Cyclic peptides from higher plants. Part 21. Thionation of the antitumour cyclic pentapeptides, astins A, B and C, from Aster tataricus
Cyclic peptides from higher plants. Part 21. Thionation of the antitumour cyclic pentapeptides, astins A, B and C, from Aster tataricus
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来自高等植物的环肽。
DOI：
10.1039/p19950002327
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发表时间：
1995
期刊：
影响因子：
--
通讯作者：
H. Itokawa
中科院分区：
文献类型：
--
作者：
H. Morita;S. Nagashima;K. Takeya;H. Itokawa
用Lawesson试剂将有效的抗肿瘤环五肽astin A、B和C硫离子化，分别得到[Ser-3-ψ(CS-NH)-β- ph -4]astin A （thiioastin A）、[Ser-3-ψ(CS-NH)-β- ph -4]astin B （thiioastin B）和[Ser-3-ψ(CS-NH)-β- ph -4]astin C （thiioastin C）。通过二维核磁共振数据、温度对NH质子的影响、相邻的NH- c - α h偶联常数和NOE结果与相应的硫丁蛋白进行构象分析。硫阿司汀类药物显示出比相应的阿司汀类药物更有希望的抗肿瘤活性。
Thionation of the potent antitumour cyclic pentapeptides, the astins A, B and C, with Lawesson's reagent gave [Ser-3-ψ(CS-NH)-β-Phe-4]astin A (thioastin A), [Ser-3-ψ(CS-NH)-β-Phe-4]astin B (thioastin B) and [Ser-3-ψ(CS-NH)-β-Phe-4]astin C (thioastin C), respectively. Conformational analysis of the thioastins was conducted by comparing the 2D NMR data, temperature effects on NH protons, vicinal NH-CαH coupling constants, and NOE results, with those of the corresponding astins. Thioastins showed more promising antitumour activity than the corresponding astins.