Anti-Atherosclerotic Activity of Plumeria Acuminata Leaf Extract Against Triton X-100 Induced Hyperlipidemia Model in Rats
Synthesis, Characteriztion and Antimicrobial Activities of Novel Pyrrolyl Benzimidazole Derivatives
Vidya Kamatar, Soumya N. Irappannavar, Channabasappa S. Hallikeri * , Shrinivas D. Joshi
Department of Pharmaceutical Chemistry, Novel Drug Design and Discovery Laboratory, S.E.T’s College of Pharmacy, Sangolli Rayanna Nagar, Dharwad, Karnataka, India
Background Tuberculosis (TB) is a deadly disease caused by Mycobacterium tuberculosis complex. Most of the TB drugs are pretty old and were developed more than 40 years ago. There will be an estimation of 1.3 million multi-drug resistant TB. Due to this increased microbial resistance, new classes of antimicrobial agents with novel mechanisms are needed today to fight against the multi-drug resistant infections. Objectives Development and standardization of the methods to synthesize the new pyrrolyl benzimidazole derivatives. Synthesized derivatives were characterized by different analytical techniques such as IR, 1HNMR, 13CNMR, mass spectral data, and all compounds screened for antitubercular and antibacterial activities. Methodology Pyrrolyl benzimidazole series were prepared by refluxing substituted orthophenylenediamine (1) and para-aminobenzoic acid (2) with ethanol for 8 h. and, 10% of NaOH solution was added to obtained substituted-(1H-benzo (d) imidazole-2-yl) aniline (3a-d). This was treated with 2,5-dimethoxy tetrahydrofuran in glacial acetic acid and refluxed for 30 mins to get substituted 2-(4-(1H-pyrrol-1-yl) phenyl)-1H-benzo[d]imidazole (4 a-d) further these (3a-d) were refluxed with acetonyl acetone in glacial acetic acid to get 4- substituted 2-(4-(2,5-dimethyl-1H-pyrrol-1-yl) phenyl)-1H-benzo[d]imidazole (5a-d). The mixture was filtered and dried. Recrystallized from ethanol and obtained as brown crystals. Results Synthesized derivatives with a melting point of 286-290 °C. Results indicate compounds exhibit antibacterial activity (expressed as MIC) in the range of 6.25 to 100 µg/mL against gram-positive and gram-negative bacteria. Compounds 4d and 5d showed significant antibacterial activity at MIC value 3.12 µg/mL, and compounds 4c and 5c showed antitubercular activity at MIC value 6.25 µg/mL. Conclusion These compounds can be further modified to get more potent antibacterial and antitubercular agents.