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来自长果山麻杆果壳的具有 D 环结构多样性的黄烷型柠檬苦素。

Phragmalin-type limonoids with structural diversity at D-ring from the fruit shells of Chukrasia tabularis.

机构信息

Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, China.

Testing & Analysis Center, Nanjing Normal University, Nanjing 210023, China.

出版信息

Fitoterapia. 2019 Apr;134:188-195. doi: 10.1016/j.fitote.2019.02.032. Epub 2019 Feb 28.

DOI:10.1016/j.fitote.2019.02.032
PMID:30826367
Abstract

Ten undescribed phragmalin-type limonoids (Chuktabularoids A-J, 1-10) and four known compounds (11-14) were isolated from the fruit shells of Chukrasia tabularis A. Juss. Their chemical structures were elucidated through a combination of HRESIMS, NMR, and ECD experiments. Their frameworks differed mainly in D-ring, including C-15-acyl, 16-nor C-15 acyl, C-13/14/18-cyclopropane, and Δ types. The majority of the isolated compounds were investigated for multidrug resistance (MDR) reversal activity against doxorubicin-resistant human breast carcinoma (MCF-7/DOX) cells, compounds 11 and 12 exhibited a 5.6-fold and 19.7-fold enhancing effect on doxorubicin susceptibility at 30 μM, respectively.

摘要

从 Chukrasia tabularis A. Juss 的果实壳中分离得到了 10 种未描述的 Phragmalin 型柠檬苦素(Chuktabularoids A-J,1-10)和 4 种已知化合物(11-14)。通过结合 HRESIMS、NMR 和 ECD 实验,阐明了它们的化学结构。它们的骨架主要在 D 环中不同,包括 C-15-酰基、16-去甲 C-15 酰基、C-13/14/18-环丙烷和Δ型。对分离得到的大部分化合物进行了多药耐药(MDR)逆转活性研究,以评估它们对多柔比星耐药人乳腺癌(MCF-7/DOX)细胞的影响。在 30 μM 时,化合物 11 和 12 对多柔比星敏感性的增强作用分别达到了 5.6 倍和 19.7 倍。

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