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.

A cycloartane triterpene 3β, 16β diglucoside from Astragalus trigonus and its non natural 6-hydroxy epimer / L. Verotta, F. Orsini, M. Tato, N. El-Sebakhy, S. Toaima. - In: PHYTOCHEMISTRY. - ISSN 0031-9422. - 49:3(1998 Oct), pp. 845-852.

A cycloartane triterpene 3β, 16β diglucoside from Astragalus trigonus and its non natural 6-hydroxy epimer

L. Verotta
Primo
;
F. Orsini
Secondo
;
1998

Abstract

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.
3β, 6α, 16β trihydroxy 9, 19 cyclolanost-24-ene 3β, 16β diglucopyranoside; 3β, 6β, 16β trihydroxy 9, 19 cyclolanost-24-ene 3β, 16β diglucopyranoside; Astragalus trigonus; Cycloartane triterpene glucoside; Fabaceae; Roots
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/178535
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