Molecular Networking-Guided Discovery of a New Antitumor Pyranonaphthoquinone from Streptomyces tanashiensis DSM 731: Insights from Single-Molecule Stretching Assays.

IF 4.6 Q2 MATERIALS SCIENCE, BIOMATERIALS
Teng Cai, Nanjin Ding, Yulong He, Tao Han, Yanyan Wang, Chengxin Liu, Qiqi He, Chen Liu, Aiying Li, Peng Zhang, Xiaofeng Cai
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引用次数: 0

Abstract

Guided by molecular networking based on single-molecule stretching assay, an unprecedented pyranonaphthoquinone, methyl kalafunginate (1) and five known compounds 2-6 were isolated from Streptomyces tanashiensis DSM 731. Compound 1 was characterized through a combination of spectroscopic techniques, including 1D and 2D NMR analysis, ECD calculation, and X-ray crystallography. Interestingly, we discovered that compound 1 was spontaneously converted from kalafungin (4) in methanol solution. All isolated compounds, except for compound 3, were assessed for their cytotoxic potential against a panel of five human cancer cell lines: A549, HepG2, BxPC-3, SW620, and C4-2B. Compounds 1, 2, 4, and 5 exhibited remarkable cytotoxicity with IC50 values below 2.382 μM, suggesting their potential as promising anticancer agents. These findings highlight the significance of using a combined approach of single-molecule stretching assays and molecular networking for efficiently discovering novel natural products with potential therapeutic applications.

以分子网络为指导,从田桥链霉菌(Streptomyces tanashiensis DSM 731)中发现一种新的抗肿瘤萘醌:单分子拉伸试验的启示。
在基于单分子伸展测定的分子网络的指导下,从链霉 DSM 731 中分离出了一种前所未有的吡喃萘醌--卡拉芳酸甲酯(1)和五种已知化合物 2-6。化合物 1 的特征通过光谱技术(包括一维和二维核磁共振分析、ECD 计算和 X 射线晶体学)进行了综合分析。有趣的是,我们发现化合物 1 是在甲醇溶液中由卡拉非辛(4)自发转化而来的。我们评估了所有分离出的化合物对五种人类癌症细胞系的细胞毒性潜力:A549、HepG2、BxPC-3、SW620 和 C4-2B。化合物 1、2、4 和 5 显示出显著的细胞毒性,其 IC50 值低于 2.382 μM,表明它们具有作为抗癌剂的潜力。这些发现凸显了利用单分子伸展测定和分子网络相结合的方法高效发现具有潜在治疗应用价值的新型天然产物的重要性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
ACS Applied Bio Materials
ACS Applied Bio Materials Chemistry-Chemistry (all)
CiteScore
9.40
自引率
2.10%
发文量
464
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