title: Antimicrobial activity, structural evaluation and vibrational (FT-IR and FT-Raman) study of pyrrole containing vinyl derivatives.
abstract: In this paper we present structural and vibrational study of three vinylpyrrole derivatives: 2-Cyano-3-(1H-pyrrol-2-yl)-acrylamide (CPA), 1-(1H-Pyrrol-2-yl)-Pent-1-en-3-one (PP) and 1-(1H-Pyrrol-2-yl)-but-1-en-3-one (PB), using ab initio, DFT and experimental approaches. The quantum chemical calculation have been performed on B3LYP method and 6-311+G(d,p) basis set. The experimental FT-IR and Raman wavenumbers were compared with the respective theoretical values obtained from DFT calculations and found to agree well. The experimental FT-IR and Raman study clearly indicate that the compound exist as dimer in solid state. The binding energies of (CPA), (PP) and (PB) dimers are found to be 20.95, 18.75 and 19.18 kcal/mol, respectively. The vibrational analysis shows red shifts in v(N-H) and v(C=O) stretching as result of dimer formation. Stability of the molecule arising from hyperconjugative interactions and charge delocalization has been analyzed using NBO analysis. Topological and energetic parameters reveal the nature of interactions in dimer. The local electronic descriptors analyses were used to predict the reactive sites in the molecule. Calculated first static hyperpolarizability of CPA, PP and PB is found to be 10.41×10(-30), 18.93×10(-30), 18.29×10(-30) esu, respectively, shows that investigated molecules will have non-linear optical response and might be used as non-linear optical (NLO) material. These vinylpyrrole compounds (CPA), (PP) and (PB) showed antifungal and antibacterial activity against Aspergillus niger and gram-positive bacteria Bacillus subtili.
authors.affiliation: Department of Chemistry, University of Lucknow, Lucknow 226007, U.P., India. Electronic address: rnsvk.chemistry@gmail.com.
authors.forename: R N
authors.initials: RN
authors.lastname: Singh
authors.affiliation: Department of Chemistry, University of Lucknow, Lucknow 226007, U.P., India.
authors.forename: Poonam
authors.initials: P
authors.lastname: Rawat
authors.affiliation: Department of Chemistry, University of Lucknow, Lucknow 226007, U.P., India.
authors.forename: Sangeeta
authors.initials: S
authors.lastname: Sahu
authors.affiliation: Department of Chemistry, University of Lucknow, Lucknow 226007, U.P., India.
authors.forename: Yashvinder
authors.initials: Y
authors.lastname: Kumar
mesh_terms: D000890:Anti-Infective Agents / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D001424:Bacterial Infections / Q000188:drug therapy; D005658:Fungi / Q000187:drug effects; D006801:Humans; D008958:Models, Molecular; D009181:Mycoses / Q000188:drug therapy; D011758:Pyrroles / Q000737:chemistry* / Q000494:pharmacology*; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman
chemical_list: C446974:3-vinylpyrrole; D000890:Anti-Infective Agents; D011758:Pyrroles
keywords: DFT; NBOs; Reactivity; Static hyperpolarizability; Vibrational analysis; Vinylpyrrole derivatives