Studies toward synthesis of the core skeleton of spiroaspertrione A

Zhong-Hui Shen; Si-Yuan Lu; Jing-Yun Zheng; Xiang-Zhi Zhang; Jin-Bao Peng; Ai-Jun Ma

doi:10.3389/fchem.2022.1022533

Studies toward synthesis of the core skeleton of spiroaspertrione A

Front Chem. 2022 Oct 5:10:1022533. doi: 10.3389/fchem.2022.1022533. eCollection 2022.

Authors

Zhong-Hui Shen¹, Si-Yuan Lu¹, Jing-Yun Zheng¹, Xiang-Zhi Zhang¹, Jin-Bao Peng¹, Ai-Jun Ma¹

Affiliation

¹ School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, China.

Abstract

Bioassay-guided isolation of spiroaspertrione A from cultures of Aspergillus sp. TJ23 in 2017 demonstrated potent resensitization of oxacillin against methicillin-resistant Staphylococcus aureus by lowering the oxacillin minimal inhibitory concentration up to 32-fold. To construct this unique spiro[bicyclo[3.2.2]nonane-2,1'-cyclohexane] system, a protocol for ceric ammonium nitrate-induced intramolecular cross-coupling of silyl enolate is disclosed.

Keywords: core skeleton; natural product; spiroaspertrione A; studies; synthesis.