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Glucagon-like peptide-1 secretagogues from the leaves of Oparanthus teikiteetinii

Huguet, Clément, Olatunji, Opeyemi Joshua, Real, Eleonore, Raharivelomanana, Phila, Urbain, Aurélie
Phytochemistry letters 2019 v.30 pp. 201-204
Asteraceae, cell lines, cell viability, chemical constituents of plants, glucagon-like peptide 1, intestines, leaves, mice, models, nuclear magnetic resonance spectroscopy, secretion, sesquiterpenoid lactones
In our search for natural compounds that stimulate glucagon-like peptide-1 secretion, an extract from the leaves of Oparanthus teikiteetinii (Asteraceae) was found to increase significantly GLP-1 secretion in vitro in a model cell line (mouse intestinal STC-1 cells). The phytochemical investigation of this extract resulted in the isolation of two new dihydrobenzofuran derivatives (1–2) identified as (2R)-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-ol (1) and (2S,3R)-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3,5-diol (2). Thirteen other compounds were isolated, including eight known dihydrobenzofuran derivatives (3-10), jasopyran (11), and four sesquiterpene lactones (12-15) including a new one, grandulin (15). Their structures were established mainly by NMR and HRESIMS analysis and by comparison with data reported in the literature. Tested on STC-1 cells at the concentration of 100 μM, compounds 7, 11, and 12 increased GLP-1 secretion by 305, 218, and 156% respectively, compared to control cells, without affecting cell viability.