Cyclizidine-Type Alkaloids from Streptomyces sp. HNA39,Journal of Natural Products

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Cyclizidine-Type Alkaloids from Streptomyces sp. HNA39
Journal of Natural Products ( IF 3.3 ) Pub Date : 2018-02-01 00:00:00 , DOI: 10.1021/acs.jnatprod.7b01055
Yong-Jun Jiang ₁ , Jia-Qi Li ₁ , Hao-Jian Zhang ₁ , Wan-Jing Ding ₁ , Zhong-Jun Ma ₁

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Eight new cyclizidine-type alkaloids (1–8) and one known alkaloid (9) were identified from the chemical investigations of a marine-derived actinomycete, Streptomyces sp. HNA39. Among these alkaloids, compounds 3, 7, and 8 contain a chlorine atom, and the known alkaloid, (+)-ent-cyclizidine (9), is now first reported as a natural product. Their structures were elucidated by extensive NMR-spectroscopic analysis and HRESIMS data. The absolute configurations of all of the compounds were established by ECD calculations. Cytotoxicity evaluations of all of the compounds showed that compound 2 exhibited significant activity against the PC3 and HCT116 human-cancer-cell lines with IC₅₀ values of 0.52 ± 0.03 and 8.3 ± 0.1 μM, respectively. Interestingly, compounds 2, 5, 7, and 8 exhibited moderate inhibition against the ROCK2 protein kinase with IC₅₀ values from 7.0 ± 0.8 to 42 ± 3 μM.

中文翻译：

链霉菌属的环丙啶类生物碱。HNA39

从海洋衍生的放线菌（Streptomyces sp。）的化学研究中鉴定出八种新的环偶氮型生物碱（1 – 8）和一种已知的生物碱（9）。海航39。在这些生物碱，化合物3，7，和8含有一个氯原子，和已知的生物碱，（+） - ENT -cyclizidine（9），现在首次报道作为天然产物。通过广泛的NMR光谱分析和HRESIMS数据阐明了它们的结构。通过ECD计算确定所有化合物的绝对构型。所有化合物的细胞毒性评估表明，化合物2表现出对PC3和HCT116人癌细胞系的显着活性，IC ₅₀值分别为0.52±0.03和8.3±0.1μM。有趣的是，化合物2，5，7，和8表现出对与IC的ROCK2蛋白激酶抑制适中₅₀值从7.0±0.8至42±3微米。

更新日期：2018-02-01

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