来自放线菌 Allostreptomyces sp. RD068384 的 Allostreptopyrroles A-E，β-烷基吡咯衍生物。

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Beilstein Journal of Organic Chemistry Pub Date : 2024-08-13 eCollection Date: 2024-01-01 DOI:10.3762/bjoc.20.174

Marwa Elsbaey, Naoya Oku, Mohamed S A Abdel-Mottaleb, Yasuhiro Igarashi

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引用次数: 0

摘要

从异链霉 RD068384 的培养液中分离出了五种新的β-烷基吡咯衍生物--异链吡咯 A-E（1-5）。通过一维和二维核磁共振光谱分析、HRESIMS 和化学衍生化，阐明了它们的结构。化合物 2 和 3 的绝对构型是通过比较实验和计算的比旋数据预测出来的。化合物 1-5 是第一个被甲酰基和羧基官能团取代的天然吡咯的例子。化合物 1、4 和 5 对 Kasumi-1 人类急性骨髓细胞白血病细胞具有细胞毒性，IC50 值分别为 103、105 和 105 μM，活性低于抗癌剂顺铂（IC50 值为 70 μM）。

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Allostreptopyrroles A-E, β-alkylpyrrole derivatives from an actinomycete Allostreptomyces sp. RD068384.

Five new β-alkylpyrrole derivatives, allostreptopyrroles A-E (1-5), were isolated from the culture broth of Allostreptomyces RD068384. Their structures were elucidated by 1D and 2D NMR spectroscopic analyses, HRESIMS, and chemical derivatization. The absolute configurations of compounds 2 and 3 were predicted by comparison of experimental and calculated specific rotation data. Compounds 1-5 are the first examples of natural pyrroles substituted by formyl and carboxyl functionalities. Compounds 1, 4, and 5 showed cytotoxicity against Kasumi-1 human acute myeloblastic leukemia cells with IC₅₀ values of 103, 105, and 105 μM, respectively, which are less active than the anticancer agent cisplatin, with an IC₅₀ value of 70 μM.

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来源期刊

Beilstein Journal of Organic Chemistry 化学-有机化学

CiteScore

4.90

自引率

3.70%

发文量

167

审稿时长

1.4 months

期刊介绍： The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.