Self gelating isoracemosol A, new racemosaceramide A, and racemosol E from Barringtonia racemosa

Abstract

Phytochemical investigation into the CHCl₃ extract of the fruits of Barringtonia racemosa resulted in the isolation of two new metabolites along with isoracemosol A and betulinic acid as known metabolites. The new compounds were characterised as phytosphingosine-type ceramide [(2S,3S,4R)-2-[(2R)-2-hydroxyhexadecanoyl amino]-hexacos-8(E)-ene-1,3,4-triol, 1] and racemosol E [21β-acetoxy-22α-(2-methylbutyroxy)-olean-12-ene-3β,16α,28-triol, 2] on the basis of extensive spectroscopic data analysis and chemical modifications. In addition, the self-gelating property of isoracemosol A (3) was investigated for the first time, which leads to the unexpected agglomerated porous-like morphology.

Keywords:

• Barringtonia racemosa
• racemosaceramide A
• racemosol E
• isoracemosol A
• morphology and gelating property

Acknowledgement

We thank Dr S. Chandrasekhar, director, I.I.C.T. for constant support and encouragement.