Dependence of 1H NMR chemical shifts of geminal protons of glycosyloxy methylene (H2‐26) on the orientation of the 27‐methyl group of furostane‐type steroidal saponins

An approach based on the difference (Δab = δa − δb) between the 1H NMR chemical shifts (δa, δb) of the geminal protons of glycosyloxy methylene (H2‐26) (Δab = <0.48 for 25R; Δab = >0.57 for 25S) is proposed for ascertaining 25R/25S orientation of the 27‐methyl group of furostane‐type steroidal saponins. These studies suggested the 25R‐orientation of the 27‐Me group for the furostanol glycosides isolated by Wu et al. from Tribulus terrestris. Copyright © 2004 John Wiley & Sons, Ltd.

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