Literature DB >> 28374540

Antibacterial and antitubercular evaluation of dihydronaphthalenone-indole hybrid analogs.

Praveen Kumar V1,2, Renjitha J1,2, Fathimath Salfeena C T1,2, Ashitha K T1,2, Rangappa S Keri3, Sunil Varughese1,2, Sasidhar Balappa Somappa1,2.   

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 the 1 H-NMR, 13 C-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.
© 2017 John Wiley & Sons A/S.

Entities:  

Keywords:  Michael addition; Naphthalenones; antibiotics; antimicrobial; antitubericular; indole

Mesh:

Substances:

Year:  2017        PMID: 28374540     DOI: 10.1111/cbdd.12990

Source DB:  PubMed          Journal:  Chem Biol Drug Des        ISSN: 1747-0277            Impact factor:   2.817


  3 in total

1.  Discovery of Natural Product Derived Labdane Appended Triazoles as Potent Pancreatic Lipase Inhibitors.

Authors:  Renjitha Jalaja; Shyni G Leela; Praveen K Valmiki; Chettiyan Thodi F Salfeena; Kizhakkan T Ashitha; Venkata Rao D Krishna Rao; Mangalam S Nair; Raghu K Gopalan; Sasidhar B Somappa
Journal:  ACS Med Chem Lett       Date:  2018-06-18       Impact factor: 4.345

2.  Synthesis and Bioactivity Evaluation of N-Arylsulfonylindole Analogs Bearing a Rhodanine Moiety as Antibacterial Agents.

Authors:  Ming-Xia Song; Song-Hui Li; Jiao-Yang Peng; Ting-Ting Guo; Wen-Hui Xu; Shao-Feng Xiong; Xian-Qing Deng
Journal:  Molecules       Date:  2017-06-14       Impact factor: 4.411

Review 3.  An insight into the recent developments in anti-infective potential of indole and associated hybrids.

Authors:  Basavarajaiah Suliphuldevara Mathada; Sasidhar B Somappa
Journal:  J Mol Struct       Date:  2022-03-11       Impact factor: 3.841

  3 in total

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