title: Synthesis of new morpholine-connected pyrazolidine derivatives and their antimicrobial, antioxidant, and cytotoxic activities.
abstract: A simple and convenient one-pot four-component synthesis of morpholine-connected pyrazolidine derivatives 2a-f and 4a-f was developed using direct metal-free catalysis, with the identities of the synthesized compounds confirmed by IR, NMR (1H and13C), mass spectrometry, and elemental analysis. The prepared compounds were inspected for antimicrobial, antioxidant, and cytotoxic activities. Antimicrobial and antifungal activities against five bacterial and four fungal pathogens, respectively, were investigated using the disc diffusion technique. In antibacterial activity, compounds 2d and 2f (MIC=2μg/mL) exhibited significantly higher activity than the standard ciprofloxacin. The results of antifungal assay showed that the activity of compound 4a (MIC=0.5μg/mL) was significantly higher than the standard clotrimazole. Antioxidant activity was screened based on ABTS+radical scavenging and linoleic acid peroxidation performance. Compound 4a showed substantial antioxidant (91.3%) activities, as compared with the Trolox standard. Cytotoxicity was evaluated using HepG2 (liver), HeLa (cervical), and MCF-7 (breast) cancer cell lines, with high toxicities observed for 2b (GI50=12.2μm) and 4a (GI50=07.8μm).
authors.affiliation: PG & Research Department of Chemistry, Nehru Memorial College, Puthanampatti 621007, Tiruchirappalli (Dt), Tamil Nadu, India.
authors.forename: Radhakrishnan
authors.initials: R
authors.lastname: Surendra Kumar
authors.affiliation: Petrochemical Research Chair, Department of Chemistry, College of Science, King Saud University, Riyadh 11451, Saudi Arabia.
authors.forename: Meera
authors.initials: M
authors.lastname: Moydeen
authors.affiliation: Petrochemical Research Chair, Department of Chemistry, College of Science, King Saud University, Riyadh 11451, Saudi Arabia.
authors.forename: Salem S
authors.initials: SS
authors.lastname: Al-Deyab
authors.affiliation: Department of Medical Laboratory Sciences, College of Medicine and Health Sciences, Arba Minch University, Arba Minch, Ethiopia.
authors.forename: Aseer
authors.initials: A
authors.lastname: Manilal
authors.affiliation: PG & Research Department of Chemistry, Nehru Memorial College, Puthanampatti 621007, Tiruchirappalli (Dt), Tamil Nadu, India. Electronic address: a.idhayadhulla@gmail.com.
authors.forename: Akbar
authors.initials: A
authors.lastname: Idhayadhulla
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D005658:Fungi / Q000187:drug effects; D006367:HeLa Cells; D056945:Hep G2 Cells; D006801:Humans; D061986:MCF-7 Cells; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009025:Morpholines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000970:Antineoplastic Agents; D000975:Antioxidants; D009025:Morpholines; D011720:Pyrazoles; C037574:morpholine
keywords: Antimicrobial activity; Antioxidant activity; Cytotoxic activity; Morpholine-connected pyrazolidine; Pyrrolidine metal-free catalysis