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

Saccharopolytide A, a new cyclic tetrapeptide with rare 4-hydroxy-proline moieties from the deep-sea derived actinomycete Saccharopolyspora cebuensis MCCC 1A09850
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糖多肽 A,一种新型环状四肽,具有来自深海来源的放线菌宿务糖多孢菌 MCCC 1A09850 的稀有 4-羟基脯氨酸部分

DOI:
10.1080/14786419.2017.1392956
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发表时间:
2018-07
影响因子:
2.2
通讯作者:
Yang Xian Wen
Yang Xian Wen
中科院分区:
化学3区
文献类型:
--
作者:
Xie Chun Lan;Niu Siwen;Xia Jin Mei;Peng Kun;Zhang Gai Yun;Yang Xian Wen

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摘要深海放线菌宿雾多孢菌MCCC 1A 09850的基因组挖掘分析表明其具有产生多肽的潜力。因此,进行了系统的化学研究,结果分离出一种新的环状四肽(糖多肽A,1)和两种已知的聚酮化合物(2,3)沿着6种其他杂化合物(4,9)。主要通过1D、2D NMR和MS数据的分析,确定糖多肽A的化学结构为环-(1-Leu-4-羟基-1-Pro-l-Phe-4-羟基-1-Pro)。对所有分离株进行了抗过敏和抗肿瘤生物活性评价。吲哚-3-甲醛(4)的抗过敏作用较弱,IC_(50)为55.75 μg/mL。化合物2对Hela和H1299肿瘤细胞的增殖抑制活性较弱。我们的研究结果巩固了深海微生物产生结构有趣的化合物的潜力。
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 IC50 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.
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