1374255-72-7Relevant academic research and scientific papers
(-)-(1R,2R,7S,8aR)-1,2,7-trihydroxyindolizidine ((-)-7S-OH-lentiginosine): Synthesis and proapoptotic activity
Cordero, Franca M.,Bonanno, Paola,Khairnar, Bhushan B.,Cardona, Francesca,Brandi, Alberto,MacChi, Beatrice,Minutolo, Antonella,Grelli, Sandro,Mastino, Antonio
, p. 224 - 233 (2013/01/13)
An improved approach for the preparation of enantiopure 3,4- bis-tert-butoxypyrroline N-oxides is presented. Etherification of 1-benzylpyrrolidine-3,4-diol with tBuOAc/HClO4 and subsequent N-debenzylation and pyrrolidine oxidation with oxone affords the cyclic nitrone reliably and in superior yield. The enantiomer derived from D-tartaric acid was exploited in a modified synthesis of (-)-7S-OH-lentiginosine. The activity of this trihydroxy indolizidine in inducing the apoptosis of tumour cell lines of lymphoid and epithelial origin is examined.
