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来自波多黎各的安的列斯皮托科马(Piptocoma antillana)中的具有抗增殖和抗疟疾作用的倍半萜内酯

Antiproliferative and antimalarial sesquiterpene lactones from Piptocoma antillana from Puerto Rico.

作者信息

Liu Yixi, Rakotondraibea L Harinantenaina, Brodie Peggy J, Wiley Jessica D, Cassera Maria B, Goetzc Michael, Kingstona David G I

出版信息

Nat Prod Commun. 2014 Oct;9(10):1403-6.

PMID:25522525
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4311553/
Abstract

Bioassay-directed fractionation of an antiproliferative ethanol extract of the leaves and twigs of Piptocoma antillana (Asteraceae) afforded two new goyazensolide-type sesquiterpene lactones named 5-O-methyl-5-epiisogoyazensolide (1) and 15-O-methylgoyazensolide (2), together with the known compounds 1-oxo-3,10-epoxy-8-(2-methylacr1 0-epoxy-8-(2-methylacryloxy)-l 5-acetoxygermacra-2,4, 11(1 3)-trien-6(12)-olide (3) and 5-epiisogoyazensolide (4). The structure elucidation of all compounds was carried out based on NMR and mass spectroscopic data analyses. The relative and absolute configurations of all the isolated compounds were determined from their CD and NOESY NMR spectra. Compounds 1-4 showed moderately potent antiproliferative activities against A2780 ovarian cancer cells, with IC50 values of 1.5 +0.5, 0.6 ± 0.3, 1.62 ± 0.05, and 1.56 ± 0.04 μM, respectively. They also displayed antimalarial activity against Plasmodiumfalciparum, with IC50 values of 6.2 05 22 ± 0.5, 2.2± 0.5, 8.0 ± 0.4, and 9.0 ± 0.6 μM, respectively.

摘要

对菊科植物安的列斯匹托科马叶和嫩枝的抗增殖乙醇提取物进行生物活性导向分级分离,得到两种新的戈亚赞索内酯型倍半萜内酯,分别命名为5-O-甲基-5-表异戈亚赞索内酯(1)和15-O-甲基戈亚赞索内酯(2),以及已知化合物1-氧代-3,10-环氧-8-(2-甲基丙烯酰氧基)-15-乙酰氧基吉马-2,4,11(13)-三烯-6(12)-醇内酯(3)和5-表异戈亚赞索内酯(4)。所有化合物的结构解析均基于核磁共振和质谱数据分析。所有分离化合物的相对和绝对构型通过其圆二色光谱和核Overhauser效应光谱确定。化合物1-4对A2780卵巢癌细胞显示出中等强度的抗增殖活性,IC50值分别为1.5±0.5、0.6±0.3、1.62±0.05和1.56±0.04μM。它们对恶性疟原虫也表现出抗疟活性,IC50值分别为6.2±0.5、2.2±0.5、8.0±0.4和9.0±0.6μM。

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