New Cyclopiane Diterpenes and Polyketide Derivatives from Marine Sediment-Derived Fungus Penicillium antarcticum KMM 4670 and Their Biological Activities

被引：10

作者：

Yurchenko, Anton N. ^{[1
]}

Zhuravleva, Olesya I. ^{[1
,2
]}

Khmel, Olga O. ^{[2
]}

Oleynikova, Galina K. ^{[1
]}

Antonov, Alexandr S. ^{[1
]}

Kirichuk, Natalya N. ^{[1
]}

Chausova, Viktoria E. ^{[1
]}

Kalinovsky, Anatoly I. ^{[1
]}

Berdyshev, Dmitry V. ^{[1
]}

Kim, Natalya Y. ^{[1
]}

Popov, Roman S. ^{[1
]}

Chingizova, Ekaterina A. ^{[1
]}

Chingizov, Artur R. ^{[1
]}

Isaeva, Marina P. ^{[1
]}

Yurchenko, Ekaterina A. ^{[1
]}

机构：

[1] Russian Acad Sci, GB Elyakov Pacific Inst Bioorgan Chem, Far Eastern Branch, Prospect 100 Letiya Vladivostoka,159 Russky Isl, Vladivostok 690022, Russia

[2] Far Eastern Fed Univ, Inst High Technol & Adv Mat, 10 Ajax Bay, Vladivostok 690922, Russia

来源：

MARINE DRUGS | 2023年 / 21卷 / 11期

关键词：

Penicillium antarcticum; phylogeny; re-identification; cyclopianes; polyketides; antimicrobial activity; sortase A; cytotoxicity; CLADOSPORIN; METABOLITE; BIOSYNTHESIS; CHARMM; ACID;

D O I：

10.3390/md21110584

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Two new cyclopiane diterpenes and a new cladosporin precursor, together with four known related compounds, were isolated from the marine sediment-derived fungus Penicillium antarcticum KMM 4670, which was re-identified based on phylogenetic inference from ITS, BenA, CaM, and RPB2 gene regions. The absolute stereostructures of the isolated cyclopianes were determined using modified Mosher's method and quantum chemical calculations of the ECD spectra. The isolation from the natural source of two biosynthetic precursors of cladosporin from a natural source has been reported for the first time. The antimicrobial activities of the isolated compounds against Staphylococcus aureus, Escherichia coli, and Candida albicans as well as the inhibition of staphylococcal sortase A activity were investigated. Moreover, the cytotoxicity of the compounds to mammalian cardiomyocytes H9c2 was studied. As a result, new cyclopiane diterpene 13-epi-conidiogenone F was found to be a sortase A inhibitor and a promising anti-staphylococcal agent.

引用

页数：21

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