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来自内生真菌sp. F46的七肽及其抗真菌和细胞毒性活性。

Heptaketides from the endophytic fungus sp. F46 and their antifungal and cytotoxic activities.

作者信息

Li Gang, Xu Ke, Chen Wen-Qi, Guo Zhi-Hao, Liu Yu-Tong, Qiao Ya-Nan, Sun Yong, Sun Gang, Peng Xiao-Ping, Lou Hong-Xiang

机构信息

Department of Natural Medicinal Chemistry and Pharmacognosy, School of Pharmacy, Qingdao University Qingdao 266021 People's Republic of China

Department of Natural Product Chemistry, Key Laboratory of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University Jinan 250012 People's Republic of China.

出版信息

RSC Adv. 2019 Apr 26;9(23):12913-12920. doi: 10.1039/c9ra01956a. eCollection 2019 Apr 25.

DOI:10.1039/c9ra01956a
PMID:35520807
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9063763/
Abstract

Six new heptaketides, pleosporalins A-F (1-5, and 7), and a new heptaketide derivative, pleosporalin G (9), together with four biosynthetically related known compounds (6, 8, 10, and 11), were isolated from an endophytic fungus, sp. F46, found in the medicinal plant . The structures and stereochemistry of these compounds were established by extensive spectroscopic analyses including LC-HRMS, NMR spectroscopy, optical rotations, ECD calculations, and single-crystal X-ray diffraction. The antifungal activities of isolated compounds 1-11 were investigated against , and their cytotoxic activities were evaluated against A549, SMMC-721, and MDA-MB-231 cancer cell lines. Compound 1 was active against with an MIC of 128 μg mL, and compound 7 showed moderate cytotoxicity against MDA-MB-231 with an IC of 22.4 ± 1.1 μM. By comparing compounds 1 and 7 with structurally related metabolites, it was revealed that alterations to their C-1 or C-2 substitutions could significantly influence their antifungal or cytotoxic efficacies.

摘要

从药用植物中发现的内生真菌F46中分离出6种新的七聚酮化合物，即多节孢菌素A - F（1 - 5和7）、一种新的七聚酮衍生物多节孢菌素G（9），以及4种生物合成相关的已知化合物（6、8、10和11）。通过包括液相色谱 - 高分辨质谱、核磁共振光谱、旋光度、电子圆二色计算和单晶X射线衍射在内的广泛光谱分析确定了这些化合物的结构和立体化学。研究了分离得到的化合物1 - 11对[具体真菌名称缺失]的抗真菌活性，并评估了它们对A549、SMMC - 721和MDA - MB - 231癌细胞系的细胞毒性活性。化合物1对[具体真菌名称缺失]具有活性，最低抑菌浓度为128 μg/mL，化合物7对MDA - MB - 231显示出中等细胞毒性，半数抑制浓度为22.4±1.1 μM。通过将化合物1和7与其结构相关的代谢物进行比较，发现其C - 1或C - 2取代基的改变会显著影响它们的抗真菌或细胞毒性效力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/add34421e7c7/c9ra01956a-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/2c637e9335cb/c9ra01956a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/8041dfbed23b/c9ra01956a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/5847435a2f0e/c9ra01956a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/9e8f9506fc7f/c9ra01956a-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/add34421e7c7/c9ra01956a-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/2c637e9335cb/c9ra01956a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/8041dfbed23b/c9ra01956a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/5847435a2f0e/c9ra01956a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/9e8f9506fc7f/c9ra01956a-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec3a/9063763/add34421e7c7/c9ra01956a-f5.jpg

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