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聚糖肽A,一种来自深海放线菌宿务糖多孢菌MCCC 1A09850的新型环状四肽,含有罕见的4-羟基脯氨酸部分。

Saccharopolytide A, a new cyclic tetrapeptide with rare 4-hydroxy-proline moieties from the deep-sea derived actinomycete Saccharopolyspora cebuensis MCCC 1A09850.

作者信息

Xie Chun-Lan, Niu Siwen, Xia Jin-Mei, Peng Kun, Zhang Gai-Yun, Yang Xian-Wen

机构信息

a State Key Laboratory Breeding Base of Marine Genetic Resources, Key Laboratory of Marine Genetic Resources, Fujian Key Laboratory of Marine Genetic Resources , Third Institute of Oceanography, State Oceanic Administration , Xiamen , China.

出版信息

Nat Prod Res. 2018 Jul;32(14):1627-1631. doi: 10.1080/14786419.2017.1392956. Epub 2017 Oct 24.

Abstract

A genome mining analysis on the deep-sea derived actinomycete Saccharopolyspora cebuensis MCCC 1A09850 indicated its potential to produce polypeptides. Accordingly, a systematic chemical investigation was conducted, which resulted in the isolation of one new cyclic tetrapeptide (saccharopolytide A, 1) and two known polyketides (2, 3) along with six other miscellaneous compounds (4‒9). Mainly by analysis of the 1D, 2D NMR and MS data, the chemical structure of saccharopolytide A was established as cyclo-(l-Leu-4-hydroxy-l-Pro-l-Phe-4-hydroxy-l-Pro). All isolates were evaluated for anti-allergic and anti-tumor bioactivities. Indol-3-carbaldehyde (4) showed weak anti-allergic effect with IC value of 55.75 μg/mL. And 2 showed weak anti-proliferative activity against Hela and H1299 tumor cell lines. Our results consolidate the potential of deep-sea-derived microorganisms to produce structurally interesting compounds.

摘要

对源自深海的放线菌宿雾糖多孢菌MCCC 1A09850进行的基因组挖掘分析表明,其具有产生多肽的潜力。因此,开展了系统的化学研究,从中分离出一种新的环四肽(宿雾聚肽A,1)、两种已知的聚酮化合物(2,3)以及其他六种杂类化合物(4-9)。主要通过对一维、二维核磁共振和质谱数据的分析,确定宿雾聚肽A的化学结构为环-(L-亮氨酸-4-羟基-L-脯氨酸-L-苯丙氨酸-4-羟基-L-脯氨酸)。对所有分离物进行了抗过敏和抗肿瘤生物活性评估。吲哚-3-甲醛(4)显示出较弱的抗过敏作用,IC值为55.75μg/mL。化合物2对Hela和H1299肿瘤细胞系显示出较弱的抗增殖活性。我们的结果证实了深海来源微生物产生结构有趣化合物的潜力。

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