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印度尼西亚面包树(桑科)的异戊烯基黄酮类化合物及相关化合物。

Prenylated flavonoids and related compounds of the Indonesian Artocarpus (Moraceae).

作者信息

Hakim Euis H, Achmad Sjamsul A, Juliawaty Lia D, Makmur Lukman, Syah Yana M, Aimi Norio, Kitajima Mariko, Takayama Hiromitsu, Ghisalberti Emilio L

机构信息

Natural Products Research Group, Department of Chemistry, Bandung Institute of Technology, Jalan Ganeca 10, Bandung, 40132, Indonesia.

Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba, 263-8522, Japan.

出版信息

J Nat Med. 2006 Jul;60(3):161-184. doi: 10.1007/s11418-006-0048-0. Epub 2006 May 25.

DOI:10.1007/s11418-006-0048-0
PMID:29435895
Abstract

Several species of the genus Artocarpus (Moraceae) have been investigated in our laboratories during the last decade. Over 60 phenolic constituents have been discovered and characterized, including 27 new compounds from 13 Indonesian taxa of Artocarpus, namely A. champeden, A. lanceifolius, A. teysmanii, A. scortechinii, A. rotunda, A. maingayi, A. kemando, A. bracteata, A. altilis, A. fretessi, A. gomezianus, A. reticulatus and A. glaucus. The principal and the most pronounced features of these phenolic constituents are the assembly of an isoprenyl substituent at C-3 of a flavone skeleton by closure of an ether bridge or a carbon-carbon linkage with the B ring of the skeleton, which may further rearrange into xanthone to produce various classes of natural products. The structures of the new and unusual natural products are presented. Many of the metabolites also exhibit cytotoxic effect against murine leukemia P388 cells.

摘要

在过去十年间,我们实验室对波罗蜜属(桑科)的几个物种进行了研究。已发现并鉴定出60多种酚类成分,其中包括从13种印度尼西亚波罗蜜属植物中分离得到的27种新化合物,这些植物分别是:面包树、披针叶波罗蜜、菲律宾波罗蜜、斯氏波罗蜜、大果波罗蜜、马因氏波罗蜜、山地波罗蜜、具苞波罗蜜、面包果、弗氏波罗蜜、戈氏波罗蜜、网脉波罗蜜和灰叶波罗蜜。这些酚类成分的主要且最显著的特征是,通过在黄酮骨架的C-3位与骨架的B环形成醚桥或碳-碳键,从而装配一个异戊烯基取代基,该取代基可能进一步重排为呫吨酮,进而产生各类天然产物。文中展示了这些新型且独特的天然产物的结构。许多代谢产物还对小鼠白血病P388细胞表现出细胞毒性作用。

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