World Journal of
Pharmaceutical and Life Sciences

SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF A NEW MANNICH BASE: 2, 3`-DIHYDROXY-3-PYRROLIDINOMETHYLCHALCONE

Abdel Karim M.*, Minas M. and Mai Mekki

ABSTRACT

Flavonoids form a family of well known natural products present in most of the plant families. The structural variations of the flavonoids are associated with different biological and pharmacological activities, including anticancer, antioxidant, antibacterial, antifungal and antiviral activity, beside cardiovascular and hepatic protection. The biological activity of Mannich bases is well known. In this study a flavonoid substituted by a Mannich side chain - 2,3`-dihydroxy-3-pyrrolidinomethylchalcone – has been synthesized by the Mannich reaction of 2,3`-dihydroxychalcone with pyrrolidine. The intermediate flavonoid - 2,3`-dihydroxychalcone-was synthesized by the reaction of 3-hydroxyacetophenone with salicylaldehyde. The flavonoid: 2,3`-dihydroxychalcone(I) and its Mannich base:2,3`-dihydroxy-3-pyrrolidinomethylchalcone(II) were evaluated for antimicrobial activity against six standard human pathogens. Compound (I) exhibited significant activity against all test organisms at 200 and 100mg/ml. It also showed significant activity at 50mg/ml against all test organism –except for Bacillus subtilis. At a concentration of 200mg/ml, compound (II) showed significant activity against all test organisms with the exception of Bacillus subtilis.

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