Synthetic Strategy, Characterization and Antimycobacterium Evaluation of 8-Hydroxy Quinoline Derivatives

Authors(4) :-Perumal Sarojini, Malaichamy Jeyachandran, Vagolusivakrishna, Dharmarajan Sriram

8-hydroxyquinoline derivatives are privileged structures for the design of new drug candidates. Due to its synthetic versatility, it holds many biological activities such as antibacterial, antifungal, immunosuppressive, analgesic, vasorelaxing, antiplasmodial, anticancer and antimycobacterium activity. In the present study, a series of 3-(substituted aryl)-1-(quinolin-8-yloxy) propan-2-ol were prepared and characterized. Primary in vitro screening of the synthesized compounds was performed against mycobacterium tuberculosis H37Ra. A significant decrease of mycobacterial cell metabolism (viability of M. tuberculosis H37Ra) was observed using MTB MABA assay. The structures of the compounds are elucidated with the aid of fourier transform infrared, proton nuclear magnetic resonance, carbon-13 nuclear magnetic resonance spectral techniques.

Authors and Affiliations

Perumal Sarojini
Department of Chemistry, Sri S. Ramasamy Naidu Memorial College, Sattur, Virudhunagar, Tamil Nadu, India.
Malaichamy Jeyachandran
Post Graduate and Research Department of Chemistry, Sri Paramakalyani College, Alwarkurichi, Tirunelveli, Tamil Nadu, India
Vagolusivakrishna
Department of Pharmacy,Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar Nagar, Hyderabad, India
Dharmarajan Sriram
Department of Pharmacy,Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar Nagar, Hyderabad, India

8-hydroxyquinolines, Synthetic statergy, In vitro antimycobacterial activity, MTB MABA assay

  1. Patel.R.V, Kumari P, Rajani D P, & Chikhalia K H, Acta Chim. Slov. , 2011, 58, 802-810.
  2. Jeyachandran M, Ramesh P, Sriram D, Senthilkumar P, Yogeeswari P, Bioorganic Med. Chem. Lett., 2012, 22, 4807-4809; DOI: 10.1016/j.bmcl.2012.05.054
  3. Kos J, Zadrazilova I, Nevin E, Soral M., Gonec T, Kollar P, Oravec M., Coffey A., O'Mahony J, Liptaj T, Kralova K, Jampilek J, Bioorganic Med. Chem., 2015, 23, 4188-96; DOI: 10.1016/j.bmcl.2016.07.021
  4. Cherdtrakulkiat R, Boonpangrak S, Sinthupoom N, Prachayasittikul S, Ruchirawat S, Prachayasittikul V,Biochem Biophys Rep, 2016,6, 6135-141; DOI: 10.1016/j.bbrep.2016.03.014
  5. Chan S H, Chui C H, Chan S W, Kok S H L, Chan D, Tsoi M .Y T, Leung P H M, Lam A K Y, Chan A S C,Lam K H & Tang J C O, ACS Med Chem Lett., 2013 , 4(2), 170-174.
  6. Deshmukh N, Das P, Karma K., Pharmaceutical And Biological Evaluations, 2016, 3, 135-139.
  7. Ukrainets I V, Mospanova E V, Davidenko A A, Tkach and Gorokhova O V, Chem. Heterocycl.Compd., 2010, 46( 8), 947-956; DOI:10.1007/s10593-010-0607
  8. Y Song , H Xu , W Chen , P Zhan and Liu X , Med. Chem. Commun., 2015, 6, 61-74;DOI: 10.1039/C4MD00284A
  9. Duarte M C, L M dos Reis Lage, Lage D P, Vet. Parasitol,2016, 217, 81-88; DOI:10.1371/journal.pone.0167638
  10. Naik R N, Patil S C and Satyanarayan S B, Indo American Journal of Pharmaceutical research, 2014, 4(9) 3763-3772.
  11. Vavsari V F, Ziarani G M, Balalaie S, Latifi A, Karimi M, Tetrahedron, 2016, 72, 5420-5426. DOI: 10.1016/j.tet.2016.07.034
  12. Allam G, Ahmad F Eweas, Abdelaziz S A Abuelsaad, J Parasitol Res, 2013, 112(9), 3137-3149; DOI; 10.1007/s00436-013-3490-4.
  13. Marella A, Tanwar O P, Saha R, Ali M R, Srivastava S, Akhter M, Shaquiquzzaman M, Alam M M, Saudi Pharm J., 2013, 21, 1-12. DOI: 10.1016/j.jsps.2012.03.002.
  14. E M Kassem, Eslam R El-Sawy , Howaida I Abd-Alla, Adel H Mandour, Dina Abdel-Mogeed and Mounir M El-Safty Arch Pharm Res, 2012 ,35, 955-964, DOI :10.1007/s12272-012-0602-0.
  15. Jahromia B T, Kharata A N, Foroutannejadb S, Res. J. Pharm., Biol. Chem. Sci. 2011 , 2(2), 61-71.
  16. Jain S, ChandraV , Jain P K, Pathak K, Pathak D, Vaidya A, Arab. J. Chem, 2016, 1-27 DOI:10.1016/j.arabjc.2016.10.009.
  17. Oliveri V.,& Vecchio G., Eur. J. Med. Chem, 2016 , 14;120:252-74. DOI: 10.1016/j.ejmech.2016.05.007.
  18. Eweas A F, Allam G, Abuelsaad A S A., A Hamid AL Ghamdi , Ibrahim A Maghrabi, Bioorganic Med. Chem., 2013, 46, 17-25 DOI: 10.1016/j.bioorg.2012.
  19. Prajapati S M, Patel K D, Vekariya R H, Panchaland S N, Patel H D RSC Adv., 2014, 4, 24463-24476, DOI: 10.1039/C4RA01814A.
  20. Musiol R, Jampilek J, Nycz J E, Pesko M, Carroll J, Kralova K , Vejsova M, Mahony J O', Coffey A, Mrozek A and Polanski J, Molecules, 2010, 15, 288-304, DOI:10.3390/molecules15010288.
  21. Dover L G and Coxon G D, J. Med. Chem.2011, 54, 6157- 6165, DOI: 10.1021/jm200305q
  22. Bonde C G, Peepliwal A, Gaikwad N , J. Arch. Pharm. Chem. Life Sci. ,2010, 343, 228-236.10.1002/ardp.200900165.
  23. Wube A A, Bucar F, Hochfellner C, Blunder M, Bauer R,Hüfner A, Eur. J. Med. Chem., 2011, 46, 2091-2101;DOI:10.1016/j.ejmech.2011.02.062

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Publication Details

Published in : Volume 4 | Issue 4 | March-April 2018
Date of Publication : 2018-04-30
License:  This work is licensed under a Creative Commons Attribution 4.0 International License.
Page(s) : 571-575
Manuscript Number : IJSRSET1844145
Publisher : Technoscience Academy

Print ISSN : 2395-1990, Online ISSN : 2394-4099

Cite This Article :

Perumal Sarojini, Malaichamy Jeyachandran, Vagolusivakrishna, Dharmarajan Sriram, " Synthetic Strategy, Characterization and Antimycobacterium Evaluation of 8-Hydroxy Quinoline Derivatives, International Journal of Scientific Research in Science, Engineering and Technology(IJSRSET), Print ISSN : 2395-1990, Online ISSN : 2394-4099, Volume 4, Issue 4, pp.571-575, March-April-2018.
Journal URL : http://ijsrset.com/IJSRSET1844145

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