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哥纳香酚A-J,源自哥纳香嫩枝的具有细胞毒性的多异戊烯基化苯甲酰基间苯三酚衍生物。

Garcowacinols A-J, cytotoxic polyprenylated benzoylphloroglucinol derivatives from the twigs of Garcinia cowa.

作者信息

Kaennakam Sutin, Sukandar Edwin R, Phasuthan Pattama, Yahuafai Jantana, Onsrisawat Prayumat, Mulya Fadjar, Parasuk Vudhichai, Phuwapraisirisan Preecha, Tip-Pyang Santi

机构信息

Department of Agro-Industrial, Food, and Environmental Technology, Faculty of Applied Science, King Mongkut's University of Technology North Bangkok (KMUTNB), Bangkok, 10800, Thailand.

Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand.

出版信息

Phytochemistry. 2023 May;209:113622. doi: 10.1016/j.phytochem.2023.113622. Epub 2023 Feb 26.

DOI:10.1016/j.phytochem.2023.113622
PMID:36849096
Abstract

Ten undescribed polyprenylated benzoylphloroglucinol derivatives named garcowacinols A‒J (1-10) and four known analogues (11-14) were isolated from the twigs of Garcinia cowa. Their structures were determined by spectroscopic data analysis (1D and 2D NMR and HRESIMS), and their absolute configurations were established based on NOESY and ECD data. All isolated compounds were evaluated for their cytotoxicity against five types of human cancer cells (KB, HeLa S3, MCF-7, Hep G2, and HT-29) as well as Vero cells by MTT colorimetric assay. Garcowacinol C was significantly active against all the five cancer cells with IC50 values in the range of 0.61-9.50 μM. Selective proliferative inhibitions were observed on garcowacinol F and 7-epiclusianone against KB cells, and guttiferone Q toward MCF-7 cells with IC50 values less than 10 μM.

摘要

从柯氏藤黄的嫩枝中分离出10个未描述的多异戊烯基化苯甲酰基间苯三酚衍生物,命名为藤黄柯醇A-J(1-10)和4个已知类似物(11-14)。通过光谱数据分析(一维和二维核磁共振以及高分辨电喷雾电离质谱)确定了它们的结构,并基于核Overhauser效应光谱和电子圆二色光谱数据确定了它们的绝对构型。通过MTT比色法评估了所有分离得到的化合物对5种人类癌细胞(KB、HeLa S3、MCF-7、Hep G2和HT-29)以及非洲绿猴肾细胞的细胞毒性。藤黄柯醇C对所有5种癌细胞均具有显著活性,IC50值在0.61-9.50μM范围内。观察到藤黄柯醇F和7-表克鲁西酮对KB细胞有选择性增殖抑制作用,藤黄双黄酮Q对MCF-7细胞有选择性增殖抑制作用,IC50值小于10μM。

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