Isoflavonoids from Crotalaria albida Inhibit Adipocyte Differentiation and Lipid Accumulation in 3T3-L1 Cells via Suppression of PPAR-γ Pathway

Two 2″-isopropenyl dihydrofuran isoflavonoids (1 and 3), one 2″-isopropenyl dihydrofuran chromone (2), as well as 13 known compounds were isolated from the herbs of Crotalaria albida. Their structures and relative configurations were elucidated via NMR and HRESIMS analyses. The 2″ S absolute configu...

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Veröffentlicht in:	PloS one 2015-08, Vol.10 (8), p.e0135893-e0135893
Hauptverfasser:	Sun, Qinhu, Chou, Guixin
Format:	Artikel
Sprache:	eng
Schlagworte:	3T3-L1 Cells Absolute configuration Accumulation Adipocytes Adipocytes - cytology Adipocytes - drug effects Adipocytes - metabolism Animals Cell Differentiation - drug effects Chinese medicine Configurations Crotalaria - chemistry Crotalaria albida Diabetes Differentiation Down-Regulation - drug effects Drug Discovery Fabaceae Flavonoids Flavonoids - chemistry Flavonoids - isolation & purification Flavonoids - pharmacology Glucose HEK293 Cells Humans Isoflavonoids Laboratories Lipid Metabolism - drug effects Lipids Metabolism Metabolites Mice Natural products NMR Nuclear magnetic resonance Obesity Papilionoideae Peroxisome proliferator-activated receptors PPAR gamma - antagonists & inhibitors PPAR gamma - genetics PPAR gamma - metabolism R&D Research & development Single crystals Transcription, Genetic - drug effects X-ray diffraction
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Zusammenfassung:	Two 2″-isopropenyl dihydrofuran isoflavonoids (1 and 3), one 2″-isopropenyl dihydrofuran chromone (2), as well as 13 known compounds were isolated from the herbs of Crotalaria albida. Their structures and relative configurations were elucidated via NMR and HRESIMS analyses. The 2″ S absolute configuration of 1 and 2 were deduced by comparing their NOESY spectra with that of 3, which was determined via single crystal X-ray diffraction (CuKα). The 3R absolute configuration of 1 was determined by CD. Compounds 1, 2, and 3 inhibit the adipocyte differentiation and lipid accumulation of 3T3-L1 through down-regulation of PPAR-γ activity.
ISSN:	1932-6203 1932-6203
DOI:	10.1371/journal.pone.0135893