1326774-91-7Relevant academic research and scientific papers
Synthesis and structure-activity relationships of antifungal crassinervic acid analogs
Chakor, Jyotsna N.,Musso, Loana,Sardi, Paola,Dallavalle, Sabrina
, p. 41 - 47 (2012/04/04)
A series of analogs of the natural antifungal compound crassinervic acid, a constituent of Piper crassinervium, were synthesized to gain insight into the most relevant structural features affecting the activity of the parent molecule. Most compounds were
Enantioselective total synthesis and absolute configuration of the alleged structure of crassinervic acid
Chakor, Jyotsna N.,Merlini, Lucio,Dallavalle, Sabrina
, p. 6300 - 6307 (2011/09/19)
An enantioselective synthesis of the structure reported for the natural antifungal compound, (-)-crassinervic acid (1), has been achieved starting from geraniol and p-hydroxybenzoic acid. The key chirality-inducing step is a Sharpless asymmetric epoxidation of an allylic alcohol, on the basis of which the S configuration can be assigned to the (-) natural enantiomer. The discrepancies between the spectroscopic data for synthetic and natural crassinervic acid cast some doubts on the structure assigned to the natural compound. A possible revised structure is discussed.
