Orychophragines A–C, Three Biologically Active Alkaloids from Orychophragmus violaceus,Organic Letters

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Orychophragines A–C, Three Biologically Active Alkaloids from Orychophragmus violaceus
Organic Letters ( IF 4.9 ) Pub Date : 2018-01-17 00:00:00 , DOI: 10.1021/acs.orglett.7b03801
Guang-Jie Zhang ₁ , Bin Li ₁ , Hui-Min Cui ₁ , Li Chen ₁ , Ying Tian ₁ , Shi-Jun Liu ₁ , Bo-Wen Li _{1,

2} , Min Li ₁ , Zi-Ming Xia _{1,

3} , Xing-Xiang Chen _{1,

3} , Yong Hou _{1,

4} , Jun-Xing Dong ₁

Affiliation

Orychophragines A–C (1–3), three new alkaloids with an novel 2-piperazinone-fused 2,4-dioxohexahydro-1,3,5-triazine skeleton, were isolated from the seeds of Orychophragmus violaceus. Their structures were established on the basis of spectroscopic analysis and X-ray crystallographic analysis. Orychophragines A (1) exhibited remarkable cytotoxicity against HepG2, A549, Hela, and HCT-116 cells with IC₅₀ values of 7.73, 10.79, 11.91, and 9.93 μM, respectively. Orychophragines C (3) showed moderate ⁶⁰Co γ radiation protection activity in HUVEC cells. A plausible biosynthetic pathway for 1–3 was proposed.

中文翻译：

Orychophragines A–C，紫罗兰衣藻的三种生物活性生物碱

Orychophragines A-C（1 - 3）中，用三种新生物碱的新的2-哌嗪酮稠合的2,4-二氧代六氢-1,3,5-三嗪骨架，从种子中分离二月兰。它们的结构是在光谱分析和X射线晶体学分析的基础上建立的。稻瘟霉素A（1）对HepG2，A549，Hela和HCT-116细胞表现出显着的细胞毒性，IC ₅₀值分别为7.73、10.79、11.91和9.93μM。Orychophragines C（3）在HUVEC细胞中表现出中等的⁶⁰ Coγ辐射防护活性。一种可能的生物合成途径的1 - 3中提出的。

更新日期：2018-01-17

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