Phenothiazine and amide ornamented dihydropyridines via molecular hybridization approach: Design, synthesis, biological evaluation and molecular docking studies
A series of novel phenothiazinyldihydropyridine dicarboxamides 7a-7j has been synthesized by adopting a multi-step synthetic strategy and characterized through physical and spectral techniques. Among them, the chemical entities with para- fluoro (7d), ortho- bromo and fluoro (7f & 7i), ortho- and para- methyl (7e), as well as meta- and para- methoxy (7h) substituents exhibited either similar or superior anti-inflammatory activity with respect to standard drug diclofenac sodium. Besides, the chemical entities with ortho- bromo and fluoro substituents as well as meta- nitro substituent (7f, 7g & 7i) showed enhanced radical scavenging activity when compared to standard ascorbic acid. Further, anticancer studies revealed that meta- and para- chloro substituted molecule 7a exerted the best activity against all the pancreatic cancer cells tested. Also, an appreciable binding affinity (-8.10 Kcal/mol) has been observed during molecular docking between B-cell lymphoma 2 with 7a. Structural diversifications of the potent chemical entities besides further exploration in connection with biological profile of the same are under the way.