A New Furostanol Glycoside from Tribulus terrestris

Abstract

Besides two known glycosides, a new furostanol glycoside was isolated from the Fruits of Tribulus terrestris L. The structure of the new furostanol glycoside was established as 26-O-β-D-glucopyranosyl-(25S)-5α-furostane-20(22)-en-12-one-3β, 26-diol-3-O-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→4)]-β-D-galactopyranoside (1) on the basis of 1D and 2D-NMR techniques, including COSY, HMBC, and HMQC correlations.

Analysis of diosgenin and phenol compounds in Tribulus terrestris L.

“…Plant chemical composition is represented mostly by steroid saponins, such as protodioscin, dioscin, gracilin, protogracilin, diosgenin, gitogenin, ruscogenin, gecogenin, chlorogenin, tygogenin, sarsasapogenin (Xu et al 2010;Abirami and Rajendran 2011;Sidjimova et al 2011;Kumar and Bhardwaj 2012;Jameel et al 2012;Hammoda et al 2013;Chhatre et al 2014). It also contains some flavonoids: rutin, astragalin, tribuloside, quercetin, kaempferol, isorhamnetin, luteolin (Raja and Venkataraman 2011;Kumar 2012;Noori et al 2012;Patil et al 2012;Renuka et al 2012;Yanala and Sathyanarayana 2018).…”

Study on steroidal saponins in crude and stir‐fried Fructus Tribuli by ultra‐high‐performance liquid chromatography‐mass spectrometry coupled with multivariate statistical analysis

“…The [M+H] + precursor ions at m/z 933.4685, 1063.5327, 917.4743, 1081.5437, 919.4748, 593.1922, 1197.5886, 1047.5362, and 1033.5201 were found in peak 10, peaks 15–16, peak 18, peaks 20–23, and peak 27, respectively. Based on their fragment ions, combined with the retention time in reverse chromatography, and by comparison with the established database of FT, peak 10, peaks 15–16, peak 18, peaks 20–23, and peak 27 were identified as tribufuroside J , 26‐ O ‐β‐ D ‐glucopyranosyl‐(25S)‐5α‐furostan‐12‐one‐20(22)‐en‐3β,26‐diol‐3‐ O ‐β‐ D ‐glucopyranosyl‐(1→4)‐[α‐ L ‐rhamnopyranosyl‐(1→2)]‐β‐ D ‐galactopyranoside , 26‐ O ‐β‐ D ‐glucopyranosyl‐(25R)‐5α‐furostan‐12‐one‐20(22)‐en‐3β,26‐diol‐3‐ O ‐β‐ D ‐glucopyranosyl‐(1→4)‐β‐ D ‐galactopyranoside , 26‐ O ‐β‐ D ‐glucopyranosyl‐(25S)‐5α‐furostan‐20(22)‐en‐2α,3β,26‐triol‐3‐ O ‐β‐ D ‐galactopyranosyl‐(1→2)‐β‐ D ‐glucopyranosyl‐(1→2)‐β‐ D ‐galactopyranoside , 26‐ O ‐β‐ D ‐glucopyranosyl‐(25R)‐5α‐furostan‐20(22)‐en‐2α,3β,26‐triol‐3‐ O ‐β‐ D ‐glucopyranosyl‐(1→4)‐β‐ D ‐galactopyranoside , 26‐ O ‐β‐ D ‐glucopyranosyl‐(25S)‐5α‐furostan‐12‐one‐20(22)‐en‐3β,26‐diol , terrestrinin T , pseudoprotogracillin , and tribulosaponin A , respectively.…”

Ethnomedicine, phytochemistry and pharmacology of Calotropis procera and Tribulus terrestris

“…The structure of saponins was determined using 1D and 2D NMR spectroscopy, mass spectroscopy and chemical methods. The isolated compounds were listed by 53 .…”