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来自毛泡桐未成熟果实表面分泌物中的香叶基化黄烷酮。

Geranylated flavanones from the secretion on the surface of the immature fruits of Paulownia tomentosa.

作者信息

Asai Teigo, Hara Noriyuki, Kobayashi Sawa, Kohshima Shiro, Fujimoto Yoshinori

机构信息

Department of Chemistry and Materials Science, Graduate School of Science and Engineering, Tokyo Institute of Technology, Meguro, Tokyo 152-8551, Japan.

出版信息

Phytochemistry. 2008 Mar;69(5):1234-41. doi: 10.1016/j.phytochem.2007.11.011.

DOI:10.1016/j.phytochem.2007.11.011
PMID:18206191
Abstract

Chemical investigation of the methanol extract of the viscous secretion on the surface of immature fruits of Paulownia tomentosa furnished nine geranylated flavanones, 6-geranyl-5,7-dihydroxy-3',4'-dimethoxyflavanone (1), 6-geranyl-3',5,7-trihydroxy-4'-methoxyflavanone (2), 6-geranyl-4',5,7-trihydroxy-3',5'-dimethoxyflavanone (3), 6-geranyl-4',5,5',7-tetrahydroxy-3'-methoxyflavanone (4), 6-geranyl-3,3',5,7-tetrahydroxy-4'-methoxyflavanone (5), 4',5,5',7-tetrahydroxy-6-[6-hydroxy-3,7-dimethyl-2(E),7-octadienyl]-3'-methoxyflavanone (6), 3,3',4',5,7-pentahydroxy-6-[6-hydroxy-3,7-dimethyl-2(E),7-octadienyl]flavanone (7), 3,3',4',5,7-pentahydroxy-6-[7-hydroxy-3,7-dimethyl-2(E)-octenyl]flavanone (8), and 3,4',5,5',7-pentahydroxy-3'-methoxy-6-(3-methyl-2-butenyl)flavanone (9), along with six known geranylated flavanones. Among these, compounds 4, 6-9 and the known 6-geranyl-3',4',5,7-tetraahydroxyflavanone (diplacone), 6-geranyl-3,3',4',5,7-pentahydroxyflavanone (diplacol) and 3',4',5,7-pentahydroxy-6-[7-hydroxy-3,7-dimethyl-2(E)-octenyl]flavanone showed potent radical scavenging effects towards DPPH radicals.

摘要

对毛泡桐未成熟果实表面粘性分泌物的甲醇提取物进行化学研究,得到了9种香叶基黄酮,6-香叶基-5,7-二羟基-3',4'-二甲氧基黄酮(1)、6-香叶基-3',5,7-三羟基-4'-甲氧基黄酮(2)、6-香叶基-4',5,7-三羟基-3',5'-二甲氧基黄酮(3)、6-香叶基-4',5,5',7-四羟基-3'-甲氧基黄酮(4)、6-香叶基-3,3',5,7-四羟基-4'-甲氧基黄酮(5)、4',5,5',7-四羟基-6-[6-羟基-3,7-二甲基-2(E),7-辛二烯基]-3'-甲氧基黄酮(6)、3,3',4',5,7-五羟基-6-[6-羟基-3,7-二甲基-2(E),7-辛二烯基]黄酮(7)、3,3',4',5,7-五羟基-6-[7-羟基-3,7-二甲基-2(E)-辛烯基]黄酮(8)以及3,4',5,5',7-五羟基-3'-甲氧基-6-(3-甲基-2-丁烯基)黄酮(9),还有6种已知的香叶基黄酮。其中,化合物4、6 - 9以及已知的6-香叶基-3',4',5,7-四羟基黄酮(双黄酮)、6-香叶基-3,3',4',5,7-五羟基黄酮(双黄醇)和3',4',5,7-五羟基-6-[7-羟基-3,7-二甲基-2(E)-辛烯基]黄酮对DPPH自由基显示出较强的清除作用。

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