Inhibition of human aromatase by mammalian lignans and isoflavonoid phytoestrogens - PubMed (original) (raw)
Inhibition of human aromatase by mammalian lignans and isoflavonoid phytoestrogens
H Adlercreutz et al. J Steroid Biochem Mol Biol. 1993 Feb.
Abstract
Isoflavonoid phytoestrogens and lignans in plants are known to be constituents of animal and human food and recently they have been found in human urine and other biological materials. These compounds have received increasing attention because of their interesting biological properties and possible role in human cancer and other diseases. The present study demonstrates that the main mammalian lignan enterolactone (trans-2,3-bis[(3-hydroxyphenyl)methyl]-butyrolactone) and some other diphenols are moderate or weak inhibitors of human estrogen synthetase (aromatase) and that this lignan binds to or near the substrate region of the active site of the P-450 enzyme. The inhibition is competitive with respect to testosterone and androstenedione, and the lignan affinity is 1/75-1/300 that of these natural substrates. It is suggested that the high concentration of lignans in vegetarians, by inhibiting aromatase in peripheral and/or cancer cells and lowering estrogen levels, may play a protective role as antipromotional compounds during growth of estrogen-dependent cancers.
Similar articles
- Synthesis of enterolactone and enterodiol precursors as potential inhibitors of human estrogen synthetase (aromatase).
Mäkelä TH, Wähälä KT, Hase TA. Mäkelä TH, et al. Steroids. 2000 Aug;65(8):437-41. doi: 10.1016/s0039-128x(00)00104-5. Steroids. 2000. PMID: 10936614 - The binding of lignans, flavonoids and coumestrol to CYP450 aromatase: a molecular modelling study.
Karkola S, Wähälä K. Karkola S, et al. Mol Cell Endocrinol. 2009 Mar 25;301(1-2):235-44. doi: 10.1016/j.mce.2008.10.003. Epub 2008 Oct 19. Mol Cell Endocrinol. 2009. PMID: 19000737 - Mammalian lignans and genistein decrease the activities of aromatase and 17beta-hydroxysteroid dehydrogenase in MCF-7 cells.
Brooks JD, Thompson LU. Brooks JD, et al. J Steroid Biochem Mol Biol. 2005 Apr;94(5):461-7. doi: 10.1016/j.jsbmb.2005.02.002. Epub 2005 Mar 16. J Steroid Biochem Mol Biol. 2005. PMID: 15876411 - Mammalian phytoestrogens: enterodiol and enterolactone.
Wang LQ. Wang LQ. J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Sep 25;777(1-2):289-309. doi: 10.1016/s1570-0232(02)00281-7. J Chromatogr B Analyt Technol Biomed Life Sci. 2002. PMID: 12270221 Review. - Hinokinin, an emerging bioactive lignan.
Marcotullio MC, Pelosi A, Curini M. Marcotullio MC, et al. Molecules. 2014 Sep 17;19(9):14862-78. doi: 10.3390/molecules190914862. Molecules. 2014. PMID: 25232707 Free PMC article. Review.
Cited by
- Effect of protein source and resistance training on body composition and sex hormones.
Kalman D, Feldman S, Martinez M, Krieger DR, Tallon MJ. Kalman D, et al. J Int Soc Sports Nutr. 2007 Jul 23;4:4. doi: 10.1186/1550-2783-4-4. J Int Soc Sports Nutr. 2007. PMID: 17908338 Free PMC article. - Consumption of flavonoids and risk of hormone-related cancers: a systematic review and meta-analysis of observational studies.
Liu F, Peng Y, Qiao Y, Huang Y, Song F, Zhang M, Song F. Liu F, et al. Nutr J. 2022 May 11;21(1):27. doi: 10.1186/s12937-022-00778-w. Nutr J. 2022. PMID: 35545772 Free PMC article. - Structure and antioxidant activity of polyphenols derived from propolis.
Kurek-Górecka A, Rzepecka-Stojko A, Górecki M, Stojko J, Sosada M, Swierczek-Zieba G. Kurek-Górecka A, et al. Molecules. 2013 Dec 20;19(1):78-101. doi: 10.3390/molecules19010078. Molecules. 2013. PMID: 24362627 Free PMC article. Review. - Vitexins, nature-derived lignan compounds, induce apoptosis and suppress tumor growth.
Zhou Y, Liu YE, Cao J, Zeng G, Shen C, Li Y, Zhou M, Chen Y, Pu W, Potters L, Shi YE. Zhou Y, et al. Clin Cancer Res. 2009 Aug 15;15(16):5161-9. doi: 10.1158/1078-0432.CCR-09-0661. Epub 2009 Aug 11. Clin Cancer Res. 2009. PMID: 19671865 Free PMC article. - A combination of spearmint and flaxseed extract improved endocrine and histomorphology of ovary in experimental PCOS.
Mehraban M, Jelodar G, Rahmanifar F. Mehraban M, et al. J Ovarian Res. 2020 Mar 20;13(1):32. doi: 10.1186/s13048-020-00633-8. J Ovarian Res. 2020. PMID: 32197626 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Miscellaneous