title: An efficient one pot syntheses of aryl-3,3'-bis(indolyl)methanes and studies on their spectral characteristics, DPPH radical scavenging-, antimicrobial-, cytotoxicity-, and antituberculosis activity.
abstract: An efficient one-pot syntheses of aryl-3,3'-bis(indolyl)methanes (BIMs) from indole/2-methylindole and formylphenoxyaliphatic acid(s) is described. Esterification of carboxylic acid and aromatic electrophilic substitution reactions are achieved simultaneous in the presence of potash alum as a catalyst. This catalyst could be recovered and reused without substantial loss in its catalytic activity and the methodology could be applied on a range of closely related substrates. The solvation characteristics in ground and excited states of the compounds by monitoring the absorbance and fluorescence band maxima have been studied. The fluorescence studies in protic and aprotic solvents were rationalized on the basis of solute-solvent interaction and substituents effect on these photophysical processes analyzed. The compounds prepared showed efficient antimicrobial effect against human pathogens, cytotoxicity against A431 cell line, and DPPH radical scavenging effect. Single crystal XRD studies have been carried out for a few compounds synthesized in this work.
authors.affiliation: Department of Chemistry, Manonmaniam Sundaranar University, Tirunelveli 627 012, Tamilnadu, India.
authors.forename: G S Suresh
authors.initials: GS
authors.lastname: Kumar
authors.forename: S
authors.initials: S
authors.lastname: Kumaresan
authors.forename: A Antony
authors.initials: AA
authors.lastname: Muthu Prabhu
authors.forename: N
authors.initials: N
authors.lastname: Bhuvanesh
authors.forename: P G
authors.initials: PG
authors.lastname: Seethalakshmi
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000995:Antitubercular Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D001424:Bacterial Infections / Q000188:drug therapy; D001713:Biphenyl Compounds / Q000378:metabolism; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic / Q000191:economics / Q000379:methods; D018360:Crystallography, X-Ray; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D005658:Fungi / Q000187:drug effects; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008958:Models, Molecular; D009181:Mycoses / Q000188:drug therapy; D009369:Neoplasms / Q000188:drug therapy; D010851:Picrates / Q000378:metabolism; D013050:Spectrometry, Fluorescence
chemical_list: C512018:1,1-bis(3'-indolyl)methane; D000890:Anti-Infective Agents; D000970:Antineoplastic Agents; D000995:Antitubercular Agents; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D007211:Indoles; D010851:Picrates; C004931:1,1-diphenyl-2-picrylhydrazyl