Literature DB >> 15670931

Antimycobacterial compounds. Optimization of the BM 212 structure, the lead compound for a new pyrrole derivative class.

Mariangela Biava1, Giulio Cesare Porretta, Giovanna Poce, Delia Deidda, Raffaello Pompei, Andrea Tafi, Fabrizio Manetti.   

Abstract

Our work on antitubercular agents led to the identification of BM 212 as a lead compound among a series of pyrrole derivatives with good in vitro activity against mycobacteria and candidae. Further studies led us to synthesize additional pyrroles bearing the thiomorpholinomethyl moiety and different aryl substituents at N1 and C5. Some of them revealed very active, prompting us to design the new pyrrole derivatives 5-20 in the hope of increasing the activity and better understanding the influence of ortho halogens on the antimycobacterial activity. Microbiological data showed interesting in vitro activity toward Mycobacterium tuberculosis and atypical mycobacteria.

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Year:  2005        PMID: 15670931     DOI: 10.1016/j.bmc.2004.11.018

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  8 in total

1.  Methyl 3-(4-bromo-phen-yl)-1-methyl-1,2,3,3a,4,9b-hexa-hydro-benzo[f]chromeno[4,3-b]pyrrole-3a-carboxyl-ate.

Authors:  S Nirmala; E Theboral Sugi Kamala; L Sudha; S Kathiravan; R Raghunathan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-07-29

2.  Methyl 3-(4-methoxy-phen-yl)-1-methyl-1,2,3,3a,4,11b-hexa-hydro-benzo[f]chromeno[4,3-b]pyrrole-3a-carboxyl-ate.

Authors:  S Thenmozhi; A Subbiahpandi; S Kathiravan; R Raghunathan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-03-20

3.  (3aRS,9bSR)-3-(4-Chloro-phen-yl)-1-methyl-1,2,3,3a,4,9b-hexa-hydro-chromeno[4,3-b]pyrrole-3a-carbonitrile.

Authors:  S Nirmala; E Theboral Sugi Kamala; L Sudha; E Ramesh; R Raghunathan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2007-12-06

4.  Methyl 1-methyl-3-p-tolyl-1,2,3,3a,4,11c-hexa-hydro-benzo[f]chromeno[4,3-b]pyrrole-3a-carboxyl-ate.

Authors:  S Nirmala; E Theboral Sugi Kamala; L Sudha; S Kathiravan; R Raghunathan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-07-11

Review 5.  Mannich bases in medicinal chemistry and drug design.

Authors:  Gheorghe Roman
Journal:  Eur J Med Chem       Date:  2014-10-30       Impact factor: 6.514

6.  QSAR and Molecular Docking Studies of Oxadiazole-Ligated Pyrrole Derivatives as Enoyl-ACP (CoA) Reductase Inhibitors.

Authors:  Kalyani D Asgaonkar; Ganesh D Mote; Trupti S Chitre
Journal:  Sci Pharm       Date:  2013-11-24

7.  The multi-target aspect of an MmpL3 inhibitor: The BM212 series of compounds bind EthR2, a transcriptional regulator of ethionamide activation.

Authors:  Alice R Moorey; Alejandro Cabanillas; Sarah M Batt; Sonja Ghidelli-Disse; Beatriz Urones; Olalla Sanz; Joel Lelievre; Marcus Bantscheff; Liam R Cox; Gurdyal S Besra
Journal:  Cell Surf       Date:  2021-11-23

8.  MmpL3 as a Target for the Treatment of Drug-Resistant Nontuberculous Mycobacterial Infections.

Authors:  Wei Li; Amira Yazidi; Amitkumar N Pandya; Pooja Hegde; Weiwei Tong; Vinicius Calado Nogueira de Moura; E Jeffrey North; Jurgen Sygusch; Mary Jackson
Journal:  Front Microbiol       Date:  2018-07-10       Impact factor: 5.640

  8 in total

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