title: Antibacterial and antitubercular evaluation of dihydronaphthalenone-indole hybrid analogs.
abstract: A new series of indole appended dihydronaphthalenone hybrid analogs (5a-t) have been synthesized through the Lewis acid catalyzed Michael addition of indoles to the arylidene/hetero arylidene ketones. All the synthesized derivatives are well characterized through the1H-NMR,13C-NMR, HRMS spectroscopic techniques, compound 5r was further confirmed through single crystal X-ray analysis and screened for antibacterial and antitubercular activities. Among the synthesized compounds, the minimum inhibition concentration of 5l (against Escherichia coli) and 5o & 5p (against E. coli & Staphylococcus aureus) was found to be as low as 3.12 μg/ml as compared to the standard antibacterial drug ciprofloxacin 2.5 μg/ml. In antitubercular activity, compounds 5o and 5p with minimum inhibition concentration 6.25 μg/ml were found to be comparable with that of the drugs Pyrazinamide 5 μg/ml and Streptomycin 5 μg/ml. Compounds 5i, 5j, 5m, 5n, 5q, and 5r also showed promising activity against group of organisms tested.
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR), New Delhi, India.|Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram, India.
authors.forename: Praveen Kumar
authors.initials: PK
authors.lastname: V
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR), New Delhi, India.|Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram, India.
authors.forename: Renjitha
authors.initials: R
authors.lastname: J
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR), New Delhi, India.|Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram, India.
authors.forename: Fathimath Salfeena
authors.initials: FS
authors.lastname: C T
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR), New Delhi, India.|Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram, India.
authors.forename: Ashitha
authors.initials: A
authors.lastname: K T
authors.affiliation: Centre for Nano and Material Sciences, Jain University, Bangalore, India.
authors.forename: Rangappa
authors.initials: R
authors.lastname: S Keri
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR), New Delhi, India.|Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram, India.
authors.forename: Sunil
authors.initials: S
authors.lastname: Varughese
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR), New Delhi, India.|Organic Chemistry Section, Chemical Sciences and Technology Division, Council of Scientific and Industrial Research (CSIR)-National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram, India.
authors.forename: Sasidhar
authors.identifier: http://orcid.org/0000-0003-1546-2083
authors.initials: S
authors.lastname: Balappa Somappa
mesh_terms: D000900:Anti-Bacterial 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; D004926:Escherichia coli / Q000187:drug effects; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship; D044024:Tetralones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D014376:Tuberculosis / Q000188:drug therapy
chemical_list: D000900:Anti-Bacterial Agents; D000995:Antitubercular Agents; D007211:Indoles; D044024:Tetralones; C009423:beta-tetralone
keywords: Michael addition; Naphthalenones; antibiotics; antimicrobial; antitubericular; indole