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绿木霉胡萝卜素A - M,来自绿木霉的13种未描述的胡萝卜烷倍半萜。

Virenscarotins A-M, thirteen undescribed carotane sesquiterpenes from the fungus Trichoderma virens.

作者信息

Liang Yu, Li Dongyan, Zheng Yuyi, Shen Yong, Li Qin, Wei Mengsha, Yang Haojie, Ye Saiyi, Chen Chunmei, Zhu Hucheng, Zhang Yonghui

机构信息

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, Hubei Province, People's Republic of China.

Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

出版信息

Phytochemistry. 2022 Nov;203:113368. doi: 10.1016/j.phytochem.2022.113368. Epub 2022 Aug 14.

DOI:10.1016/j.phytochem.2022.113368
PMID:35977601
Abstract

A document investigation on the fungus Trichoderma virens led to the isolation of thirteen undescribed carotane sesquiterpenes and homologous. All structures were elucidated on the basis of NMR and HRESIMS data, and their absolute configurations were assigned by ECD calculation. Especially, virenscarotins A and B were first ramifications forged by aldol condensation of 4-hydroxy-3-isopentenyl-benzaldehyde with two hydroxyl groups in ring A of traditional carotane sesquiterpenes. Ring rearrangement/expansion and oxidative cleavage of normal carotane sesquiterpenes lead to the six-membered ring A of compound virenscarotin C and the ring A cleavage of compound virenscarotin D. All compounds were evaluated for cytotoxic, anti-inflammatory, and seed germination inhibitory activities.

摘要

一项关于绿色木霉的文献研究导致分离出13种未描述的胡萝卜烷倍半萜及其同系物。所有结构均根据核磁共振(NMR)和高分辨电喷雾电离质谱(HRESIMS)数据进行阐明,其绝对构型通过电子圆二色光谱(ECD)计算确定。特别是,绿色木霉胡萝卜素A和B是4-羟基-3-异戊烯基苯甲醛与传统胡萝卜烷倍半萜A环中的两个羟基通过羟醛缩合首次形成的衍生物。正常胡萝卜烷倍半萜的环重排/扩展和氧化裂解导致化合物绿色木霉胡萝卜素C的六元A环和化合物绿色木霉胡萝卜素D的A环裂解。对所有化合物进行了细胞毒性、抗炎和种子萌发抑制活性评估。

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