1. Academic Validation
  2. Isoprenylated Flavonoids with PTP1B Inhibition from Macaranga denticulata

Isoprenylated Flavonoids with PTP1B Inhibition from Macaranga denticulata

  • Nat Prod Bioprospect. 2016 Feb;6(1):25-30. doi: 10.1007/s13659-015-0082-2.
Lai-Bin Zhang 1 2 Chun Lei 1 Li-Xin Gao 3 Jing-Ya Li 3 Jia Li 3 Ai-Jun Hou 4
Affiliations

Affiliations

  • 1 Department of Pharmacognosy, School of Pharmacy, Fudan University, 826 Zhang Heng Road, Shanghai, 201203, People's Republic of China.
  • 2 Department of Chinese Medicine, School of Pharmacy, Xinxiang Medical University, 601 Jin Sui Road, Xinxiang, 453003, People's Republic of China.
  • 3 National Center for Drug Screening, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 189 Guo Shou Jing Road, Shanghai, 201203, People's Republic of China.
  • 4 Department of Pharmacognosy, School of Pharmacy, Fudan University, 826 Zhang Heng Road, Shanghai, 201203, People's Republic of China. ajhou@shmu.edu.cn.
Abstract

Three new C-methylated and isoprenylated chalcone derivatives, dentichalcones A-C (1-3), together with six known compounds (4-9), were isolated from the twigs and leaves of Macaranga denticulata. Their structures were elucidated by spectroscopic analysis, including 1D, 2D NMR, and MS data. The known compounds, (2E)-1-(5,7-dihydroxy-2,2,6-trimethyl-2H-benzopyran-8-yl)-3-(4-methoxyphenyl)-2-propen-1-one (4), (2E)-1-(5,7-dihydroxy-2,2-dimethyl-2H-benzopyran-8-yl)-3-phenyl-2-propen-1-one (5), laxichalcone (6), macarangin (7), bonanniol A (8), and bonannione A (9), showed inhibitory activities against protein tyrosine Phosphatase 1B (PTP1B) in vitro. Three new C-methylated and isoprenylated chalcone derivatives, dentichalcones A-C (1-3), together with six known compounds, were isolated from the twigs and leaves of Macaranga denticulata. Some compounds showed inhibitory activities against PTP1B in vitro.

Keywords

Dentichalcones A–C; Euphorbiaceae; Isoprenylated flavonoids; Macaranga denticulata; Protein tyrosine phosphatase 1B.

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