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红厚壳和铁力木——抗增殖氧杂蒽酮的来源及其构效关系

Calophyllum inophyllum and Calophyllum soulattri source of anti-proliferative xanthones and their structure-activity relationships.

作者信息

Mah Siau Hui, Ee Gwendoline Cheng Lian, Teh Soek Sin, Sukari Mohd Aspollah

机构信息

a School of Biosciences, Taylor's University , Lakeside Campus, 47500 Subang Jaya , Selangor , Malaysia.

出版信息

Nat Prod Res. 2015;29(1):98-101. doi: 10.1080/14786419.2014.959949. Epub 2014 Sep 17.

DOI:10.1080/14786419.2014.959949
PMID:25229947
Abstract

Extensive chromatographic isolation and purification of the extracts of the stem bark of Calophyllum inophyllum and Calophyllum soulattri have resulted in 11 xanthones. C. inophyllum gave inophinnin (1), inophinone (2), pyranojacareubin (5), rheediaxanthone A (6), macluraxanthone (7) and 4-hydroxyxanthone (8), while C. soulattri afforded soulattrin (3), phylattrin (4), caloxanthone C (9), brasixanthone B (10) and trapezifolixanthone (11). The structures of these compounds were determined on the basis of spectroscopic analyses such as 1D and 2D NMR, GC-MS, IR and UV. Cytotoxicity screening (MTT assay) carried out in vitro on all the xanthones using five human cancer cell lines indicated good activities for some of these xanthones. The structure-activity relationship study revealed that the inhibitory activities exhibited by these xanthone derivatives to be closely related to the existence and nature of the pyrano and the prenyl substituent groups on their skeleton.

摘要

对红厚壳和索氏红厚壳茎皮提取物进行广泛的色谱分离和纯化,得到了11种呫吨酮。红厚壳产生了红厚壳素(1)、红厚壳酮(2)、吡喃决明素(5)、红厚壳呫吨酮A(6)、桑色素呫吨酮(7)和4-羟基呫吨酮(8),而索氏红厚壳则提供了索氏红厚壳素(3)、叶红厚壳素(4)、红厚壳呫吨酮C(9)、巴西呫吨酮B(10)和梯形叶呫吨酮(11)。这些化合物的结构是基于一维和二维核磁共振、气相色谱-质谱、红外光谱和紫外光谱等光谱分析确定的。使用五种人类癌细胞系对所有呫吨酮进行体外细胞毒性筛选(MTT法),结果表明其中一些呫吨酮具有良好的活性。构效关系研究表明,这些呫吨酮衍生物表现出的抑制活性与其骨架上吡喃基和异戊烯基取代基的存在和性质密切相关。

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