A new pentacyclic phenol and other constituents from the root bark of Bauhinia racemosa Lamk.

Abstract

This work reported the isolation of one unknown (1) and 10 known compounds (2-11) from the root bark of Bauhinia racemosa Lamk. (family: Caesalpiniaceae). Racemosolone (1) was characterised as a pentacyclic phenolic compound possessing an unusual skeleton with a cycloheptane ring and a rare furopyran moiety. The structure elucidation was carried out on the basis of UV, infrared (IR), HR-ESI-MS, 1D and 2D NMR spectra and finally confirmed by the single crystal X-ray analysis. The known compounds were characterised as n-tetracosane, β-sitosteryl stearate, eicosanoic acid, stigmasterol, β-sitosterol, racemosol, octacosyl ferulate, de-O-methyl racemosol, lupeol and 1,7,8,12b-tetrahydro-2,2,4-trimethyl-2H-benzo[6,7]cyclohepta [1,2,3-de] [1] benzopyran-5,10,11 triol on the basis of spectroscopic data comparison with the literature value. Compounds with skeleton similar to 1 have never been reported from any natural or other source.

Qualitative and Quantitative Determination of Phytoconstituents in Some Antifertility Herbs

“…B. racemosa Lam. (the Sonpatta tree) is mostly present in low land and drier forest types of northwestern South America, extending to Brazil and Argentina [11] . B. racemosa is very common in foothills up to 1000 m in India and Sri Lanka.…”

Medicinal uses, phytochemistry and pharmacology of Bauhinia racemosa lam

“…Octacosyl ferulate, β-sitosteryl stearate ; Betulin [2] , 1,7,8,12b tetrahydro-2,2,4-trimethyl-10-methoxy-2H-benzo [6,7] cyclohepta[1,2,3-de] [1] benzopyran-5,9-diol (racemosol); 1,7,8,12b-tetrahydro-2,2,4-trimethyl-2Hbenzo [6,7] cyclohepta[1,2,3-de] [1] benzopyran-5,10,11-triol; 1,7,8,12b-tetrahydro-2,2,4-trimethyl-2Hbenzo [6,7] cyclohepta [1,2,3-de] [1] benzopyran-5,9,10-triol (de-O-methyl racemosol) [16] Lupeol, N-Tetracosane, Sitosterol stearate, Stigmasterol, Eicosanoic acid, Racemosolone [24] , 2, 2dimethylchroman derivative de-O-methylracemosol [23,25] .…”