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Targeted Isolation of N-Acetylcysteine-Containing Angucycline Derivatives from Streptomyces sp. MC16 and Their Antiproliferative Effects.


ABSTRACT: Liquid chromatography-mass spectrometry (LC-MS/MS)-based molecular networking analysis was applied to Streptomyces sp. MC16. The automatic classification of the MolNetEnhancer module revealed that its major constituent was an angucycline derivative. By targeted isolation of unique clusters in the molecular network, which showed different patterns from typical angucycline compounds, two new N-acetylcysteine-attached angucycline derivatives (1 and 2) were isolated. The structures were elucidated based on intensive NMR analysis and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). All isolated compounds (1-4) were tested for their inhibitory effects on the proliferation of A431, A549, and HeLa cell lines. Antibiotics 100-1 (3) and vineomycinone B2 (4) showed moderate inhibitory effects on these three cell lines with IC50 values ranging from 18.5 to 59.0 μM, while compounds 1 and 2 with an additional N-acetylcysteine residue showed weak inhibitory effects only on the HeLa cell line with IC50 values of 54.7 and 65.2 μM, respectively.

SUBMITTER: Kim JG 

PROVIDER: S-EPMC10586447 | biostudies-literature | 2023 Oct

REPOSITORIES: biostudies-literature

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Targeted Isolation of <i>N</i>-Acetylcysteine-Containing Angucycline Derivatives from <i>Streptomyces</i> sp. MC16 and Their Antiproliferative Effects.

Kim Jun Gu JG   Lee Byeongsan B   Han Jae Sang JS   Oh Taehoon T   Park Beomcheol B   Cho Yong Beom YB   An Beom Kyun BK   Choi Jin Won JW   Ko Sung-Kyun SK   Lee Mi Kyeong MK   Hong Young-Soo YS   Hwang Bang Yeon BY  

ACS omega 20231006 41


Liquid chromatography-mass spectrometry (LC-MS/MS)-based molecular networking analysis was applied to <i>Streptomyces</i> sp. MC16. The automatic classification of the MolNetEnhancer module revealed that its major constituent was an angucycline derivative. By targeted isolation of unique clusters in the molecular network, which showed different patterns from typical angucycline compounds, two new <i>N</i>-acetylcysteine-attached angucycline derivatives (<b>1</b> and <b>2</b>) were isolated. The  ...[more]

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