The ammosamides: structures of cell cycle modulators from a marine-derived Streptomyces species.

The ammosamides: structures of cell cycle modulators from a marine-derived Streptomyces species.
复制标题

DOI:
10.1002/anie.200804890
复制
发表时间:
2009
影响因子:
16.6
通讯作者:
Fenical, William
Fenical, William
中科院分区:
化学1区
文献类型:
--
作者:
Hughes, Chambers C.;MacMillan, John B.;Gaudencio, Susana R.;Jensen, Paul R.;Fenical, William

文献摘要

参考文献

被引文献

相似文献

海洋来源的放线菌细菌正在成为一种具有生物活性的天然产物的宝贵资源,包括各种独特的结构类别。[1]在我们手中,通过对结肠癌细胞株HCT-116的体外细胞毒试验及早发现细胞生长抑制因子,随后进行广泛的作用机制研究,已被证明是一种有效的方法。因此,HCT-116检测有助于鉴定潜在的重要抗癌药物。[2]在我们继续研究的过程中,2003年从巴哈马群岛1618米深的海底沉积物中分离到链霉菌CNR-698[3]。经C18闪蒸层析和反相高效液相色谱分离得到蓝色和红色的酰胺类化合物A(1)和B(2)(L−1分别为3 mg和4 mg)。1和2的结构归属被证明是特别困难的,因为它们固有的不溶性(只溶于二甲基亚砜(DMSO))和缺乏描述性的核磁共振信号,最终需要整合核磁共振光谱分析、质谱学数据和单晶X射线衍射研究。
Marine-derived actinomycete bacteria are emerging as a valuable resource for bioactive natural products encompassing a variety of unique structural classes.[1] In our hands, early detection of cell growth inhibitors using in vitro cytotoxicity assays against the colon carcinoma cancer cell line HCT-116, followed by extensive mechanism of action studies, has proven to be an effective approach. As such, the HCT-116 assay has been instrumental in the identification of potentially important anticancer agents.[2]In the course of our continued studies, Streptomyces strain CNR-698 [3] was isolated from bottom sediments collected at a depth of 1618 meters in the Bahamas Islands in 2003. Cytotoxicity-guided (HCT-116) fractionation by C18 flash chromatography and RP-HPLC of crude extract led to the isolation of ammosamides A (1) and B (2) as blue and red solids, respectively (3 and 4 mg L− 1). Structure assignments for 1 and 2 proved to be particularly difficult due to their inherent insolubility (soluble only in dimethyl sulfoxide (DMSO)) and a lack of descriptive NMR signals, ultimately requiring the integration of NMR spectral analysis, mass spectrometry data, and single crystal X-ray diffraction studies.
DOI: 10.1002/anie.200390115
发表时间: 2003-01-01
影响因子: 16.6
作者:
Feling, RH;Buchanan, GO;Fenical, W
通讯作者: Fenical, W
DOI: 10.1021/ja00058a003
发表时间: 1993-03-10
影响因子: 15
作者:
RADISKY, DC;RADISKY, ES;IRELAND, CM
通讯作者: IRELAND, CM
DOI: 10.1055/s-2003-41016
发表时间: 2003-09-02
期刊: SYNLETT
影响因子: 2
作者:
Sosnicki, JG
通讯作者: Sosnicki, JG
DOI: 10.1021/jo015956m
发表时间: 2001-11-16
影响因子: 3.6
作者:
Nowaczyk, S;Alayrac, C;Averbuch-Pouchot, MT
通讯作者: Averbuch-Pouchot, MT
DOI: 10.1016/s0040-4039(01)80439-1
发表时间: 1989-01-01
影响因子: 1.8
作者:
SAKEMI, S;SUN, HH;BERNARDINELLI, G
通讯作者: BERNARDINELLI, G