Chemistry:Glyceollin III
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| Preferred IUPAC name
(2S,6aS,11aS)-2-(Prop-1-en-2-yl)-1,2-dihydro-6H-[1]benzofuro[3,2-c]furo[3,2-g][1]benzopyran-6a,9(11aH)-diol | |
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| Properties | |
| C20H18O5 | |
| Molar mass | 338.35 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Glyceollin III is a glyceollin, a type of pterocarpan, found in the soybean (Glycine max).[1][2] It has an antiestrogenic effect.[3] In soil, it has an antifungal activity against Aspergillus sojae.[4]
References
- ↑ Zimmermann, M. Carla; Tilghman, Syreeta L.; Boué, Stephen M.; Salvo, Virgilio A.; Elliott, Steven; Williams, K. Y.; Skripnikova, Elena V.; Ashe, Hasina et al. (2010). "Glyceollin I, a Novel Antiestrogenic Phytoalexin Isolated from Activated Soy". Journal of Pharmacology and Experimental Therapeutics 332 (1): 35–45. doi:10.1124/jpet.109.160382. PMID 19797619.
- ↑ Banks, Stephen W.; Dewick, Paul M. (1983). "Biosynthesis of glyceollins I, II and III in soybean". Phytochemistry 22 (12): 2729–2733. doi:10.1016/S0031-9422(00)97682-9.
- ↑ Salvo Virgilo A., Boue Stephen M., Fonseca Juan P., Elliott Steven, Corbitt Cynthia, Collins-Burow Bridgette M., Curiel Tyler J., Srivastav Sudesh K., Shih Betty Y., Carter-Wientjes Carol, Wood Charles E., Erhardt Paulw., Beckman Barbara S., McLachlan John A., Cleveland Thomas E. and Burow Matthew E. (2006). "Antiestrogenic glyceollins suppress human breast and ovarian carcinoma tumorigenesis". Clinical Cancer Research 12 (23): 7159–7164. doi:10.1158/1078-0432.CCR-06-1426. PMID 17145841. http://cat.inist.fr/?aModele=afficheN&cpsidt=18353411.
- ↑ Kim, Hyo Jung; Suh, Hwa-Jin; Lee, Choong Hwan; Kim, Jeong Hwan; Kang, Sun Chul; Park, Sunmin; Kim, Jong-Sang (2010). "Antifungal Activity of Glyceollins Isolated from Soybean Elicited with Aspergillus sojae". Journal of Agricultural and Food Chemistry 58 (17): 9483–9487. doi:10.1021/jf101694t. PMID 20666365.
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