Spirochrains A-D, Four Caged [5,6,5] Spirocyclic Amides from an Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702 with Anti-RSV Activities

Mengjing Cong; Yinyan Li; Yanqin Li; Xiangliu Chen; Xiaoyan Pang; Yan Yan; Xinpeng Tian; Yonghong Liu; Jie Yang; Junfeng Wang

doi:10.1021/acs.orglett.4c04371

Spirochrains A-D, Four Caged [5,6,5] Spirocyclic Amides from an Antarctic Fungus Aspergillus ochraceopetaliformis SCSIO 05702 with Anti-RSV Activities

Org Lett. 2025 Jan 2. doi: 10.1021/acs.orglett.4c04371. Online ahead of print.

Authors

Mengjing Cong^{1

2}, Yinyan Li³, Yanqin Li¹, Xiangliu Chen^{1

2}, Xiaoyan Pang¹, Yan Yan¹, Xinpeng Tian¹, Yonghong Liu^{1

2}, Jie Yang³, Junfeng Wang^{1

2}

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 University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, China.
³ NMPA Key Laboratory for Research and Evaluation of Drug Metabolism, Guangdong Provincial Key Laboratory of New Drug Screening, Guangdong-Hongkong-Macao Joint Laboratory for New Drug Screening, School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, China.

PMID: 39745286
DOI: 10.1021/acs.orglett.4c04371

Abstract

Spirochrains A-D, four undescribed spirocyclic amides, were obtained from an Antarctic fungus, Aspergillus ochraceopetaliformis SCSIO 05702. Their structures were elucidated through spectroscopic analysis and quantum calculations. Spirochrains A-D possess a rarely reported cage-like 5/6/5 fused spirocyclic amide scaffold. Spirochrain B exerted antiviral effects by targeting the viral entry phase and inhibiting viral adsorption. Noteworthily, surface plasmon resonance (SPR) revealed strong binding affinity of 2 to RSV-G protein with a K_D value of 7.95 nM.