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来自根际的副疣菌素A - F、拒食和抗植物病原聚酮化合物以及与寄主植物共培养诱导的生物活性增强

Paraverrucsins A-F, Antifeedant, and Antiphytopathogenic Polyketides from Rhizospheric and Induced Bioactivity Enhancement by Coculturing with Host Plant .

作者信息

Hu Ming, Yang Xue-Qiong, Wang Cui-Fang, Zhao Tong-De, Wang Dai-Li, Yang Ya-Bin, Ding Zhong-Tao

机构信息

Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, Yunnan University, 2nd Cuihu North Road, Kunming 650091, China.

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry Education and Yunnan Province, School of Chemical Science and Technology, Yunnan University, 2nd Cuihu North Road, Kunming 650091, China.

出版信息

ACS Omega. 2020 Nov 17;5(47):30596-30602. doi: 10.1021/acsomega.0c04548. eCollection 2020 Dec 1.

DOI:10.1021/acsomega.0c04548
PMID:33283108
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7711696/
Abstract

Six new polyketides named paraverrucsins A-F (-) with oxabicyclic and dioxatricyclic skeletons, together with eight known metabolites (-), were discovered and isolated from the fermentation medium of . Paraverrucsin A-C possessed a novel decarboxylated skeleton compared with that of trichocladinols. Their structures were elucidated by extensive spectral analysis and DP4+ calculations. Paraverrucsins B/C and D/E were isolated as a mixture for the mutarotation occurred at C-2. Paraverrucsins B/C, D/E, F/trichocladinol B, , and displayed antifeedant activities against silkworm larvae, with antifeedant index percentages ranging from 62.5 to 93.0%, at a concentration of 50 μg/cm. Among them, Paraverrucsins B/C and had EC values at 13.9 and 18.2 μg/cm. Most compounds showed antifungal activities against phytopathogenic fungi with minimum inhibitory concentration (MIC) values of 16-64 μg/mL. Coculture of and host plant leads to the enhancement of antifeedant and antiphytopathogenic activities Compounds , /, /, / were tested for cytotoxicity against five human carcinoma cell lines, HL-60, A549, MCF-7, SW480, and SMMC-7721, while they exhibited selected cytotoxicity against SW480 with inhibition ratios of 32-38% at a concentration of 40 μM.

摘要

从……的发酵培养基中发现并分离出六种具有氧杂双环和二氧杂三环骨架的新聚酮化合物,命名为副疣孢菌素A - F(-),以及八种已知代谢产物(-)。与曲枝菌醇相比,副疣孢菌素A - C具有一种新型的脱羧骨架。通过广泛的光谱分析和DP4 +计算阐明了它们的结构。由于在C - 2处发生变旋光现象,副疣孢菌素B/C和D/E以混合物形式分离得到。副疣孢菌素B/C、D/E、F/曲枝菌醇B以及……在浓度为50μg/cm时,对家蚕幼虫表现出拒食活性,拒食指数百分比范围为62.5%至93.0%。其中,副疣孢菌素B/C和……的EC值分别为13.9和18.2μg/cm。大多数化合物对植物病原真菌表现出抗真菌活性,最低抑菌浓度(MIC)值为16 - 64μg/mL。……与宿主植物……共培养导致拒食和抗植物病原活性增强。对化合物……、……/……、……/……、……/……针对五种人类癌细胞系HL - 60、A549、MCF - 7、SW480和SMMC - 7721进行了细胞毒性测试,它们在浓度为40μM时对SW480表现出一定的细胞毒性,抑制率为32 - 38%。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/43cba2f054b0/ao0c04548_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/7fbfe4141de6/ao0c04548_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/4bc4a1452ebd/ao0c04548_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/3974be8e6816/ao0c04548_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/1a42e937f9f4/ao0c04548_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/27ede8c44201/ao0c04548_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/6bbaaa6dd077/ao0c04548_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/43cba2f054b0/ao0c04548_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/7fbfe4141de6/ao0c04548_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/4bc4a1452ebd/ao0c04548_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/3974be8e6816/ao0c04548_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/1a42e937f9f4/ao0c04548_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/27ede8c44201/ao0c04548_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/6bbaaa6dd077/ao0c04548_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca3f/7711696/43cba2f054b0/ao0c04548_0008.jpg

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