Marmycins a and b, cytotoxic pentacyclic c-glycosides from a marine sediment-derived actinomycete related to the genus Streptomyces

Marmycins a and b, cytotoxic pentacyclic c-glycosides from a marine sediment-derived actinomycete related to the genus Streptomyces
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DOI:
10.1021/np060621r
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发表时间:
2007-09-01
影响因子:
5.1
通讯作者:
Fenical, William
Fenical, William
中科院分区:
生物学2区
文献类型:
--
作者:
Martin, Glenroy D. A.;Tan, Lik T.;Fenical, William

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从海洋沉积物来源的链霉菌属放线菌的培养液中分离到两个新的angucycline类的细胞毒性醌类化合物,marmycins A和B(1,2)。用光谱学和晶体学方法确定了两个化合物的总体结构和绝对构型。Marmycin A(1)对几种癌细胞系显示出显著的细胞毒性,其中一些在纳摩尔浓度下;而化合物2(1的氯类似物)的效力较低。对于marmycin A(1),肿瘤细胞毒性似乎与诱导适度凋亡和细胞周期G1期阻滞相一致。
Two new cytotoxic quinones of the angucycline class, marmycins A and B (1, 2), were isolated from the culture broth of a marine sediment-derived actinomycete related to the genus Streptomyces. The gross structures and absolute configurations of both compounds were determined by spectroscopic and crystallographic methods. Marmycin A (1) displayed significant cytotoxicity against several cancer cell lines, some at nanomolar concentrations; while compound 2, a chloro analogue of 1, was less potent. For marmycin A (1), tumor cell cytotoxicity appeared to coincide with induction of modest apoptosis and arrest in the G1 phase of the cell cycle.