Punicesterones A-G, polyhydroxylated mycoecdysteroids from the deep-sea-derived fungus Aspergillus puniceus SCSIO z021

Zhong-Hui Huang; Xiao Liang; Qiong Gu; Xuan Ma; Shu-Hua Qi

doi:10.1016/j.phytochem.2022.113511

Punicesterones A-G, polyhydroxylated mycoecdysteroids from the deep-sea-derived fungus Aspergillus puniceus SCSIO z021

Phytochemistry. 2023 Jan:205:113511. doi: 10.1016/j.phytochem.2022.113511. Epub 2022 Nov 11.

Authors

Zhong-Hui Huang¹, Xiao Liang¹, Qiong Gu², Xuan Ma¹, Shu-Hua Qi³

Affiliations

¹ CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China.
² Research Center for Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.
³ CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China; Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), Guangzhou 511458, China. Electronic address: shuhuaqi@scsio.ac.cn.

PMID: 36372238
DOI: 10.1016/j.phytochem.2022.113511

Abstract

Seven undescribed polyhydroxylated mycoecdysteroids, punicesterones A-G, along with two known analogues, were isolated from the deep-sea-derived fungal strain Aspergillus puniceus SCSIO z021 (Trichocomaceae). Their structures with absolute configurations were elucidated by a combination of extensive NMR spectroscopic analysis, HRESIMS data, and single-crystal X-ray diffraction experiments. Punicesterone An unexpectedly possessed a nicotinoyl unit substituted at C-22 of a typical ecdysteroid skeleton. All of the isolated compounds were evaluated for their anti-inflammatory, lipid-lowering, and antibacterial activities. Punicesterones B and C showed the activity of reducing triglyceride in 3T3-L1 adipocytes in a dosage-dependent manner, and also exhibited antibacterial activity against five pathogens.

Keywords: Antibacterial activity; Aspergillus puniceus; Cytotoxicity; Mycoecdysteroids; Trichocomaceae.

MeSH terms

Anti-Bacterial Agents / chemistry
Aspergillus* / chemistry
Fungi*
Molecular Structure

Substances

Anti-Bacterial Agents

Supplementary concepts

Aspergillus puniceus