314263-97-3Relevant academic research and scientific papers
First synthesis of an O-glycosylated glucosinolate isolated from Moringa oleifera
Gueyrard,Barillari,Iori,Palmieri,Rollin
, p. 8307 - 8309 (2000)
Starting from L-rhamnose, the first synthesis of the major glucosinolate (1) isolated from Moringa oleifera seeds was effected in seven steps. (C) 2000 Elsevier Science Ltd.
Glucosinolate chemistry: Synthesis of O-glycosylated derivatives of glucosinalbin
Gueyrard, David,Iori, Renato,Tatibouet, Arnaud,Rollin, Patrick
experimental part, p. 3657 - 3664 (2010/09/03)
The synthesis of the major glucosinolate of Moringa oleifera and of other non-natural O-glycosylated derivatives of glucosinalbin is reported. The synthetic sequence applied, which involves the conversion of carbohydrate-based nitrostyrenes into the key thiohydroximates, appears to be sufficiently versatile to synthesize a range of glucosinolates bearing a glycosylated phenolic function. We synthesized analogues of the naturally occurring L-rhamnoside 1 with a view to estimating the importance of this phenol-protecting sugar moiety in modulating the biological activity of the parent glucosinolate and related breakdown products.
