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  • Wiley  (2)
  • 2020-2024  (2)
  • 1
    In: ChemistrySelect, Wiley, Vol. 6, No. 35 ( 2021-09-21), p. 9407-9414
    Abstract: Highly facile one pot synthesis of an assortment of novel spiropyrrolidine 5‐aza‐2‐oxindole derivatives via 1, 3‐di polar cycloaddition reaction has been reported. The underlying concept of Huisgen reaction was applied wherein the azomethine ylides (1,3‐dipoles), generated in‐situ from isatin‐derived compounds and cyclic / acyclic α‐amino acids through the thermal decarboxylation, reacted with exo ‐cyclic benzylidine derivatives (dipolarophiles) of 5‐aza‐2‐oxindole afforded plethora of spiropyrrolidine 5‐aza‐2‐oxindoles in excellent yield. High regio‐ and stereo selectivity were accomplished employing this methodology and optimum yield was obtained when reaction carried out under methanol reflux in presence of triethylamine. Furthermore, the compounds were tested for their in‐vitro biological potency as anti‐microbial and anti‐mycobacterial. Antibacterial screening result reveals that out of fifteen compounds four compounds emerged with moderate to reasonable activity against gram negative E. coli and P. aeruginosa . Antifungal screening resulted in identification of two compounds as moderate antifungal agents against A. niger . Antimycobacterial activity results revealed that the four compounds displayed good to moderate in‐vitro activity with MIC= 12.5  μg/mL against H37Rv strain as compared to standard pyrazinamide (MIC= 3.12  μg/mL). Additionally, molecular docking study was carried out to understand the possible binding modes of the synthesized derivatives within the active site of antibacterial (PDB ID : 3ACX), antifungal (PDB ID : 1IYL) and antimycobacterial (PDB ID : 4TZT) target proteins and were found to display good docking energies. Besides, ADMET properties of the synthesized compounds have shown drug likeness with good oral absorption and moderate BBB permeability.
    Type of Medium: Online Resource
    ISSN: 2365-6549 , 2365-6549
    URL: Issue
    Language: English
    Publisher: Wiley
    Publication Date: 2021
    detail.hit.zdb_id: 2844262-3
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  • 2
    In: Journal of Heterocyclic Chemistry, Wiley, Vol. 60, No. 4 ( 2023-04), p. 566-575
    Abstract: A series of substituted N ‐(2‐Morpholinoethyl)‐3‐phenylquinoxalin‐2‐amines (5a–j) (5ab , 5ac) were synthesized in good yield and characterized for their structural confirmation. The pure quinoxaline products were screened for their in‐vitro antibacterial activity against Salmonella paratyphi, a well‐known food borne pathogen. The preliminary results revealed that among the series, compounds 5a , 5c , 5d , 5e , 5f , 5h , 5ab and 5ac bearing bromo, fluoro, methoxy, methyl groups at para position on phenyl ring which inturn substituted at third position of quinoxaline and methyl, benzoyl groups at sixth position on the quinoxaline were emerged as potential candidates by displaying antisalmonella activity. Among the potential candidates, compounds 5c , 5e , 5f and 5ac were effective against Salmonella whereas compounds 5a , 5f and 5ac effectively inhibited the biofilm formation of Salmonella .
    Type of Medium: Online Resource
    ISSN: 0022-152X , 1943-5193
    URL: Issue
    RVK:
    Language: English
    Publisher: Wiley
    Publication Date: 2023
    detail.hit.zdb_id: 2042274-X
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