title: Synthesis, antimicrobial and anti-biofilm activities of novel Schiff base analogues derived from methyl-12-aminooctadec-9-enoate.
abstract: A novel library of Schiff base analogues (5a-q) were synthesized by the condensation of methyl-12-aminooctadec-9-enoate and different substituted aromatic aldehydes. The synthesized compounds were thoroughly characterized by spectroscopic techniques (FT-IR, (1)H NMR, (13)C NMR, ESI-MS and HRMS). The Schiff base analogues with different substitutions were screened for in vitro antibacterial activity against 7 different bacterial strains. Among these, the compounds with electron withdrawing substituent, namely chlorine (5a) and electron donating substituents, namely hydroxy (5 n) and methoxy (5 o), were found to exhibit excellent to good antimicrobial activities (MIC value 9-18 μM) against Staphylococcus aureus MTCC 96, Staphylococcus aureus MLS-16 MTCC 2940 and Bacillus subtilis MTCC 121. The products were also screened for anti-biofilm and MBC (Minimum Bactericidal Concentration) activities which exhibited promising activities.
authors.affiliation: Centre for Lipid Research Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
authors.forename: Y
authors.initials: Y
authors.lastname: Mohini
authors.affiliation: Centre for Lipid Research Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
authors.forename: R B N
authors.initials: RB
authors.lastname: Prasad
authors.affiliation: Centre for Lipid Research Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India. Electronic address: karuna@iict.res.in.
authors.forename: M S L
authors.initials: MS
authors.lastname: Karuna
authors.affiliation: Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
authors.forename: Y
authors.initials: Y
authors.lastname: Poornachandra
authors.affiliation: Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India.
authors.forename: C
authors.initials: C
authors.lastname: Ganesh Kumar
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D001412:Bacillus subtilis / Q000187:drug effects* / Q000502:physiology; D018441:Biofilms / Q000187:drug effects* / Q000254:growth & development; D010936:Plant Extracts / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D012278:Ricinus; D012545:Schiff Bases / Q000138:chemical synthesis / Q000302:isolation & purification / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects* / Q000502:physiology
chemical_list: D000900:Anti-Bacterial Agents; D010936:Plant Extracts; D012545:Schiff Bases
keywords: Anti-biofilm activity; Antimicrobial activity; Methyl ricinoleate; Methyl-12-aminooctadec-9-enoate; SAR studies; Schiff base