Discovery of Structurally Diverse γ-Pyrone-Type Diterpenoids Produced by the Fungus Mariannaea sp. FKR-1011 from Zamami Island

IF 3.6 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-07-29 DOI:10.1021/acs.jnatprod.5c00223

Kazuki Tani, Miyu Wakatsuki, Masahiro Wada, Kenichi Nonaka, Yuta Kikuchi, So-ichiro Kimura, Yoshihiro Watanabe, Rei Hokari, Tomoyasu Hirose, Masako Honsho, Yukihiro Asami, Hayama Tsutsumi, Yuki Inahashi, Masato Iwatsuki, Hidehito Matsui, Toshiaki Sunazuka, Hideaki Hanaki, Toshiaki Teruya and Takahiro Ishii*,

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引用次数: 0

Abstract

Seven γ-pyrone-type diterpenoids, including four new compounds (candelalides D–G (1–4)) and three known compounds (candelalides A–C (5–7)), were isolated from the solid culture material of the fungus Mariannaea sp. strain FKR-1011, obtained from Zamami Island, Okinawa, Japan. The chemical structures and relative configurations of 1–4 were determined by spectroscopic analysis such as FT-IR, NMR, and HR-ESI-MS. The absolute configurations of 1–4 were determined through extensive spectroscopic data analysis and TDDFT-ECD calculations. The isolated compounds were tested for biological activity, revealing antibacterial activity against methicillin-resistant Staphylococcus aureus in combination with β-lactam antibiotics and antimalarial activity against Plasmodium falciparum K1 and FCR3 strains.

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Zamami岛Mariannaea sp. FKR-1011产γ- pyroone型二萜结构多样性的发现。

从产自日本冲绳扎美岛的Mariannaea sp.菌株fkm -1011的固体培养物中分离得到7个γ-吡咯型二萜类化合物，包括4个新化合物（candelalides D-G(1-4)）和3个已知化合物（candelalides A-C(5-7)）。通过FT-IR、NMR、HR-ESI-MS等光谱分析确定了1-4的化学结构和相对构型。通过广泛的光谱数据分析和TDDFT-ECD计算，确定了1-4的绝对构型。对分离得到的化合物进行了生物活性检测，发现其对耐甲氧西林金黄色葡萄球菌联合β-内酰胺类抗生素具有抗菌活性，对恶性疟原虫K1和FCR3菌株具有抗疟活性。

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

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.