1. Academic Validation
  2. Globunoids A-D, undescribed bichalconoid and biflavanoids with α-glucosidase and α-amylase inhibitory activities from Knema globularia stems

Globunoids A-D, undescribed bichalconoid and biflavanoids with α-glucosidase and α-amylase inhibitory activities from Knema globularia stems

  • Phytochemistry. 2024 Mar 15:221:114066. doi: 10.1016/j.phytochem.2024.114066.
Thi-Kim-Dung Le 1 Yusuke Hioki 2 Thuc-Huy Duong 3 Masaki Kita 2 Warinthorn Chavasiri 4
Affiliations

Affiliations

  • 1 Center of Excellence in Natural Products Chemistry, Department of Chemistry, Chulalongkorn University, Pathumwan, Bangkok, 10330, Thailand.
  • 2 Graduate School of Bioagricultural Sciences, Nagoya University, Nagoya, 464-8601, Japan.
  • 3 Department of Chemistry, Ho Chi Minh City University of Education, 280 an Duong Vuong Street, District 5, Ho Chi Minh City, 748342, Viet Nam.
  • 4 Center of Excellence in Natural Products Chemistry, Department of Chemistry, Chulalongkorn University, Pathumwan, Bangkok, 10330, Thailand; Nanotec-CU Center of Excellence on Food and Agriculture, Department of Chemistry, Chulalongkorn University, Bangkok, 10330, Thailand. Electronic address: [email protected].
Abstract

A bichalconoid, globunoid A (1) and three biflavanones, globunoids B-D (2-4), previously undescribed, were isolated from the stems of Knema globularia, along with fourteen known analogues 5-18. The chemical structures of 1-4 were elucidated by the comprehensive spectroscopic analysis including UV, IR, HRESIMS, and NMR; the absolute configurations were determined based on their NOESY data, DP4+ statistical analysis, and ECD calculation. Up to now, compounds 2 and 3 represent the first 3,3″-linked biflavanone structures. Among the isolated compounds, 2, 3, and 2,3-dihydrocalodenin B (6) potently inhibited α-glucosidase and α-amylase activities, with IC50 values in the range 1.1-7.5 μM. Furthermore, the most active compound 6 was found to be a non-competitive inhibitor against these two enzymes.

Keywords

Bichalconoid; Biflavonoids; Knema globularia (Lam.) Warb.; Myristicaceae; α-Amylase inhibitory activity; α-Glucosidase inhibitory activity.

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