Photo-induced synthesis and antitumor activity of marine zygosporamide analogs containing the isoindolinone fragment. (24th October 2022)

• Record Type: Journal Article
• Authors: Zhao, Lishuang; Deng, Yuanhao; Ji, Yuxin; Guan, Fujing; Bao, Yujun; Li, Xuewei; Wei, Liguo
• Is Part Of: New journal of chemistry. Volume 46:Number 43(2022)
• Page Start: 20874
• Page End: 20878
• Publication Date: 2022-10-24
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/d2nj04004b
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : Two novel marine zygosporamide analogs with the isoindolinone fragment were synthesized, and the binding of the compounds with the EGFR protein of liver cancer cells was studied with the aim of explaining the bioactivity difference. Abstract : Marine cyclic peptides have become an important source for drug development. In this work, two novel cyclic peptide zygosporamide analogs with the isoindolinone fragment were prepared, which have broad-spectrum antitumor activity. We have tried to compare their bioactivities by changing the amino acid ( R - 3 Leu and S - 4 Leu) configuration. Notably, compound 8, with R - 3 Leu and S - 4 Leu residues, showed better inhibiting ability than that of compound 9, which contains S - 3 Leu and R - 4 Leu residues. Furthermore, careful molecular docking indicated that compound 8 presented stronger binding with the EGFR protein of liver cancer cells, providing an explanation for the difference in bioactivity. This research has provided a useful guide for peptide-based drug-target design.