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台湾假柴龙树种子中的喜树碱类化合物。

Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida.

作者信息

Wu Shou-Fang, Hsieh Pei-Wen, Wu Chin-Chung, Lee Chia-Lin, Chen Shu-Li, Lu Chi-Yu, Wu Tian-Shung, Chang Fang-Rong, Wu Yang-Chang

机构信息

Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan.

出版信息

Molecules. 2008 Jun 16;13(6):1361-71. doi: 10.3390/molecules13061361.

Abstract

Two new alkaloids, 9-methoxy-18,19-dehydrocamptothecin (1) and 5- hydroxymappicine-20-O-beta-glucopyranoside (2a/2b as a racemic mixture), together with nine known compounds: camptothecin (3), 9-methoxy-camptothecin (4), 5-hydroxycamptothecin (5a/5b racemic mixture), 5-hydroxy-9-methoxycamptothecin (6a/6b racemic mixture), diosmetin (7), apigenin (8), apigenin-7-O-glucopyranoside (9), rosin (cinnamyl-O-beta-D-glucopyranoside) (10) and amarantholidoside IV (11) were isolated from the immature seeds of Nothapodytes foetida (Wight) Sleumer. The structures were elucidated by spectroscopic analyses. In the present research, compounds 1, 3, 4, 5a/5b and 6a/6b, also showed in vitro cytotoxicity against six cancer cell lines (HepG2, Hep3B, MDA-MB- 231, MCF-7, A549, and Ca9-22). Among them, compound 1 exhibited significant cytotoxicity against these cancer cell lines, with IC(50) of 0.24-6.57 microM. Furthermore, HPLC profiles were developed for qualitative and quantitative analysis of these active constituents in different parts of this plant, including mature and immature seeds, leaves, stems and roots. The results revealed that compounds 3 and 4 have the highest concentrations, which are found in the roots part of the plant.

摘要

从印度狗牙花(Nothapodytes foetida (Wight) Sleumer)的未成熟种子中分离得到两种新生物碱,9-甲氧基-18,19-脱氢喜树碱(1)和5-羟基马比辛-20-O-β-D-吡喃葡萄糖苷(2a/2b,外消旋混合物),以及九种已知化合物:喜树碱(3)、9-甲氧基喜树碱(4)、5-羟基喜树碱(5a/5b外消旋混合物)、5-羟基-9-甲氧基喜树碱(6a/6b外消旋混合物)、香叶木素(7)、芹菜素(8)、芹菜素-7-O-吡喃葡萄糖苷(9)、松香(肉桂基-O-β-D-吡喃葡萄糖苷)(10)和苋科糖苷IV(11)。通过光谱分析阐明了其结构。在本研究中,化合物1、3、4、5a/5b和6a/6b对六种癌细胞系(HepG2、Hep3B、MDA-MB-231、MCF-7、A549和Ca9-22)也表现出体外细胞毒性。其中,化合物1对这些癌细胞系表现出显著的细胞毒性,IC50为0.24 - 6.57 μM。此外,还建立了HPLC图谱用于对该植物不同部位(包括成熟和未成熟种子、叶、茎和根)中这些活性成分进行定性和定量分析。结果表明,化合物3和4的浓度最高,存在于植物的根部。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/866a/6245332/fc5355c339f4/molecules-13-01361-g001.jpg

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