title: Synthesis and antimicrobial activity of highly functionalised novel β-lactam grafted spiropyrrolidines and pyrrolizidines.
abstract: A facile and one-pot synthesis of a series of novel spiropyrrolidines/pyrrolizidines with β-lactam substituent has been accomplished through 1,3-dipolar cycloaddition reaction of alkenyl esters derived from β-lactam aldehyde as dipolarophile with the dipole azomethine ylide derived from 1,2- and 1,3-diketones and secondary amino acids. The synthesized compounds were evaluated for antimicrobial activities and found to exhibit relatively good antibacterial activity at lower concentration against four human bacterial pathogens.
authors.affiliation: Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India.
authors.forename: Natarajan
authors.initials: N
authors.lastname: Arumugam
authors.forename: Govindasami
authors.initials: G
authors.lastname: Periyasami
authors.forename: Raghavachary
authors.initials: R
authors.lastname: Raghunathan
authors.forename: Subban
authors.initials: S
authors.lastname: Kamalraj
authors.forename: Johnpaul
authors.initials: J
authors.lastname: Muthumary
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D008968:Molecular Conformation; D011513:Proteus mirabilis / Q000187:drug effects; D011514:Proteus vulgaris / Q000187:drug effects; D011759:Pyrrolidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011763:Pyrrolizidine Alkaloids / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D012485:Salmonella typhi / Q000187:drug effects; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D047090:beta-Lactams / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D011759:Pyrrolidines; D011763:Pyrrolizidine Alkaloids; D013141:Spiro Compounds; D047090:beta-Lactams