Volume 21, Issue 9 e202401303
Research Article

Three Undescribed Protoilludane-Type Sesquiterpene Aryl Esters from Armillaria gallica

Jing-Jing Zhang

Jing-Jing Zhang

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Key Laboratory of Research and Development for Natural Products, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Institute of International Rivers and Eco-Security, School of Pharmacy and School of Chemical Science and Technology, Yunnan University, Kunming, 650500 China

Southwest United Graduate School, Kunming, 650092 China

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Song-Xue Yang

Song-Xue Yang

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Key Laboratory of Research and Development for Natural Products, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Institute of International Rivers and Eco-Security, School of Pharmacy and School of Chemical Science and Technology, Yunnan University, Kunming, 650500 China

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Xing-Jie Zhang

Xing-Jie Zhang

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Key Laboratory of Research and Development for Natural Products, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Institute of International Rivers and Eco-Security, School of Pharmacy and School of Chemical Science and Technology, Yunnan University, Kunming, 650500 China

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Na Li

Na Li

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Key Laboratory of Research and Development for Natural Products, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Institute of International Rivers and Eco-Security, School of Pharmacy and School of Chemical Science and Technology, Yunnan University, Kunming, 650500 China

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Xiao-Ting He

Xiao-Ting He

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Key Laboratory of Research and Development for Natural Products, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Institute of International Rivers and Eco-Security, School of Pharmacy and School of Chemical Science and Technology, Yunnan University, Kunming, 650500 China

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Wei-Lie Xiao

Corresponding Author

Wei-Lie Xiao

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Key Laboratory of Research and Development for Natural Products, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Institute of International Rivers and Eco-Security, School of Pharmacy and School of Chemical Science and Technology, Yunnan University, Kunming, 650500 China

Southwest United Graduate School, Kunming, 650092 China

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Li-Jun Cheng

Corresponding Author

Li-Jun Cheng

Yunnan Key Laboratory of Gastrodia and Fungi Symbiotic Biology, Zhaotong University, Zhaotong, 65700 China

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Xiao-Li Li

Corresponding Author

Xiao-Li Li

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Key Laboratory of Research and Development for Natural Products, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Institute of International Rivers and Eco-Security, School of Pharmacy and School of Chemical Science and Technology, Yunnan University, Kunming, 650500 China

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First published: 01 July 2024

Abstract

Three previously undescribed protoilludane-type sesquiterpene aryl esters, armillanals A−C (13), along with seven known ones (410) were obtained from Armillaria gallica Marxm. & Romagn. Compounds 1 and 2 were a rare class of sesquiterpenes featuring the Δ2(3) and Δ12(13)-protoilludane skeleton. Their structures were established by extensive spectroscopic methods. Based on electronic circular dichroism (ECD) calculations, the absolute configurations of three new compounds (13) were determined. The anti-inflammatory activity of compounds 110 was screened and compound 3 could dose-dependently decrease the level of lactate dehydrogenase, showing IC50 value of 4.525 μM.

Graphical Abstract

Conflict of Interests

The authors declare no conflict of interest.

Data Availability Statement

The data that support the findings of this study are available in the supplementary material of this article.

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