61
Views
8
CrossRef citations to date
0
Altmetric
Original Articles

Insights into structures of imidazo oxazines as potent polyketide synthase XIII inhibitors using molecular modeling techniques

&
Pages 313-323 | Received 21 Jan 2020, Accepted 11 Mar 2020, Published online: 30 Mar 2020

References

  • World Health Organization. Global Tuberculosis Report 2016. Geneva: World Health Organization. Available from: http://apps.who.int/iris/bitstream/10665/91355/1/9789241564656_eng.pdf.
  • Bhat ZS, Rather MA, Maqbool M, et al. Cell wall: a versatile fountain of drug targets in Mycobacterium tuberculosis. Biomed Pharmacother. 2017;95:1520–1534.
  • Portevin D, De Sousa-D’Auria C, Houssin C, et al. A polyketide synthase catalyzes the last condensation step of mycolic acid biosynthesis in mycobacteria and related organisms. Proc Natl Acad Sci USA. 2004;101(1):314–319.
  • https://rseliefweb.int/report/world/global-tuberculosis-report-2019
  • de Oliveira Viana J, Scotti MT, Scotti L. Molecular docking studies in multitarget antitubercular drug discovery. In: Roy K, editor. Multi-target drug design using chem-bioinformatic approaches. Methods in pharmacology and toxicology. New York (NY): Humana Press; 2019. Available from: 10.1007/7653_2018_28.
  • Forrellad MA, Klepp LI, Gioffré A, et al. Virulence factors of the Mycobacterium tuberculosis complex. Virulence. 2013;4(1):3–66.
  • Quadri LEN. Biosynthesis of mycobacterial lipids by polyketide synthases and beyond. Crit Rev Biochem Mol Biol. 2014;49(3):179–211.
  • Inturi B, Pujar GV, Purohit MN. Structural insights of PA-824 derivatives: ligand-based 3D-QSAR study and design of novel PA824 derivatives as anti-tubercular agents. J Recept Signal Transduct Res. 2015;35(5):468–478.
  • Kathiravan MK, Shishoo CJ, Roy SK, et al. Synthesis and antihyperlipidemic activity of some novel condensed 2-chloroalkyl-4-chloro/hydroxy-5,6-disubstituted pyrimidines. Arzneimittelforschung. 2007;57(9):599.
  • Chitre TS, Kathiravan MK, Bothara KG, et al. Pharmacophore optimization and design of competitive inhibitors of thymidine monophosphate kinase through molecular modeling studies. Chem Biol Drug Des. 2011;78(5):826–834.
  • Nilewar SS, Kathiravan MK. Mycothiol: a promising antitubercular target. Bioorg Chem. 2014;52:62–68.
  • Gopinath P, Kathiravan MK. QSAR and docking studies on triazole benzene sulfonamides with human carbonic anhydrase IX inhibitory activity. J Chemometrics. 2019;33(12). 10.1002/cem.3189
  • Gramatica P, Chirico N, Papa E, et al. QSARINS: a new software for the development, analysis, and validation of QSAR MLR models. J Comput Chem. 2013;34(24):2121–2132.
  • Thompson AM, O’Connor PD, Marshall AJ, et al. 7-Substituted 2-nitro-5,6-dihydroimidazo[2,1-b][1,3]oxazines: novel antitubercular agents lead to a new preclinical candidate for visceral leishmaniasis. J Med Chem. 2017;60(10):4212–4233.
  • https://www.acdlabs.com/resources/freeware/chemsketch/https://www.acdlabs.com/products/draw_nom/draw/chemsketch/
  • O’Boyle NM, Banck M, James CA, et al. Open babel: an open chemical toolbox. J Cheminform. 2011;3:33.
  • Yap CW. PaDEL-descriptor: an open source software to calculate molecular descriptors and fingerprints. J Comput Chem. 2011;32(7):1466–1474.
  • Kennard RW, Stone LA. Computer aided design of experiments. Technometrics. 1969;11(1):137–148.
  • Gramatica P, Cassani S, Chirico N. QSARINS-chem: Insubria datasets and new QSAR/QSPR models for environmental pollutants in QSARINS. J Comput Chem. 2014;35(13):1036–1044.
  • Veerasamy R, Rajak H, Jain A, et al. Validation of QSAR models – strategies and importance. Int J Drug Des Discov. 2011;2(3), 511–519.
  • Adeniji SE, Uba S, Uzairu A, et al. A derived QSAR model for predicting some compounds as potent antagonist against Mycobacterium tuberculosis: a theoretical approach. Adv Prev Med. 2019;2019:1–18.
  • https://www.rcsb.org/
  • Priyanka Banerjee, Andreas O. Eckert, Anna K. Schrey and Robert Preissne. ProTox-II: a webserver for the prediction of toxicity of chemicals. Nucleic Acids Research. 2018;1(46):W257–W263.
  • Tropsha The importance of being earnest: validation is the absolute essential for successful application and interpretation of QSPR models A, Gramatica P, Gombar VK. . .QSAR Comb Sci. 2003;22(1):69–77
  • Consonni V, Ballabio D, Todeschini R. Evaluation of model predictive ability by external validation techniques. J Chemometrics. 2010;24(3–4), 194–201.
  • Rajkhowa S, Jha AN, Deka RC, et al. Anti-tubercular drug development: computational strategies to identify potential compounds. J Mol Graphics Modell. 2015;62, 56–68.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.