title: Novel morpholinoquinoline nucleus clubbed with pyrazoline scaffolds: Synthesis, antibacterial, antitubercular and antimalarial activities.
abstract: A series of novel morpholinoquinoline based conjugates with pyrazoline moiety were synthesized under microwave irradiation. The newly synthesized compounds were screened for their preliminary in vitro antibacterial activity against a panel of pathogenic strains of bacteria and fungi, antituberculosis activity against Mycobacterium tuberculosis H37Rv and antimalarial activity against Plasmodium falciparum. Most of them exhibited significant antibacterial activity as compared to the first line drugs. Compounds 6a and 9d were found to possess excellent antibacterial activity potency as compared to ampicillin (286 μM), chloramphenicol (154 μM) and ciprofloxacin (150 μM). In antifungal screening, against Candida albicans, compounds 6c, 7c, 8a, 8b, 8c and 9b showed significant activity as compared to griseofulvin (1147 μM). Compounds 8b, 6b, 9d, 6a, 9b, 7b and 8a displayed brilliant activity against P. falciparum strain as compared to chloroquine (IC50 0.062 μM) as well as quinine (IC50 0.826 μM). Compounds 6d, 7b, 8b, 9c and 9d exhibited superior antitubercular activity. Among them 8b was found to be equipotent to rifampicin with 95% inhibition. The cytotoxicity of the synthesized compounds was tested using bioassay of Schizosaccharomyces pombe cells at cellular level.
authors.affiliation: Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar 388 120, Gujarat, India. Electronic address: krdsharad1126@gmail.com.
authors.forename: Sharad C
authors.initials: SC
authors.lastname: Karad
authors.affiliation: Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar 388 120, Gujarat, India.
authors.forename: Vishal B
authors.initials: VB
authors.lastname: Purohit
authors.affiliation: B. R. Doshi School of Biosciences, Sardar Patel Maidan, Bakrol-Vadtal Road, Satellite Campus, Sardar Patel University, Vallabh Vidyanagar 388120, Gujarat, India.
authors.forename: Parth
authors.initials: P
authors.lastname: Thakor
authors.affiliation: B. R. Doshi School of Biosciences, Sardar Patel Maidan, Bakrol-Vadtal Road, Satellite Campus, Sardar Patel University, Vallabh Vidyanagar 388120, Gujarat, India.
authors.forename: Vasudev R
authors.initials: VR
authors.lastname: Thakkar
authors.affiliation: Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar 388 120, Gujarat, India. Electronic address: dipanalka@yahoo.com.
authors.forename: Dipak K
authors.initials: DK
authors.lastname: Raval
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000962:Antimalarials / Q000737:chemistry / Q000494:pharmacology; D000995:Antitubercular Agents / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D001424:Bacterial Infections / Q000188:drug therapy; D005658:Fungi / Q000187:drug effects; D006801:Humans; D016778:Malaria, Falciparum / Q000188:drug therapy; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D009181:Mycoses / Q000188:drug therapy; D010963:Plasmodium falciparum / Q000187:drug effects; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014376:Tuberculosis / Q000188:drug therapy
chemical_list: D000890:Anti-Infective Agents; D000962:Antimalarials; D000995:Antitubercular Agents; D011720:Pyrazoles; D011804:Quinolines
keywords: Biological evaluation; Cytotoxicity; Microwave promoted reactions; Quinoline-pyrazoline analogs