Synthesis of new morpholine-connected pyrazolidine derivatives and their antimicrobial, antioxidant, and cytotoxic activities. Issue 1 (1st January 2017)

• Record Type: Journal Article
• Authors: Surendra Kumar, Radhakrishnan; Moydeen, Meera; Al-Deyab, Salem S.; Manilal, Aseer; Idhayadhulla, Akbar
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 27:Issue 1(2017)
• Page Start: 66
• Page End: 71
• Publication Date: 2017-01-01
• Subjects: Morpholine-connected pyrazolidine -- Pyrrolidine metal-free catalysis -- Antimicrobial activity -- Antioxidant activity -- Cytotoxic activity; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2016.11.032
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Highlights: First time, we reported novel morpholine-connected pyrazolidine derivatives. Easy way to synthesis. Using metal-free catalytic of pyrrolidine compounds. High yield. High significant of antimicrobial, antioxidant and cytotoxic activities. Abstract: A simple and convenient one-pot four-component synthesis of morpholine-connected pyrazolidine derivatives2a –f and4a –f was developed using direct metal-free catalysis, with the identities of the synthesized compounds confirmed by IR, NMR ( 1 H and 13 C), 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, compounds2d and2f (MIC = 2 μg/mL) exhibited significantly higher activity than the standard ciprofloxacin. The results of antifungal assay showed that the activity of compound4a (MIC = 0.5 μg/mL) was significantly higher than the standard clotrimazole. Antioxidant activity was screened based on ABTS + radical scavenging and linoleic acid peroxidation performance. Compound4a 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 for2b (GI50 = 12.2 μm) and4a (GI50 = 07.8 μm).