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从卵叶杜鹃兰内生真菌中发现的生物次生代谢产物。

Biological Secondary Metabolites from the Lumnitzera littorea-Derived Fungus Penicillium oxalicum HLLG-13.

机构信息

Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China.

Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Haikou 571158, China.

出版信息

Mar Drugs. 2022 Dec 27;21(1):22. doi: 10.3390/md21010022.

DOI:10.3390/md21010022
PMID:36662195
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9860879/
Abstract

Five new compounds, including two cyclopiane diterpenes conidiogenones J and K (-), a steroid andrastin H (), an alkaloid ()-4-(5-acetoxy--hydroxy-3-methylpent-2-enamido) butanoate (), and an aliphatic acid ()-5-acetoxy-3-methylpent-2-enoic acid (), together with ten known compounds (- and -) were isolated from the EtOAc extract of the fermentation broth of the -derived fungus HLLG-13. Their structures were elucidated by 1D, 2D NMR, and HR-ESI-MS spectral analyses. The absolute configurations of , , and were determined by quantum chemical electronic circular dichroism (ECD) calculations, and the absolute configuration of was determined for the first time. Compound was a new natural product, and its NMR data were reported for the first time. Compounds and - exhibited antibacterial activities against and , with MIC values ranging from 6.25 to 25 μg/ mL. Compounds - and - showed significant growth inhibition activities against newly hatched Hubner larvae, with IC values ranging from 50 to 200 μg/mL.

摘要

从真菌 HLLG-13 的发酵液的 EtOAc 提取物中分离得到了五个新化合物,包括两个环丙二萜类化合物 conidiogenones J 和 K(-)、一种甾体 andrastin H()、一种生物碱()-4-(5-乙酰氧基--羟基-3-甲基戊-2-烯酰胺基)丁酸盐()和一种脂族酸()-5-乙酰氧基-3-甲基戊-2-烯酸(),以及十个已知化合物(-和-)。通过 1D、2D NMR 和 HR-ESI-MS 光谱分析阐明了它们的结构。通过量子化学电子圆二色性(ECD)计算确定了、、和的绝对构型,并且首次确定了的绝对构型。化合物是一种新的天然产物,其 NMR 数据也是首次报道。化合物和-对和表现出抗菌活性,MIC 值范围为 6.25 至 25 μg/ml。化合物-和-对新孵化的 幼虫表现出显著的生长抑制活性,IC 值范围为 50 至 200 μg/ml。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301c/9860879/5501bcc5b9e2/marinedrugs-21-00022-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301c/9860879/1c64ceaee5ae/marinedrugs-21-00022-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301c/9860879/5a24dd4b3aea/marinedrugs-21-00022-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301c/9860879/431097c47c6d/marinedrugs-21-00022-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301c/9860879/5501bcc5b9e2/marinedrugs-21-00022-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301c/9860879/1c64ceaee5ae/marinedrugs-21-00022-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301c/9860879/5a24dd4b3aea/marinedrugs-21-00022-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301c/9860879/431097c47c6d/marinedrugs-21-00022-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/301c/9860879/5501bcc5b9e2/marinedrugs-21-00022-g004.jpg

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