Medicinal Chemistry Research Division, University College of Pharmaceutical Sciences, Kakatiya University, Warangal 506 009, Andhra Pradesh, India.
Eur J Med Chem. 2011 May;46(5):1564-71. doi: 10.1016/j.ejmech.2011.02.003. Epub 2011 Mar 5.
A novel class of 4-aryl/heteroaryl-2,6-dimethyl-3,5-bis-N-(phenyl/substituted phenyl)-carbamoyl-1,4-dihydropyridines has been synthesized by simple, economical and eco-friendly, modified Hantzsch condensation reaction making use of N-arylacetoacetamides, aryl or heteroaryl aldehydes and ammonium acetate. The newly synthesized compounds were characterized by their spectral (IR, 1H NMR, Mass), elemental analyses data and evaluated for in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 and antibacterial activity against different Gram +ve and Gram -ve bacteria. The preliminary screening results revealed that some of the compounds possess promising antimicrobial activity. Amongst the new series of compounds, 6m containing pyrrolyl and 4-methylphenyl groups and 6r possessing 2-pyridyl and 2-methylphenyl groups were found to exhibit a significant antitubercular activity (MIC=12.5-25 μg/mL) in comparison with the first line drug pyrazinamide.
已经通过简单、经济和环保的改良 Hantzsch 缩合反应，利用 N-芳基乙酰乙酰胺、芳基或杂芳基醛和醋酸铵合成了一类新型的 4-芳基/杂芳基-2,6-二甲基-3,5-双-N-(苯基/取代苯基)-氨基甲酰基-1,4-二氢吡啶。新合成的化合物通过其光谱（IR、1H NMR、质谱）、元素分析数据进行了表征，并评估了它们对结核分枝杆菌 H37Rv ATCC 27294 的体外抗结核活性和对不同革兰氏阳性菌和革兰氏阴性菌的抗菌活性。初步筛选结果表明，一些化合物具有有希望的抗菌活性。在新系列化合物中，含有吡咯基和 4-甲基苯基的 6m 和含有 2-吡啶基和 2-甲基苯基的 6r 与一线药物吡嗪酰胺相比，表现出显著的抗结核活性（MIC=12.5-25μg/mL）。
