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6,8-二异戊烯基金雀异黄素

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6,8-二异戊烯基金雀异黄素
IUPAC名
5,7-dihydroxy-3-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-enyl)chromen-4-one
别名 6,8-二异戊烯基金雀异黄酮
识别
CAS号 51225-28-6
PubChem 480783
ChemSpider 421863
SMILES
 
  • CC(=CCC1=C(C2=C(C(=C1O)CC=C(C)C)OC=C(C2=O)C3=CC=C(C=C3)O)O)C
InChI
 
  • InChI=1S/C25H26O5/c1-14(2)5-11-18-22(27)19(12-6-15(3)4)25-21(23(18)28)24(29)20(13-30-25)16-7-9-17(26)10-8-16/h5-10,13,26-28H,11-12H2,1-4H3
InChIKey UCHYSPNEUSDFQR-UHFFFAOYSA-N
ChEBI 66263
性质
化学式 C25H26O5
摩尔质量 406.47 g·mol−1
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

6,8-二异戊烯基金雀异黄素（英語：6,8-diprenylgenistein）是一种异戊烯基异黄酮类有机化合物[1]，化学式C25H26O5，可见于甘草[2][3]、刺桐[4]、伏毛山豆根[5][6]等物种。对单核细胞增生李斯特菌（Listeria monocytogenes）[7]、转糖链球菌（英语：Streptococcus mutans）（Streptococcus mutans）[8]等革兰氏阳性食源性致病菌有抑制作用。

参考资料

  1. ^ 李晓莉，王乃利，张雪. 核磁共振波谱法快速鉴定异戊烯基异黄酮类化合物. 沈阳药科大学学报. 2005, 22 (3): 189-192. doi:10.3969/j.issn.1006-2858.2005.03.009. 
  2. ^ Jian He; Li Chen; David Heber; Wenyuan Shi; Qing-Yi Lu. Antibacterial compounds from Glycyrrhiza uralensis. Journal of Natural Products. 2006-01, 69 (1). doi:10.1021/NP058069D （英语）. 
  3. ^ Genjiro Kusano; Makio Shibano; Ayako Henmi; Yoshihiro Matsumoto; Toshio Miyase; Yoshio Hatakeyama. Studies on the Index Compounds for HPLC Analysis of Glycyrrhiza uralensis. Heterocycles. 1997, 45 (10). doi:10.3987/COM-97-7906. 
  4. ^ Hanumaiah Telikepalli; Sitaraghav R. Gollapudi; Ali Keshavarz-Shokri; Lilian Velazquez; Robert A. Sandmann; Eduardo A. Veliz; K.V.Jagannadha Rao; A.Siva Madhavi; Lester A. Mitscher. Isoflavonoids and a cinnamyl phenol from root extracts of Erythrina variegata. Phytochemistry. 1990, 29 (6). doi:10.1016/0031-9422(90)85056-L. 
  5. ^ Mizuo Mizuno; Nobuyasu Matsuura. Isoflavones from stems of Euchresta horsfieldii. Phytochemistry. 1990-01, 29 (8). doi:10.1016/0031-9422(90)85211-W. 
  6. ^ Mizuo Mizuno; Koh-Ichi Tamura; Nobuyasu Matsuura. Flavonoids in the roots of Euchresta horsfieldii in Thailand. Phytochemistry. 1990-01, 29 (8). doi:10.1016/0031-9422(90)85208-W. 
  7. ^ Alberto Bombelli, Carla Araya-Cloutier, Jean-Paul Vincken, Tjakko Abee, Heidy M.W. den Besten. Impact of food-relevant conditions and food matrix on the efficacy of prenylated isoflavonoids glabridin and 6,8-diprenylgenistein as potential natural preservatives against Listeria monocytogenes. International Journal of Food Microbiology. 2023, 390: 110109. doi:10.1016/j.ijfoodmicro.2023.110109. 
  8. ^ Sug-Joon Ahn; Soon-Nang Park; Young Ju Lee; Eun-Jung Cho; Yun Kyong Lim; Xue Min Li; Mi-Hwa Choi; Young-Woo Seo; Joong-Ki Kook. In vitro Antimicrobial Activities of 1-Methoxyficifolinol, Licorisoflavan A, and 6,8-Diprenylgenistein against Streptococcus mutans. Caries research. 2015, 49 (1): 78-89. doi:10.1159/000362676. 
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