2. Academic Validation
  3. Construction of 3-oxo-3H-spiro[benzofuran-2,1'-cyclopentane] carboxylic acid derivatives via phosphine-catalyzed [4 + 1] annulations and their biological evaluation against fibrosis

Construction of 3-oxo-3H-spiro[benzofuran-2,1'-cyclopentane] carboxylic acid derivatives via phosphine-catalyzed [4 + 1] annulations and their biological evaluation against fibrosis

  • Bioorg Med Chem. 2025 Jul 1:124:118192. doi: 10.1016/j.bmc.2025.118192.
Sheng-Hong Li 1,  Feng-Yi Lu 1,  Muralikrishna Katta 1,  Yun-Yun Liu 1,  Danling Huang 2,  Yong-Xian Cheng 3
Affiliations

Affiliations

  • 1 Institute for Inheritance-Based Innovation of Chinese Medicine, Guangdong Provincial Key Laboratory of Chinese Medicine Ingredients and Gut Microbiomics, School of Pharmacy, Shenzhen University Medical School, Shenzhen 518060, PR China.
  • 2 Institute for Inheritance-Based Innovation of Chinese Medicine, Guangdong Provincial Key Laboratory of Chinese Medicine Ingredients and Gut Microbiomics, School of Pharmacy, Shenzhen University Medical School, Shenzhen 518060, PR China. Electronic address: leonchemistry@szu.edu.cn.
  • 3 Institute for Inheritance-Based Innovation of Chinese Medicine, Guangdong Provincial Key Laboratory of Chinese Medicine Ingredients and Gut Microbiomics, School of Pharmacy, Shenzhen University Medical School, Shenzhen 518060, PR China. Electronic address: yxcheng@szu.edu.cn.
PMID: 40252564 DOI: 10.1016/j.bmc.2025.118192
Abstract

A novel phosphine-catalyzed [4 + 1] cyclization reaction was developed to construct the 3-oxo-3H-spiro[benzofuran-2,1'-cyclopentane] scaffold. Utilizing this innovative method, twenty diverse 3-oxo-3H-spiro[benzofuran-2,1'-cyclopentane] carboxylic acid derivatives were synthesized and evaluated for their anti-fibrotic activities. Compound L10-P1 possessed potential anti-fibrotic activity by inhibiting the expression of fibronectin, Collagen I, and α-SMA. This study presents a new synthetic route for 3H-spiro[benzofuran-2,1'-cyclopentan]-3-one derivatives, contributing valuable insights into the chemical and biological diversity of these compounds.

Keywords

Anti-fibrotic activity; Spirocyclic benzofuranones; [4+1] Cyclization.

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