Design, synthesis and biological evaluation of novel peptide MC2 analogues from Momordica charantia as potential anti-diabetic agents

Organic & Biomolecular Chemistry
Baowei YangWenlong Huang

Abstract

Three series of Momordica charantia (MC)2 analogues were designed, synthesized and evaluated for their anti-hyperglycaemic effects. Alanine scanning focusing on the peptide MC2 indicated the importance of the residues proline (Pro)(3), serine (Ser)(6), isoleucine (Ile)(7) and Ser(10) for anti-hyperglycaemic effects. Among the first series of MC2 analogues, peptide I-4 exhibited a better anti-hyperglycaemic effect and was chosen for further modification. A further two series of conformationally constrained analogues were designed by scanning the residues Pro(3), Ser(6), Ile(7), and Ser(10) with an i - (i + 2) lactam bridge consisting of a glutamic acid-Xaa-lysine (Glu-Xaa-Lys) scaffold and a diproline fragment. By screening in normal mice and mice with diabetes mellitus, peptides II-1, II-2 and III-3 showed a significant improvement in anti-hyperglycaemic and anti-oxidative activities compared with I-4. These data suggest that II-1, II-2 and III-3 could be candidates for future treatment of diabetes mellitus.

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Citations

Nov 12, 2015·Bioorganic & Medicinal Chemistry Letters·Srinivasa R TalaCarrie Haskell-Luevano
Aug 9, 2016·Journal of Peptide Science : an Official Publication of the European Peptide Society·Krista R WilsonEric J Williamson
Jul 12, 2017·Frontiers in Plant Science·Junjie CuiKailin Hu
Aug 16, 2018·MedChemComm·H ChilukuriM Fernandes
Jan 30, 2021·Evidence-based Complementary and Alternative Medicine : ECAM·Zhuo LiuHui Dong
Dec 19, 2020·Comprehensive Reviews in Food Science and Food Safety·Kong Fei ChaiWei Ning Chen

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