A New Triterpene Glycoside from Fagonia cretica

Abstract

INTRODUCTIONFagonia cretica L. is a well-known desert medicinal plant which belongs to the family Zygophyllaceae. It is a small annual herb with woody branches. Fagonia is a genus of 34 species confined to warm areas of all continents except Australia. F. cretica is reputed to be a medicinal plant in scientific and folkloric literature and its medicinal values are well documented. An aqueous decoction of the aerial parts of the plant is the popular remedy in the indigenous system of medicine for cancer in its early stages and for the treatment of various diseases of digestive and blood vascular system 1-4 . Previously flavonoids and triterpenoidsaponins have been reported from this species [5][6][7] . The ethanopharmacological and chemotaxonomic importance of the genus Fagonia prompted us to investigate the chemical constituents from F. cretica. Our detailed investigations have led to the discovery of a new compound 1 (fagonoside A Fig. 1), assigned as 22-hydroxyursane 12-ene-3-O-α-L-rhamnopyranoside. The compound 1 was identified by IR, MS, 1D and 2D NMR spectroscopic techniques. EXPERIMENTALThe melting point was determined on a Gallenkemp melting point apparatus. A digital polarimeter JASCO DIP-360 is used to measure the optical rotation using 10 cm tube. UV and infrared IR spectra were obtained on Hitachi U-3200 and JASCO A-320 spectrophotometer, repectively. 1 H NMR spectra were recorded in C5D5N using TMS as internal standard at

Antioxidant Potential of Fagonia schweinfurthii Hadidi from the Northern Western Ghats, India

“…Methanolic extracts of F. cretica have good antimicrobial potential as well as strong antioxidant activity against reactive oxygen and nitrogen species. Our study also found strong antioxidant activity 18,19 .…”

“…Secondary metabolites are used for checking biological activities such as antioxidant activity 16,17 . Methanolic solvent extracts of F. cretica has good antimicrobial activity as well as strong antioxidant activity against reactive radical species 18,19 .…”

The species of genus fagonia in Libya: (A comprehensive review)

“…Moreover 3-O-β-Dglucopyranosyl-Hederagenin (10) was isolated from the aerial part of F.cretica [39] . The isolation of a new Triterpene glycoside;3-β-O-[(6-deoxyα-L-talopyranosyl)oxy]-22-α-hydroxyurs-12-en-28-oic acid (fagonoside A) (11) from the whole plant of F. cretica has been recognized by Anjum et al [50] . Further study revealed that other four Triterpenoid Saponins were also isolated from F. cretica aerial parts and identified as a new compounds.…”

Triterpene saponins from Fagonia scabra Forssk and other Fagonia species

“…A total of forty-nine triterpenoid saponins (1-49) have been identified in the five investigated Fagonia species, F. arabica L. (Miyase et al, 1996a;Shoeb et al, 1994;Perrone et al, 2007), F. cretica L. (Abdel Khalik et al, 2000aBatterjee et al, 2002;Anjum et al, 2014;Saleem et al, 2014), F. glutinosa Delile (Melek et al, 2000), F. indica Burm.f. (Ansari et al, 1987(Ansari et al, , 1988Shaker et al, 1999Shaker et al, , 2000Shaker et al, , 2013Farheen et al, 2015), and F. mollis Delile (Sallam et al, 2014).…”

“…The hydroxyl in C-3 position was also glycosylated by a β-D-glucopyranosyl unit (2, 6-7, 10, 45-47) or by an α-L-arabinopyranosyl which can be substituted in C-2 and/or C-3 positions by a β-D-glucopyranosyl and/or a β-D-xylopyranosyl units (11-32, 35-40, 43-44).Saponins isolated from Fagonia cretica(Batterjee et al, 2002) were slightly different with an α-L-rhamnopyranosyl substituted in C-4 position by a β-D-glucopyranosyl unit (33) or a disaccharide moiety (β-D-glucopyranosyl-(1→5)-α-L-arabinofuranosyl) (34). In fagonoside A (49) isolated from F. cretica(Anjum et al, 2014) a 6-deoxy-α-L-talopyranosyl was attached to the 3β,22α-dihydroxyurs-12-en-28-oic acid. Sulfated saponins were described in F. arabica(Perrone et al 2007) (3-4, 8-9, 22-23), F. indica(Shaker et al, 1999) (43-44), and F. mollis…”