Isoprenylated Flavonoids with PTP1B Inhibition from Macaranga denticulata

Natural Products and Bioprospecting
Lai-Bin ZhangAi-Jun Hou

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.

References

Dec 15, 1995·Journal of Ethnopharmacology·A NickO Sticher
Mar 26, 2005·Current Medicinal Chemistry·Bruno BottaGiuliano Delle Monache
Jan 25, 2008·Acta Pharmacologica Sinica·Lei ShiJia Li
Oct 9, 2013·Natural Product Research·Roshan R KulkarniSwati P Joshi
Dec 3, 2014·Phytochemistry·Meng WangAi-Jun Hou
Jun 18, 2015·Chemistry & Biodiversity·Meng WangAi-Jun Hou
Oct 2, 2015·Organic Letters·Hai-Bing LiaoAi-Jun Hou

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Citations

Oct 3, 2018·Current Medicinal Chemistry·Sonia RochaMarisa Freitas
Jul 12, 2019·Natural Product Research·Tran Nguyen Vu LeVan Cuong Pham
Feb 9, 2021·Critical Reviews in Food Science and Nutrition·Carina ProençaEduarda Fernandes

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BETA
NMR

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Prism

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