Macrostines A and B: Tetracyclic fisicoccane from the fungus Periconia macrospinosa WTG-10

Bing-Xian Li; Yan Shu; Sheng-Qi Zhang; Rui-Dang Yang; Lin-Lin Yao; Jia-Qi Liu; Shuai-Xing Liu; Jia-Peng Wang; Le Cai

doi:10.1016/j.fitote.2023.105429

Macrostines A and B: Tetracyclic fisicoccane from the fungus Periconia macrospinosa WTG-10

Fitoterapia. 2023 Mar:165:105429. doi: 10.1016/j.fitote.2023.105429. Epub 2023 Jan 14.

Authors

Bing-Xian Li¹, Yan Shu¹, Sheng-Qi Zhang¹, Rui-Dang Yang¹, Lin-Lin Yao¹, Jia-Qi Liu¹, Shuai-Xing Liu¹, Jia-Peng Wang², Le Cai³

Affiliations

¹ Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091, People's Republic of China.
² Yunnan Provincial Key Laboratory of Entomological Biopharmaceutical R&D, College of Pharmacy, Dali University, Dali 671000, Yunnan, People's Republic of China. Electronic address: jpwang@dali.edu.cn.
³ Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091, People's Republic of China. Electronic address: caile@ynu.edu.cn.

PMID: 36649761
DOI: 10.1016/j.fitote.2023.105429

Abstract

Two previous unreported fusicoccane diterpenoids macrostines A and B, together with seven known compounds were isolated from an extract of the fungus Periconia macrospinosa WTG-10. Their structures were elucidated by detailed analysis of spectroscopic data, NMR calculations with DP4+, and their absolute configurations were further determined by quantum chemical calculations of ECD spectra or X-crystallography. Macrostines A and B showed no cytotoxicity, antimicrobial activity and inhibitory effect on nitric oxide production in LPS-activated RAW264.7 macrophages. Compound 9 showed moderate activity against Bacillus subtilis.

Keywords: DP4 +; Fusicoccane diterpenoid; Macrostine; Periconia macrospinosa.

MeSH terms

Ascomycota* / chemistry
Diterpenes*
Magnetic Resonance Spectroscopy
Molecular Structure
Nitric Oxide

Substances

Diterpenes
Nitric Oxide

Supplementary concepts

Periconia macrospinosa