Larrea tridentata (Creosote Bush), Protects Against American Lifestyle-Induced Obesity Syndrome Diet-Induced Metabolic Dysfunction in Mice.
The Journal of pharmacology and experimental therapeutics.
2018 05; 365(2):281-290. doi:
10.1124/jpet.117.243733
. [PMID: 29472517] - María Rosario Alonso, Ignacio Peralta, Demian Monti, Renzo Martino, Claudia Anesini. Stability of an Aqueous Extract of Larrea divaricata Cav. during a Simulated Digestion Process.
Phytotherapy research : PTR.
2017 Nov; 31(11):1708-1714. doi:
10.1002/ptr.5897
. [PMID: 28857321] - Lukas Probst, Jasmin Dächert, Barbara Schenk, Simone Fulda. Lipoxygenase inhibitors protect acute lymphoblastic leukemia cells from ferroptotic cell death.
Biochemical pharmacology.
2017 09; 140(?):41-52. doi:
10.1016/j.bcp.2017.06.112
. [PMID: 28595877] - Teresa Merino-Ramos, Nereida Jiménez de Oya, Juan-Carlos Saiz, Miguel A Martín-Acebes. Antiviral Activity of Nordihydroguaiaretic Acid and Its Derivative Tetra-O-Methyl Nordihydroguaiaretic Acid against West Nile Virus and Zika Virus.
Antimicrobial agents and chemotherapy.
2017 08; 61(8):. doi:
10.1128/aac.00376-17
. [PMID: 28507114] - Bharat Bashyal, Linfeng Li, Trpta Bains, Anjan Debnath, Daniel V LaBarbera. Larrea tridentata: A novel source for anti-parasitic agents active against Entamoeba histolytica, Giardia lamblia and Naegleria fowleri.
PLoS neglected tropical diseases.
2017 Aug; 11(8):e0005832. doi:
10.1371/journal.pntd.0005832
. [PMID: 28793307] - Yasir Hasan Siddique, Fahad Ali. Protective effect of nordihydroguaiaretic acid (NDGA) on the transgenic Drosophila model of Alzheimer's disease.
Chemico-biological interactions.
2017 May; 269(?):59-66. doi:
10.1016/j.cbi.2017.04.005
. [PMID: 28392391] - Noora Sjöstedt, Kira Holvikari, Päivi Tammela, Heidi Kidron. Inhibition of Breast Cancer Resistance Protein and Multidrug Resistance Associated Protein 2 by Natural Compounds and Their Derivatives.
Molecular pharmaceutics.
2017 01; 14(1):135-146. doi:
10.1021/acs.molpharmaceut.6b00754
. [PMID: 28043125] - Dale R Bergren, Jimmie L Valentine. Anti-anaphylactic action of nordihydroguaiaretic acid in antigen sensitized guinea pigs.
Respiratory physiology & neurobiology.
2016 12; 234(?):26-31. doi:
10.1016/j.resp.2016.09.003
. [PMID: 27595978] - I Perković, M Antunović, I Marijanović, K Pavić, K Ester, M Kralj, J Vlainić, I Kosalec, D Schols, D Hadjipavlou-Litina, E Pontiki, B Zorc. Novel urea and bis-urea primaquine derivatives with hydroxyphenyl or halogenphenyl substituents: Synthesis and biological evaluation.
European journal of medicinal chemistry.
2016 Nov; 124(?):622-636. doi:
10.1016/j.ejmech.2016.08.021
. [PMID: 27614409] - Alejandro Dain, Gaston Repossi, Gustavo T Diaz-Gerevini, Jairam Vanamala, Undurti N Das, Aldo R Eynard. Long chain polyunsaturated fatty acids (LCPUFAs) and nordihydroguaiaretic acid (NDGA) modulate metabolic and inflammatory markers in a spontaneous type 2 diabetes mellitus model (Stillman Salgado rats).
Lipids in health and disease.
2016 Nov; 15(1):205. doi:
10.1186/s12944-016-0363-8
. [PMID: 27884155] - Emilia Wilmowicz, Kamil Frankowski, Agata Kućko, Michał Świdziński, Juan de Dios Alché, Anna Nowakowska, Jan Kopcewicz. The influence of abscisic acid on the ethylene biosynthesis pathway in the functioning of the flower abscission zone in Lupinus luteus.
Journal of plant physiology.
2016 Nov; 206(?):49-58. doi:
10.1016/j.jplph.2016.08.018
. [PMID: 27689739] - Xing Hua, Jun Ding, Rui Li, Ying Zhang, Zejun Huang, Yanli Guo, Qinghai Chen. Anti-tumor effect of ultrasound-induced Nordy-loaded microbubbles destruction.
Journal of drug targeting.
2016 09; 24(8):703-8. doi:
10.3109/1061186x.2016.1144058
. [PMID: 26811100] - Irena Roškar, Borut Štrukelj, Mojca Lunder. Screening of Phenolic Compounds Reveals Inhibitory Activity of Nordihydroguaiaretic Acid Against Three Enzymes Involved in the Regulation of Blood Glucose Level.
Plant foods for human nutrition (Dordrecht, Netherlands).
2016 Mar; 71(1):88-9. doi:
10.1007/s11130-016-0530-0
. [PMID: 26860525] - Yan-Hong Xu, Yong-Cui Liao, Zheng Zhang, Juan Liu, Pei-Wen Sun, Zhi-Hui Gao, Chun Sui, Jian-He Wei. Jasmonic acid is a crucial signal transducer in heat shock induced sesquiterpene formation in Aquilaria sinensis.
Scientific reports.
2016 Feb; 6(?):21843. doi:
10.1038/srep21843
. [PMID: 26902148] - Kotohiko Kimura, Ru Chih C Huang. Tetra-O-Methyl Nordihydroguaiaretic Acid Broadly Suppresses Cancer Metabolism and Synergistically Induces Strong Anticancer Activity in Combination with Etoposide, Rapamycin and UCN-01.
PloS one.
2016; 11(2):e0148685. doi:
10.1371/journal.pone.0148685
. [PMID: 26886430] - Saima Nusrat, Mohammad Khursheed Siddiqi, Masihuz Zaman, Nida Zaidi, Mohammad Rehan Ajmal, Parvez Alam, Atiyatul Qadeer, Ali Saber Abdelhameed, Rizwan Hasan Khan. A Comprehensive Spectroscopic and Computational Investigation to Probe the Interaction of Antineoplastic Drug Nordihydroguaiaretic Acid with Serum Albumins.
PloS one.
2016; 11(7):e0158833. doi:
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Bioorganic & medicinal chemistry.
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Chemico-biological interactions.
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Toxicological sciences : an official journal of the Society of Toxicology.
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PloS one.
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Prostaglandins & other lipid mediators.
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PloS one.
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Cell cycle (Georgetown, Tex.).
2015; 14(22):3602-12. doi:
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Bioorganic & medicinal chemistry.
2014 Dec; 22(23):6586-6594. doi:
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2014 Nov; 57(21):8928-35. doi:
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European journal of medicinal chemistry.
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Antiviral research.
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Journal of receptor and signal transduction research.
2014 Aug; 34(4):270-82. doi:
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European journal of medicinal chemistry.
2014 Jun; 80(?):145-53. doi:
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Plant & cell physiology.
2014 May; 55(5):862-80. doi:
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European journal of medicinal chemistry.
2014 Mar; 74(?):491-501. doi:
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European journal of medicinal chemistry.
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BioMed research international.
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Phytomedicine : international journal of phytotherapy and phytopharmacology.
2013 Jul; 20(10):775-9. doi:
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Bioorganic & medicinal chemistry.
2013 Jul; 21(13):3894-9. doi:
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European journal of medicinal chemistry.
2013 May; 63(?):670-4. doi:
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Journal of molecular modeling.
2013 Mar; 19(3):1179-94. doi:
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European journal of medicinal chemistry.
2013 Feb; 60(?):155-69. doi:
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American journal of physiology. Gastrointestinal and liver physiology.
2013 Jan; 304(1):G72-86. doi:
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Revista da Sociedade Brasileira de Medicina Tropical.
2013 Jan; 46(1):84-7. doi:
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Chemical research in toxicology.
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Journal of animal science.
2012 Nov; 90(11):4118-25. doi:
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Bioorganic & medicinal chemistry.
2012 Sep; 20(18):5518-26. doi:
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Plant science : an international journal of experimental plant biology.
2012 Sep; 193-194(?):1-7. doi:
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Bioorganic & medicinal chemistry.
2012 Sep; 20(17):5103-9. doi:
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BMC plant biology.
2012 Aug; 12(?):128. doi:
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European journal of medicinal chemistry.
2012 May; 51(?):227-38. doi:
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Neuro-oncology.
2012 Apr; 14(4):511-7. doi:
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Biochemistry and cell biology = Biochimie et biologie cellulaire.
2012 Apr; 90(2):209-23. doi:
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Journal of dietary supplements.
2012 Mar; 9(1):1-8. doi:
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Free radical biology & medicine.
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Pharmacological reports : PR.
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Hepatology (Baltimore, Md.).
2011 Dec; 54(6):1936-46. doi:
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European journal of medicinal chemistry.
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Apoptosis : an international journal on programmed cell death.
2011 Nov; 16(11):1138-49. doi:
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Bioorganic & medicinal chemistry.
2011 Nov; 19(21):6340-7. doi:
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Cancer research.
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Bioorganic & medicinal chemistry letters.
2011 Aug; 21(16):4705-9. doi:
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Bioorganic & medicinal chemistry.
2011 May; 19(9):2888-902. doi:
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Acta neuropathologica.
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Plant & cell physiology.
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Plant physiology and biochemistry : PPB.
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Medicinal chemistry research : an international journal for rapid communications on design and mechanisms of action of biologically active agents.
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Phytochemical analysis : PCA.
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European journal of medicinal chemistry.
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The British journal of nutrition.
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Journal of medicinal chemistry.
2010 Dec; 53(23):8409-20. doi:
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Bioorganic & medicinal chemistry.
2010 Dec; 18(23):8204-17. doi:
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