Four triterpene barringotogenol C glycosidesnamely; 3-O-[α-L-rhamnopyranosyl (1-4)β-D-glucopyranosyl(1-4)-β-D-glucouronopyranoside]-21-O-α-L-rhamnopyranoside barringotogenolC(I), 3-O-[α-L-rhamnopyranosyl(1-4) β-glucopyranosyl(1-4)β-D-galactopyranosyl]21-O-α-L- rhamnopyranosidebarringotogenolC(II),3-O-[β-D-glucopyranosyl(1-4) β-D-glucopyranosyl (1-4)  β-D glucuronopyranoside] 21-O-α-L-rhamnopyranosidebarringotogenolC(III),3-O-[β-D-glucopyranosyl(1-6)β-D-glucopyranosyl]21-O-β-D-glucopyranosidebarringotogenol C(IV),Were isolated for the first time from the aerial part of Medicago sativa L.All compounds (I-IV) were identified by combination of spectroscopic methods (ID & 2DNMR) and compared with literature data.The extracts (Methanol & Dichloromethane) & isolated pure compounds were evaluated in vitro for their antimicrobial activity against Streptococcus pneumoniae (RCMB010010), Staphylococcus aureus (RCMB010028) (Gram+vestrain bacteria), Pseudomonas aeuroginosa (RCMB010043), Escherichia coli (RCMB010052) (Gram -vestrainbacteria) and Antifungal activity against Aspergillus fumigatus (RCMB02568) and Candida albicans (RCMB05036). Furthermore, theywere evaluated for their in vitro Anti-diabetic activity using α-Amylase inhibition method.