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来自扁海绵属(Jaspis sp.)和拟杯海绵属(Poecillastra sp.)两种海绵共生体的细胞毒性溴酪氨酸衍生物

Cytotoxic bromotyrosine derivatives from a two-sponge association of Jaspis sp. and Poecillastra sp.

作者信息

Shinde Pramod B, Lee Yoon Mi, Dang Hung The, Hong Jongki, Lee Chong-O, Jung Jee H

机构信息

College of Pharmacy, Pusan National University, Geumjung-ku, Busan 609-735, Republic of Korea.

出版信息

Bioorg Med Chem Lett. 2008 Dec 15;18(24):6414-8. doi: 10.1016/j.bmcl.2008.10.082. Epub 2008 Oct 22.

DOI:10.1016/j.bmcl.2008.10.082
PMID:18990572
Abstract

Bioassay-guided chemical investigation of the lipophilic extract of a two-sponge association (Jaspis sp. and Poecillastra sp.) led to the isolation of two new bromotyrosine derivatives (1 and 2), along with known derivatives (3-12). Cyclobispsammaplin A (1) is a cyclic derivative of the previously reported bispsammaplin A (13), while psammaplin M (2) is composed of beta-alanine (or aspartic acid) unit. Compounds 3, 4, 6, 10, and 12 are isolated for the first time from a sponge belonging to the subclass Tetractinomorpha. Structure elucidation was performed by a combination of high resolution mass and 2D NMR (principally COSY, HMBC, HSQC, and NOESY) spectroscopy. Compounds 1-4, 6, 10, and 12 were evaluated for cytotoxicity against a small panel of five human solid tumor cell lines and their activity was compared in relevance to their structure.

摘要

对一种双海绵组合(扁海绵属物种和蜂巢海绵属物种)的亲脂性提取物进行生物测定导向的化学研究,导致分离出两种新的溴酪氨酸衍生物(1和2)以及已知衍生物(3 - 12)。环双沙马普林A(1)是先前报道的双沙马普林A(13)的环状衍生物,而沙马普林M(2)由β - 丙氨酸(或天冬氨酸)单元组成。化合物3、4、6、10和12首次从属于四放海绵亚纲的一种海绵中分离得到。通过高分辨率质谱和二维核磁共振(主要是COSY、HMBC、HSQC和NOESY)光谱相结合的方法进行结构解析。对化合物1 - 4、6、10和12针对一小部分五种人类实体瘤细胞系进行细胞毒性评估,并根据其结构比较它们的活性。

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