International E-publication: Publish Projects, Dissertation, Theses, Books, Souvenir, Conference Proceeding with ISBN.  International E-Bulletin: Information/News regarding: Academics and Research

Comparative QSAR study of Anthracycline Analogues

Author Affiliations

    Res.J.chem.sci., Volume 4, Issue (6), Pages 18-22, June,18 (2014)

    Abstract

    Anthracycline, a potent anticancer molecule being used extensively in chemotherapy, though known for its efficacy known to cause adverse effects when administered. We are trying to analyse the variations in its analogues structurally. To study the QSAR of anthracycline analogues by using graph theoretical indices and physicochemical properties efforts have been made to derive a best mathematical model for the calculation of biological activity of the analogues in multivariate form. We have used multiple linear regression method. Two equations were developed separately, 1. Containing graph theoretical indices with r value 0.7038 and 2. Containing physicochemical properties as predictor variable with r value 0.8162 both models are significant to understand QSAR of anthracycline analogues.

    References

    1. Shaul P., Frenkel M., Breiner-Goldstein E., Mittelman L., Grunwald A., Ebenstein Y., Tsarfaty I., Fridman M., The structure of anthracycline derivatives determines their sub-cellular localization and cytotoxic activity, ACS Med. Chem. Lett., 4, 323–328 (2013)
    2. Breiner-Goldstein E., Evron Z., Frenkel M., Cohen K., Meiron K.N., Peer D., Roichman Y., Flescher E. and Fridman M., Targeting Anthracycline-Resistant Tumor Cells with Synthetic Aloe-Emodin Glycosides, ACS Med. Chem. Lett, 2, 528–531 (2011)
    3. Ajeet Brajpal Singh, Vipul Kumar, qsar modeling of 2-[ch(oh)x]-5,8-(oy)2-1,4-naphthoquinines against l1210 cells using multiple linear regression, Indonesian J. Pharm., 23(3), 171–176 (2012)
    4. Salum L., Andricopulo A., Fragment-based QSAR: Perspectives in drug design, Mol. Divers., 13, 277–285 (2009)
    5. Anthracycline Chemistry and Biology: Biological Occurence and Biosynthesis, Synthesis and Chemistry: No.. 1 (9 July 2008) ed. Topics in Current Chemistry, ed. K. Krohn: Springer (2008)
    6. Esposito E.X., Hopfinger A.J. and Madura J.D., Methods for applying the quantitative structure-activity relationship paradigm, Methods Mol. Biol., 275, 131–213 (2004)
    7. Minotti G., et al.,Anthracyclines: molecular advances and pharmacologic developments in antitumor activity and cardiotoxicity, Pharmacol Rev,56(2), 185-229 (2004)
    8. Perkins R., Fang H., Tong W. and Welsh W., Quantitative structure-activity relationship methods: perspectives on drug discovery and toxicology, Environ. Toxicol. Chem., 22, 1666–1679 (2003)
    9. Studzian K., et al., Inhibition of RNA synthesis in vitro and cell growth by anthracycline antibiotics, Neoplasma, 48(5), 412-8 (2001)
    10. Rudolph U. Koop C and Keist R, Nature, 401, 796 (1999)
    11. Winkler D.A., Burden F.R. and Watkins J.R., Quant Struct-Act Relat, 17, 14 (1998)
    12. Sigel E. and Buhr A., TIPS, 18, 425 (1997)
    13. Khadikar P.V. and Gutman I., J Serb Chem Soc, 62, 235 (1997)
    14. McKernan R.M. and Whiting P.J., Trends in Neurosci, 19, 139 (1996)
    15. Chaires J.B., et al., Parsing the free energy of anthracycline antibiotic binding to DNA, Biochemistry, 35(7), 2047-53 (1996)
    16. Macdonald R.L. and Olsen R.W., Ann Rev Neurosci, 17,569 (1994)
    17. Randic M., Croat Chem Acta, 66, 289 (1993)
    18. Villar H.O., Davies M.F., Loew G.H. and Maguire P.A., Life Sci, 48, 593 (1991)
    19. Schultz H.P., Schultz E.B. and Schultz T.P., J Chem Inf Comput Sci30, 27 (1990)
    20. Olsufyeva E.N. and Rozynov B.V., [Synthesis and massspectrometric analysis of N-cycloalkyl derivatives of carminomycin, daunorubicin and their analogs], Bioorg Khim(Russ), 16, 847-853 (1990)
    21. Vincenzo Rizzo1, Carlo Battistini1,et al, Association of anthracyclines and synthetic hexanucleotides, Structural factors influencing sequence specificity, Journal ofMolecular Recognition,2(3), 132–141 (1989)
    22. Balaban A.T., J Mol Struct (Theochem), 165, 243 (1988)
    23. Kier L.B. and Hall L.H., Molecular Connectivity in Chemistry and Drug Research, (Academic Press, New York), (1976)
    24. Krueger W.C., et al., The interaction of nogalamycin and analogs with DNA and other biopolymers, Chem Biol Interact, 36(1), 1-18 (1981)
    25. Wiener H., J Am Chem Soc, 69, 17 (1947)