CAS Key Laboratory of Marine Bio-resources Sustainable Utilization, RNAM Center for Marine Microbiology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou, China.
J Antibiot (Tokyo). 2013 Jan;66(1):31-6. doi: 10.1038/ja.2012.88. Epub 2012 Oct 24.
The strain SCSIO 03039 was isolated from a sediment sample in the Indian Ocean and was characterized as a Nocardiopsis alba species on the basis of its 16S rRNA gene sequence. Seven diketopiperazines (DKPs), including two new DKPs nocazines D (2a) and E (2b), and five known DKPs (1, 3-6), were isolated from N. alba SCSIO 03039, along with two known compounds 2-methoxy-1,4-naphthoquinone (7) and 1-hydroxy-4-methoxy-2-naphthoic acid (8). Their structures were elucidated by mass and NMR spectroscopic analyses. The structure of methoxyneihumicin (1), previously proposed in a conference poster lacking publicly available experimental data, was validated for the first time by detailed NMR analyses and X-ray diffraction study. The two enantiomers nocazines D (2a) and E (2b) were isolated as a mixture. Compounds 3 and 4 were only known as synthetic compounds before. Methoxyneihumicin (1) exhibited in vitro cytotoxicities against MCF-7 and SF-268 with IC₅₀ values of 4.6 and 12.7 μM, respectively, better than those of 6 (22.0 and 20.6 μM). The other compounds showed less pronounced cytotoxities against three tested human cancer cell lines and no compounds displayed antibacterial activities toward four indicator strains.
从印度洋沉积物样本中分离到一株菌株 SCSIO 03039，根据其 16S rRNA 基因序列将其鉴定为白诺卡氏菌属（Nocardiopsis）物种。从白诺卡氏菌 SCSIO 03039 中分离到七种二酮哌嗪（DKP）化合物，包括两种新的二酮哌嗪 nocazines D（2a）和 E（2b），以及五种已知的 DKP（1、3-6），同时还分离到两种已知化合物 2-甲氧基-1,4-萘醌（7）和 1-羟基-4-甲氧基-2-萘酸（8）。通过质谱和 NMR 光谱分析确定了它们的结构。先前在会议海报中提出的 methoxyneihumicin（1）的结构，由于缺乏公开的实验数据，首次通过详细的 NMR 分析和 X 射线衍射研究得到了验证。两种对映体 nocazines D（2a）和 E（2b）以混合物的形式分离得到。化合物 3 和 4 之前仅作为合成化合物被知晓。化合物 1 对 MCF-7 和 SF-268 的体外细胞毒性分别为 4.6 和 12.7 μM，优于 6（22.0 和 20.6 μM）。其他化合物对三种测试的人类癌细胞系表现出较弱的细胞毒性，并且没有化合物对四种指示菌株表现出抗菌活性。
