The detailed investigation of Astralagus trigonus DC roots, led to the isolation of a new cycloartan-3 beta, 16 beta diglucoside, whose structure was elucidated by extensive use of 1D- and 2D- high field (600 MHz) NMR techniques. The NaBH4 reduction of the natural 6-ore 3 beta, 16 beta diglucoside, previously isolated from the same plant, afforded the 6-epi-derivative of the new compound. The conformational preference of both these compounds has been investigated by high field H-1 NMR spectroscopy and molecular modeling techniques.
roots, Fabaceae, 3β, 6β, Astragalus trigonus, cycloartane triterpene glucoside, 6α, 16β trihydroxy 9, 19 cyclolanost-24-ene 3β, 16β diglucopyranoside, 19 cyclolanost -24-ene 3β
Publication DOI: 10.1016/S0031-9422(97)00869-8Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Dipartimento di Chimica Organica e Industriale, Università degli Studi di Milano, Milano, Italy, Pharmacia & Upjohn, Structure Based Drug Design, Milano, Italy, Faculty of Pharmacy, University of Alexandria, Alexandria, Egypt
Methods: 13C NMR, 1H NMR, molecular modeling, extraction, ROESY, TOCSY, CC, HMBC, HMQC, COSY
Found