CC BY-ND-NC 4.0 · SynOpen 2017; 01(01): 0050-0058
DOI: 10.1055/s-0036-1590800
paper
Copyright with the author

Efficient Synthesis of Pyrazinoic Acid Hybrid Conjugates

a   Department of Chemistry & Physics, Augusta University, Augusta, GA 30912, USA
,
Abdullah M. Asiri
b   Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, 21589, Saudi Arabia
,
Mohamed Elagawany
c   Department of Pharmaceutical Chemistry, faculty of pharmacy, Damanhour University, Damanhour, Egypt   Email: sspanda12@gmail.com   Email: sipanda@augusta.edu
,
Devan D. Buchanan
a   Department of Chemistry & Physics, Augusta University, Augusta, GA 30912, USA
,
Behrad Torkian
a   Department of Chemistry & Physics, Augusta University, Augusta, GA 30912, USA
,
Keerthana Bathala
a   Department of Chemistry & Physics, Augusta University, Augusta, GA 30912, USA
,
Sean J. Thomas
a   Department of Chemistry & Physics, Augusta University, Augusta, GA 30912, USA
,
Jason E. Capito
a   Department of Chemistry & Physics, Augusta University, Augusta, GA 30912, USA
,
Muhammad N. Arshad
b   Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, 21589, Saudi Arabia
,
Abeer N. Al-Romaizan
b   Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, 21589, Saudi Arabia
› Author Affiliations
Further Information

Publication History

Received: 05 April 2017

Accepted after revision: 31 May 2017

Publication Date:
06 July 2017 (online)


Abstract

Benzotriazole-activated pyrazinoic acid was utilized as a versatile building block for the efficient and convenient synthesis of novel hybrid conjugates of pyrazinoic acid with secondary amines via amino acid linkers in high yields.

Supporting Information

 
  • References

  • 1 Mitchison DA. Tubercle 1985; 66: 219
  • 2 Joshi RR. Barchha A. Khedkar VM. Pissurlenkar RR. S. Sarkar S. Sarkar D. Joshi RR. Joshi RA. Shah AK. Coutinho EC. Chem. Biol. Drug Des. 2015; 85: 201
  • 3 Rivers EC. R. Mancera L. Drug Discovery Today 2008; 13: 1090
  • 4 World Health Organization. Global Tuberculosis, Report 2013. WHO/HTM/TB/ 2013, 11.
  • 5 Goletti D. Weissman D. Jackson RW. Graham NM. Vlahov D. Klein RS. Munsiff SS. L’Ortona L. Cauda R. Fauci AS. J. Immunol. 1996; 157: 1271
  • 6 Ma Z. Ginsberg AM. Spigelman M. Antimycobacterium agents, In Comprehensive Medicinal Chemistry II . Taylor JB. Triggle DJ. Elsevier; Oxford: 2006. Vol. 7, 699
  • 7 Kremer L. Besra GS. Expert Opin. Invest. Drugs 2002; 11: 1033
  • 8 World Health Organization (WHO), WHO Report 2010: Global Tuberculosis Control, 2010.
  • 9 Zhang Y. Mitchison D. Int. J. Tuberc. Lung Dis. 2003; 7: 6
  • 10 Van den Boogaard J. Kibiki GS. Kisanga ER. Boeree MJ. Aarnoutse RE. Antimicrob. Agents Chemother. 2009; 53: 849
  • 11 Reddy VM. Nadadhur G. Daneluzzi D. Dimova V. Gangadharam PR. Antimicrob. Agents Chemother. 1995; 39: 2320
  • 12 Chitre TS. Asgaonkar KD. Miniyar PB. Dharme AB. Arkile MA. Yeware A. Sarkar D. Khedkar VM. Jha PC. Bioorg. Med. Chem. Lett. 2016; 26: 2224
  • 13 Jardosh HH. Patel MP. Eur. J. Med. Chem. 2013; 65: 348
  • 14 Saha R. Alam MM. Akhter M. RSC Adv. 2015; 5: 12807
  • 15 Simoes MF. Valente E. Gomez MJ. R. Anes E. Constantino L. Eur. J. Pharm. Sci. 2009; 37: 257
  • 16 Mohamed T. Zhao X. Habib LK. Yang J. Rao PP. N. Bioorg. Med. Chem. 2011; 19: 2269
  • 17 Panda SS. Bajaj K. Meyers MJ. Sverdrup FM. Katritzky AR. Org. Biomol. Chem. 2012; 10: 8985
  • 18 Ibrahim MA. Panda SS. Birs AS. Serrano JC. Gonzalez CF. Alamry KA. Katritzky AR. Bioorg. Med. Chem. Lett. 2014; 24: 1856
  • 19 Panda SS. Naumov RN. Asiri AM. Katritzky AR. Synthesis 2014; 46: 1511
  • 20 Panda SS. Liaqat S. Girgis AS. Samir A. Hall CD. Katritzky AR. Bioorg. Med. Chem. Lett. 2015; 25: 3816
  • 21 Panda SS. Detistov OS. Girgis AS. Mohapatra PP. Samir A. Katritzky AR. Bioorg. Med. Chem. Lett. 2016; 26: 2198
  • 22 Panda SS. Hall CD. Scriven E. Katritzky AR. Aldrichimica Acta 2013; 46: 43