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Trijugin- and mexicanolide-type limonoids from the fruits of Heynea trijuga that reverse multidrug resistance in MCF-7/DOX cells
Phytochemistry ( IF 3.8 ) Pub Date : 2018-04-14
Fa-Liang An, Dong-Mei Sun, Rui-Zhi Wang, Ming-Hua Yang, Jun Luo, Ling-Yi Kong

Eleven previously undescribed limonoids, trichisins A-K, including eight structural analogues A-H of trijugin and three H-J mexicanolide derivatives, together with two known mexicanolide derivatives were isolated from the fruits of Heynea trijuga Roxb. ex Sims. The structure determination was based on extensive physical data analyses (NMR, MS), and their basic skeletons and the absolute configurations of trichisins A, B, E, K and trichiconnarone A were assigned via X-ray crystallographic analysis (Cu Kα radiation). The hemiketal motifs in trijugins A, B, and E-G are rare in limonoids. Bioactivity screenings suggested that the trijugin H and mexicanolide-type trichiconnarones A and B limonoids were effective in reversing resistance in MCF-7/DOX cells at a nontoxic concentration of 50 μM with IC50 values of 12.45, 10.86, and 14.96 μM, respectively.



中文翻译:

源自三叶荷虫(Heynea trijuga)果实的Trijugin和mexicanolide型柠檬苦可逆转MCF-7 / DOX细胞的多药耐药

Heynea trijuga Roxb的果实中分离出了十一种先前未曾描述的柠檬苦素类,Trichisins AK,其中包括八种金丝桃的结构类似物AH和三种HJ麦考糖胺衍生物,以及两种已知的麦考糖胺衍生物。前模拟人生 结构测定是基于广泛的物理数据的分析(NMR,MS),并且其基本骨架和trichisins A,B,E,K和trichiconnarone A中通过X射线晶体分析分配的绝对构型(Cu的Kα α辐射)。Trijugins A,B和EG中的半基因基序在柠檬苦素中很少见。生物活性筛选表明,在无毒浓度为50μM且IC 50值分别为12.45、10.86和14.96μM的情况下,甘油三糖H型和甲氧噻吩型Trichiconnarones A和B柠檬苦素能有效逆转MCF-7 / DOX细胞的耐药性。

更新日期:2018-04-25
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