Isolation and Characterization of Antibacterial Carotane Sesquiterpenes from Artemisia argyi Associated Endophytic Trichoderma virens QA-8.

Isolation and Characterization of Antibacterial Carotane Sesquiterpenes from Artemisia argyi Associated Endophytic Trichoderma virens QA-8.
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艾草相关内生木霉 QA-8 中抗菌胡萝卜素倍半萜的分离和表征

DOI:
10.3390/antibiotics10020213
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发表时间:
2021-02-20
期刊:
Antibiotics (Basel, Switzerland)
影响因子:
--
通讯作者:
Li XM
Li XM
中科院分区:
其他
文献类型:
--
作者:
Shi XS;Song YP;Meng LH;Yang SQ;Wang DJ;Zhou XW;Ji NY;Wang BG;Li XM

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胡萝卜烷倍半萜常见于植物中,但在真菌界中很少报道。绿色木霉 QA-8 的化学研究,这是一种与生长的药草艾蒿 H. Lév 的内根组织相关的内生真菌。和 Vaniot,分离并表征了五种新的胡萝卜素倍半萜三胡胡萝卜素 I-M (1-5),它们具有不同的取代模式,以及七种已知的相关类似物 (6-12)。这些化合物的结构是在对其 NMR 和质谱数据进行详细解释的基础上确定的,并且通过 X 射线晶体学分析确认了包括化合物 1-3、5、9 和 10 的相对构型和绝对构型在内的结构。在抗菌测定中,所有分离株均表现出对大肠杆菌 EMBLC-1 的有效活性,MIC 值范围为 0.5 至 32 µg/mL,而 7β-羟基 CAF-603 (7) 强烈抑制藤黄微球菌 QDIO-3 (MIC = 0.5 µg/mL)。讨论了这些化合物的构效关系。这项研究的结果表明,来自种植药草艾草的内生真菌 T. virens QA-8 是抗菌胡萝卜素倍半萜的丰富来源,其中一些可能值得进一步研究,以开发为新型抗菌剂。
Carotane sesquiterpenes are commonly found in plants but are infrequently reported in the fungal kingdom. Chemical investigation of Trichoderma virens QA-8, an endophytic fungus associated with the inner root tissue of the grown medicinal herb Artemisia argyi H. Lév. and Vaniot, resulted in the isolation and characterization of five new carotane sesquiterpenes trichocarotins I–M (1–5), which have diverse substitution patterns, and seven known related analogues (6–12). The structures of these compounds were established on the basis of a detailed interpretation of their NMR and mass spectroscopic data, and the structures including the relative and absolute configurations of compounds 1–3, 5, 9, and 10 were confirmed by X-ray crystallographic analysis. In the antibacterial assays, all isolates exhibited potent activity against Escherichia coli EMBLC-1, with MIC values ranging from 0.5 to 32 µg/mL, while 7β-hydroxy CAF-603 (7) strongly inhibited Micrococcus luteus QDIO-3 (MIC = 0.5 µg/mL). Structure-activity relationships of these compounds were discussed. The results from this study demonstrate that the endophytic fungus T. virens QA-8 from the planted medicinal herb A. argyi is a rich source of antibacterial carotane sesquiterpenes, and some of them might be interesting for further study to be developed as novel antibacterial agents.
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