New lignans from the perisperm of Sesamum indicum.
A procedure, based on XAD-4 adsorption resin, which permits the obtainment of enriched polyphenolic extracts from Sesamum indicum perisperm (coat) has been developed. Chemical analysis of the obtained extracts led to the identification of 16 lignans. Among them, two new lignans, (+)-saminol and (+)-episesaminone-9-O-beta-D-sophoroside, have been isolated. Additionally, the relative stereochemistry of (-)-sesamolactol, previously reported as todolactol A epimer, has been unequivocally defined using X-ray crystallography. The structures of all new compounds were determined by spectroscopic methods, mainly by the concerted application of 1D and 2D NMR techniques (HMQC, HMBC, and NOESY) and mass spectroscopy.
Grougnet
Raphael
R
Division of Pharmacognosy and Natural Products Chemistry, Department of Pharmacy, University of Athens, Panepistimiopolis Zografou, GR-15771 Athens, Greece.
Magiatis
Prokopios
P
Mitaku
Sofia
S
Terzis
Aris
A
Tillequin
François
F
Skaltsounis
Alexios-Leandros
AL
D018360:Crystallography, X-Ray; D017705:Lignans / Q000032:analysis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010936:Plant Extracts / Q000737:chemistry; D012639:Seeds / Q000737:chemistry*; D031685:Sesamum / Q000737:chemistry*
D017705:Lignans; D010936:Plant Extracts