从多棘海盘车中分离得到的新型细胞毒素 1,2,4-噻二唑生物碱。

New cytotoxic 1,2,4-thiadiazole alkaloids from the ascidian Polycarpa aurata.

机构信息

Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine University, 40225 Düsseldorf, Germany.

出版信息

Org Lett. 2013 May 3;15(9):2230-3. doi: 10.1021/ol400791n. Epub 2013 Apr 12.

PMID:23582084

Abstract

Two new alkaloids, polycarpathiamines A and B (1 and 2), were isolated from the ascidian Polycarpa aurata. Their structures were unambiguously determined by 1D, 2D NMR, and HRESIMS measurements and further confirmed by comparison with a closely related analogue, 3-dimethylamino-5-benzoyl-1,2,4-thiadiazole (4), that was prepared by chemical synthesis. Compounds 1 and 2 both feature an uncommon 1,2,4-thiadiazole ring whose biosynthetic origin is proposed. Compound 1 showed significant cytotoxic activity against L5178Y murine lymphoma cells (IC50 0.41 μM).

摘要

从短沟对虾 Polycarpa aurata 中分离得到两种新的生物碱，polycarpathiamines A 和 B（1 和 2）。通过 1D、2D NMR 和 HRESIMS 测量，其结构得以明确确定，并通过与化学合成制备的密切相关的类似物 3-二甲基氨基-5-苯甲酰基-1,2,4-噻二唑（4）进行比较进一步得到证实。化合物 1 和 2 均具有不常见的 1,2,4-噻二唑环，其生物合成来源被提出。化合物 1 对 L5178Y 小鼠淋巴瘤细胞表现出显著的细胞毒性（IC50 0.41 μM）。