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来自滇南草胡椒的生物活性聚酮化合物。

Bioactive polyketides from Peperomia duclouxii.

作者信息

Li Na, Wu Jian-lin, Hasegawa Toshiaki, Sakai Jun-ichi, Bai Li-ming, Wang Li-yan, Kakuta Saori, Furuya Yumiko, Ogura Hirotsugu, Kataoka Takao, Tomida Akihiro, Tsuruo Takashi, Ando Masayoshi

机构信息

National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 189 Guo Shou Jing Road, Zhangjiang Hi-Tech Park, Shanghai 201203, People's Republic of China.

出版信息

J Nat Prod. 2007 Jun;70(6):998-1001. doi: 10.1021/np070089n. Epub 2007 Jun 5.

Abstract

Four new compounds (1-4) were isolated along with 16 known compounds from whole plants of Peperomia duclouxii. The new structures were elucidated as 4-hydroxy-2-[(3,4-methylenedioxyphenyl)nonanoyl]cyclohexane-1,3-dione (1), 4-hydroxy-2-[(3,4-methylenedioxyphenyl)undecanoyl]cyclohexane-1,3-dione (2), 4-hydroxy-2-[(3,4-methylenedioxyphenyl)tridecanoyl]cyclohexane-1,3-dione (3), and 2-[(3,4-methylenedioxyphenyl)dodecyl]-4-hydroxy-2,3,4,6,7,8-hexahydro-2H-1-benzopyran-5-one (4), by analysis of their spectroscopic data. The known polyketides, surinone A and oleiferinone, showed cell growth inhibitory activity against the WI-38, VA-13, and HepG2 cell lines with IC50 values that ranged from 4.4 to 9.6 microg/mL. The known sesquiterpenoid, sinugibberodiol, showed a more potent effect on calcein accumulation than verapamil at 2.5 and 25 microg/mL. Compounds 3 and 4, surinone A, and oleiferinone showed moderate to weak inhibitory activity on the induction of the intercellular adhesion molecule-1 (ICAM-1) in the presence of IL-1alpha or TNF-alpha.

摘要

从豆瓣绿全株中分离出4个新化合物(1-4)以及16个已知化合物。通过光谱数据分析,确定新化合物的结构分别为4-羟基-2-[(3,4-亚甲二氧基苯基)壬酰基]环己烷-1,3-二酮(1)、4-羟基-2-[(3,4-亚甲二氧基苯基)十一酰基]环己烷-1,3-二酮(2)、4-羟基-2-[(3,4-亚甲二氧基苯基)十三酰基]环己烷-1,3-二酮(3)和2-[(3,4-亚甲二氧基苯基)十二烷基]-4-羟基-2,3,4,6,7,8-六氢-2H-1-苯并吡喃-5-酮(4)。已知的聚酮化合物surinone A和oleiferinone对WI-38、VA-13和HepG2细胞系具有细胞生长抑制活性,IC50值范围为4.4至9.6μg/mL。已知的倍半萜类化合物sinugibberodiol在2.5和25μg/mL时对钙黄绿素积累的影响比维拉帕米更强。化合物3和4、surinone A和oleiferinone在存在IL-1α或TNF-α的情况下,对细胞间粘附分子-1(ICAM-1)的诱导表现出中度至弱抑制活性。

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