Xylarcurcosides A-C, three novel isopimarane-type diterpene glycosides from Xylaria curta YSJ-5

Shanshan Wei; Chen Chen; Jiaying Lai; Yanjiang Zhang; Xinmiao Nong; Fangfang Duan; Ping Wu; Sasa Wang; Haibo Tan

doi:10.1016/j.carres.2023.108987

Xylarcurcosides A-C, three novel isopimarane-type diterpene glycosides from Xylaria curta YSJ-5

Carbohydr Res. 2024 Jan:535:108987. doi: 10.1016/j.carres.2023.108987. Epub 2023 Nov 23.

Authors

Shanshan Wei¹, Chen Chen², Jiaying Lai¹, Yanjiang Zhang², Xinmiao Nong², Fangfang Duan², Ping Wu², Sasa Wang³, Haibo Tan⁴

Affiliations

¹ Key Laboratory of South China Agricultural Plant Molecular Analysis and Genetic Improvement, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou, 510650, China; University of Chinese Academy of Sciences, Beijing, 100049, China.
² Key Laboratory of South China Agricultural Plant Molecular Analysis and Genetic Improvement, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou, 510650, China.
³ Key Laboratory of Chemistry and Engineering of Forest Products, Guangxi Minzu University, Nanning, 530006, China. Electronic address: wgsasa@163.com.
⁴ Key Laboratory of South China Agricultural Plant Molecular Analysis and Genetic Improvement, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou, 510650, China; National Engineering Research Center of Navel Orange, Gannan Normal University, Ganzhou, 341000, China. Electronic address: tanhaibo@scbg.ac.cn.

PMID: 38048745
DOI: 10.1016/j.carres.2023.108987

Abstract

Three previously undescribed isopimarane-type diterpene glycosides named as xylarcurcosides A-C (1-3) along with two known ones 16-α-d-mannopyranosyloxyisopimar-7-en-19-oic acid (4) and hypoxylonoid A (5) were successfully isolated from an ethyl acetate extract of the endophytic fungus Xylaria curta YSJ-5 growing in leaves of Alpinia zerumbet. The spectroscopic methods, electronic circular dichroism (ECD) calculations, and X-ray diffraction experiments were conducted to identify their absolute chemical structures. All these compounds were tested for in vitro cytotoxic, anti-inflammatory, α-glucosidase inhibitory, and antibacterial activities. As a result, these novel compounds demonstrated no obvious cytotoxic and antibacterial activity.

Keywords: Antibacterial activity; Cytotoxic activity; Endophytic fungus; Isopimarane-type diterpene glycosides; Xylaria curta.

MeSH terms

Abietanes
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology
Antineoplastic Agents* / chemistry
Ascomycota*
Diterpenes* / chemistry
Diterpenes* / pharmacology
Glycosides / chemistry
Molecular Structure
Xylariales* / chemistry

Substances

Abietanes
Glycosides
Diterpenes
Anti-Bacterial Agents
Antineoplastic Agents

Supplementary concepts

Xylaria curta