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Quantitative structure - activity relationships of cardiotonic agents

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Progress in Drug Research

Part of the book series: Progress in Drug Research ((PDR,volume 55))

Summary

Quantitative structure-activity relationships (QSARs) of different cardiotonic agents are presented. A critical analysis of all QSARs provides a very vivid picture of the mechanisms of varying cardiotonic agents. The cardiotonics can be broadly put into 2 categories: cardiac glycosides and nonglycoside cardiotonics, which include phosphodiesterase of type III (PDE III) inhibitors, sympathomimetic (adrenergic) stimulants, A1-selective adenosine antagonists, Ca2+ channel activators and vasopressin antagonists. For cardiac glycosides, QSARs reveal that the position of carbonyl oxygen in their lactone moiety and shifting of the lactone ring from its original position or its replacement by another group would be crucial for their activity. The carbonyl group or its isostere like CN is indicated to be the sole binding entity and the hydrogen bonding through this group is considered to be the most likely binding force. For nonglycoside cardiotonics that include PDE III inhibitors and A1-selective antagonists, a five-point model has been established for their activity, the salient features of which are: (1) the presence of a strong dipole, (2) an adjacent acidic proton, (3) a methyl-sized lipophilic space, (4) a relatively flat overall topography and (5) a basic or hydrogen-bond acceptor site opposite to the dipole. For Ca2+ channel activators, the importance of steric, electrostatic, lipophilic and hydrogen-bonding properties of molecules is indicated, while for vasopressin antagonists the lipophilic and electronic properties are suggested to be the most important.

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References

  1. W.C. Bowman and M.J. Rand: Textbook of pharmacology, 2nd ed., Blackwell Scientific Publications, London 1980, Ch. 22 and 23.

    Google Scholar 

  2. R.E. Thomas: In: M.E. Wolf (ed.): Burger’s medicinal chemistry, 4th ed., John Wiley and Sons, New York 1981, Part III, p. 47.

    Google Scholar 

  3. B.F. Hoffman and J.T. Bigger Jr.: In: A.G. Gilman, L.S. Goodman, T.W. Rall and F. Murad (eds.): Goodman and Gilman’s the pharmaceutical basis of therapeutics, 7th ed., Macmillan Publishing Company, New York 1985, p. 716;

    Google Scholar 

  4. J.T. Bigger, Jr. and B.F. Hoffman: In: (a), p. 748;

    Google Scholar 

  5. P. Rudd and T.F. Blaske: In: (a), p. 784;

    Google Scholar 

  6. P. Needleman, P.B. Corr and E.M. Johnson, Jr.: In: (a), p. 806;

    Google Scholar 

  7. M.S. Brown and J.L. Goldstein: In: (a), p. 827.

    Google Scholar 

  8. D.G. Allen and J.R. Blinks: Nature (London) 273, 509 (1978).

    Article  CAS  Google Scholar 

  9. J.W. Deitmer and D.J. Ellis: J. Physiol. (London) 284, 241 (1978).

    CAS  Google Scholar 

  10. D.C. Gadsby and P.F. Cranefield: Proc. Natl. Acad. Sci. USA 76, 1783 (1979).

    Article  CAS  PubMed  Google Scholar 

  11. C.O. Lee and M. Dagostino: Biophys. J. 40, 185 (1982).

    Article  CAS  PubMed  Google Scholar 

  12. D.A. Eisner, W.J. Lederer and R.D. Vaughan-Jones: J. Physiol. (London) 335, 723 (1983).

    CAS  Google Scholar 

  13. J.R. Blinks, W.G. Wier, J.P. Morgan and P. Hess: In: H. Xoshita, Y. Hagiwara and S. Ebashi (eds.): Advances in pharmacology and therapeutics II, Vol.3: Cardio-renal and cell pharmacology, Pergamon Press, Oxford 1982, p. 205.

    Google Scholar 

  14. D. Noble: Cardiovasc. Res. 14, 495 (1980).

    Article  CAS  PubMed  Google Scholar 

  15. A. Gervais, L.K. Lane, B.N. Annes, G.E. Lindermayer and A. Schwartz: Circ. Res. 40, 8 (1977).

    Article  CAS  PubMed  Google Scholar 

  16. R. Weingart: In: Cardiac glycosides, Part 1: Handbook of experimental pharmacology, Springer-Verlag, Berlin 1981, Vol. 56/1, p. 221.

    Book  Google Scholar 

  17. E. Marbin and R.W. Tsien: J. Physiol. (London) 329, 589 (1982).

    Google Scholar 

  18. T.J. Hougen and T.W. Smith: Circ. Res. 42, 856 (1978).

    Article  CAS  PubMed  Google Scholar 

  19. R.E. Weishaar, M. Quade, D. Boyd, J. Schenden and H.R. Kaplan: Drug Dev. Res. 3, 517 (1983).

    Article  CAS  Google Scholar 

  20. S.F. Campbell, N.J. Cussans, J.C. Danilewicz, A.G. Evans, A.L. Ham, A.A. Jaxa-Chamiec, D.A. Robers and J.K. Stubbs: Roy. Soc. Chem. (Spl. Publ.), No. 54, 47 (1984).

    Google Scholar 

  21. R.E. Weishaar, M.H. Cain and J.A. Bristol: J. Med. Chem. 28, 537 (1985).

    Article  CAS  PubMed  Google Scholar 

  22. A.A. Alousi, L.H. Watton, G.Y. Leshur and A.E. Farah: Roy. Soc. Chem. (Spl. Publ.) No. 50, 65 (1984).

    Google Scholar 

  23. T. Kariya, L.T. Willey and R.C. Dage: J. Cardiovasc. Pharmacol. 4, 50 (1982).

    Article  Google Scholar 

  24. T. Kariya, L.T. Willey and R.C. Dage: J. Cardiovasc. Pharmacol. 6, 50 (1984).

    Article  CAS  PubMed  Google Scholar 

  25. R.E. Weishaar, M. Quade, J.A. Schenden, D.K. Boyd and D.B. Evans: Pharmacologist 25, 551 (1983).

    Google Scholar 

  26. R.E. Weishaar, M. Quade, J.A. Schenden, D.K. Boyd and D.B. Evans: Proc. Fed. Am. Soc. Exp. Biol. 44, 1792 (1985).

    Google Scholar 

  27. G.A. Robinson, R.W. Butcher and E.W. Sutherland: Cyclic AMP, Academic Press, New York 1971.

    Google Scholar 

  28. E.W. Sutherland, G.A. Robinson and R.W. Butcher: Circulation 37, 279 (1968).

    Article  CAS  Google Scholar 

  29. S. Swillens and J.E. Dumont: Life Sci. 27, 1013 (1980).

    Article  CAS  PubMed  Google Scholar 

  30. G.S. Francis: Am. Heart J. 118, 642 (1989).

    Article  CAS  PubMed  Google Scholar 

  31. W.H. Newman, S.J. Grossman, M.B. Franskis and J.G. Webb: J. Mol. Cell. Cardiol. 16, 577 (1984).

    Article  CAS  PubMed  Google Scholar 

  32. L. Belardinelli, A. West, R. Crampton and R.M. Berne: In: R.M. Berne, T.W. Rall and R. Rubio (eds.): Regulatory function of adenosine, Nihoff, Boston 1983.

    Google Scholar 

  33. M. Endoh, M. Maruyama and N. Taira: In: J.W. Daly, Y. Kuroda, J.W. Phillis, and H. Schmizu, VI (eds.): Physiology and pharmacology of adenosine derivatives, Raven Press, New York 1983, p. 127.

    Google Scholar 

  34. A. Pelleg, T. Mitsouka and E.L. Michelson: J. Pharmacol. Exp. Ther. 242, 791 (1987).

    CAS  PubMed  Google Scholar 

  35. L. Belardinelli and G. Isenberg: Am. J. Physiol. 244, H 734 (1983).

    CAS  Google Scholar 

  36. M. Bohm, R. Bruckner, I. Hackabarth, B. Haubitz, R. Linhart, W. Meyer, B. Schmidt, W. Schmidz and H. Scholz: J. Pharmacol. Exp. Ther. 230, 483(1984).

    CAS  PubMed  Google Scholar 

  37. E. Cerbai, U. Klockner and G. Isenberg: Am. J. Physiol. 255, H 872 (1988).

    CAS  Google Scholar 

  38. M. Prostan and V.M. Varagic: Arch. Int. Pharmacodyn. 294, 137 (1988).

    Google Scholar 

  39. G. Jochem and H. Nawrathm: Experientia 39, 1347 (1983).

    Article  CAS  PubMed  Google Scholar 

  40. S. Visentin, S.N. Wu and L. Belardinelli: Am. J. Physiol. 258, H1070 (1990).

    CAS  PubMed  Google Scholar 

  41. W.F. Lubbe, T. Podzuweit and L.H. Opie: J. Am. Cell. Cardiol. 19, 1622 (1992).

    Article  CAS  Google Scholar 

  42. M. Packer: Am. Coll. Cardiol. 12, 1299 (1988);

    Article  CAS  Google Scholar 

  43. M. Packer, J.R. Carver, R.J. RodeSatya P. Guptaheffer, R.J. Ivanhoe, R. Dibianco, S.M. Zeldis, G.H. Hendrix, W.J. Bommer, D. Elkayam, M.L. Kukin et al.: N. Engl. J. Med. 325, 1468 (1991).

    Article  CAS  PubMed  Google Scholar 

  44. D.J. Triggle: In: J.C. Emmett (ed.): Comprehensive medicinal chemistry, Vol. 3, Pergamon Press, Oxford 1990, p. 1047.

    Google Scholar 

  45. M. Manning and W.H. Sawyer: J. Recept. Res. 13, 195 (1993).

    CAS  PubMed  Google Scholar 

  46. L.B. Kinter, W.F. Huffman and F.L. Stassen: Am. J. Physiol. 254, F165 (1988).

    CAS  PubMed  Google Scholar 

  47. F.A. Laszlo Jr. and D. De Wied: Pharmacol. Rev. 43, 73 (1991).

    CAS  PubMed  Google Scholar 

  48. J.D. Albright and P.S. Chan: Current. Pharm. Des. 3, 615 (1997).

    CAS  Google Scholar 

  49. H. Kubinyi: QSAR: Hansch analysis and related approaches, VCH Publishers, Weinheim- New York 1993.

    Book  Google Scholar 

  50. S.P. Gupta, P. Singh and M.C. Bindal: Chem. Rev. 83, 633 (1983).

    Article  CAS  Google Scholar 

  51. S.P. Gupta: Chem. Rev. 87, 1183 (1987).

    Article  CAS  Google Scholar 

  52. S.P. Gupta: Chem. Rev. 89, 1765 (1989).

    Article  CAS  Google Scholar 

  53. S.P. Gupta: Chem. Rev. 91, 1109 (1991).

    Article  CAS  Google Scholar 

  54. S.P. Gupta: Chem. Rev. 94, 1507 (1994).

    Article  CAS  Google Scholar 

  55. S.P. Gupta: Prog. Drug. Res. 45, 67 (1995).

    CAS  PubMed  Google Scholar 

  56. S.P. Gupta: Current Pharm. Des. 4, 455 (1998).

    CAS  Google Scholar 

  57. S.P. Gupta: Prog. Drug Res. 53, 53 (1999).

    Article  CAS  PubMed  Google Scholar 

  58. R. Garg, S.P. Gupta, H. Gao, S.B. Mekapati, A.K. Debnath and C. Hansch: Chem. Rev. 99, 3525 (1999).

    Article  CAS  PubMed  Google Scholar 

  59. D.S. Fullerton, K. Yoshioka, D.C. Rohrer, A.H.L. From and K. Ahmed: Science 205, 917 (1979).

    Article  CAS  PubMed  Google Scholar 

  60. D.C. Rohrer, D.S. Fullerton, K. Yoshioka, A.H.L. From and K. Ahmed: ACS Symp. Ser. No.112, 259 (1979).

    Article  CAS  Google Scholar 

  61. S.P. Gupta and A. Paleti: Personal communication.

    Google Scholar 

  62. A. Cerri, F. Serra, P. Ferrari, E. Folpini, G. Padoani and P. Melloni: J. Med. Chem. 40, 3484 (1997).

    Article  CAS  PubMed  Google Scholar 

  63. M. Bohl, K. Ponsold and G. Reck: J. Steroid Biochem. 21, 373 (1984).

    Article  CAS  PubMed  Google Scholar 

  64. K.R.H. Repke, F. Dittrich, P. Berlin and H.H. Portius: Ann. N.Y. Acad. Sci. 242, 737 (1974).

    Article  CAS  PubMed  Google Scholar 

  65. C.S. Davies and R.P. Halliday: In: A. Burger (ed.): Medicinal chemistry, 3rd Ed., Vol. 5, Part 2, John-Wiley, New York 1970, p. 1065.

    Google Scholar 

  66. T.W. Guntert and H.H. Linde: Experientia 33, 697 (1977).

    Article  CAS  PubMed  Google Scholar 

  67. R. Thomas, J. Boutagy and A. Gelbart: J. Pharm. Sci. 63, 1649 (1974).

    Article  CAS  PubMed  Google Scholar 

  68. C.K. Chiu and T.R. Watson: J. Med. Chem. 28, 509 (1985).

    Article  CAS  PubMed  Google Scholar 

  69. R. Thomas, P. Gray and J. Andrews: Adv. Drug. Res. 19, 311 (1990).

    CAS  Google Scholar 

  70. K. Repke: Internist 7, 418 (1966).

    CAS  PubMed  Google Scholar 

  71. K. Repke and H.J. Portius: Arzneim.-Forsch. 14, 1073 (1964).

    Google Scholar 

  72. W. Schonfeld, J. Weiland, C. Lindig, M. Masnyk, M.M. Kabat, A. Kurek, J. Wicha and K.R.H. Repke: Naunyn Schmiedebergs Arch. Pharmacol. 329, 414 (1985).

    Article  CAS  PubMed  Google Scholar 

  73. K.K. Chen and R.C. Elderfield: J. Pharmacol. Exp. Ther. 70, 338 (1940).

    CAS  Google Scholar 

  74. W.A. Jacobs: J. Biol. Chem. 88, 519 (1930).

    CAS  Google Scholar 

  75. R. Thomas, J. Boutagy and A. Gelbart: J. Pharmacol. Exp. Ther. 191, 219 (1974).

    CAS  PubMed  Google Scholar 

  76. D.S. Fullerton, K. Ahmed, A.H.L. From, R.H. McParland, D.C. Rohrer and J.F. Griffin: In: A.S.V. Burgen, G.C.K. Roberts and M.S. Tute (eds.): Molecular graphics and drug design, Elsevier, Amsterdam 1986, p. 257.

    Google Scholar 

  77. B. Forbush III.: Curt Top. Membr. Transp. 19, 167 (1983).

    Article  CAS  Google Scholar 

  78. M.P. Goeldner, C.G. Hirth, B. Rossi, G. Ponzio and M. Lazdunski: Biochemistry 22, 4685 (1983).

    Article  CAS  PubMed  Google Scholar 

  79. B. Rossi, G. Ponzio and M. Lazdunski: EMBO J. 1, 859 (1982).

    CAS  PubMed  Google Scholar 

  80. B. Rossi, G. Ponzio, M. Lazdunski, M. Goeldner and C. Hirth: Curr. Top. Membr. Transp. 19, 271 (1983).

    Article  CAS  Google Scholar 

  81. C. Hall and A. Ruoho: Proc. Natl. Acad. Sci. USA 77, 4529 (1980).

    Article  CAS  PubMed  Google Scholar 

  82. P.L. Jorgensen, E. Skriver, H. Hebert and A.B. Maunsbach: Ann. N.Y. Acad. Sci. 402, 207 (1982).

    Article  CAS  PubMed  Google Scholar 

  83. E.T. Wallick, T.L. Kirley and A. Schwartz: In: E. Erdman, K. Greeff and J.C. Skou (eds.): Cardiac glycosides 1785–1985, Steinkoff Verlag, Darmstadt 1986, p. 27.

    Google Scholar 

  84. G.E. Shull, A. Schwartz and J.B. Lingrel: Nature (London) 316, 691 (1985).

    Article  CAS  Google Scholar 

  85. L. Quadri, A. Cerri, P. Ferrari, E. Folpini, M. Mabilia and P. Melloni: J. Med. Chem. 39, 3385 (1996).

    Article  CAS  PubMed  Google Scholar 

  86. M.J.S. Dewar and K.M. Dieter: J. Am. Chem. Soc. 108, 8075 (1986).

    Article  CAS  Google Scholar 

  87. K. Repke and L.T. Samuels: Biochemistry 3 689 (1964).

    Article  CAS  PubMed  Google Scholar 

  88. A. Yoda, S. Yoda and A.M. Sarrif: Mol. Pharmacol. 9, 766 (1973).

    CAS  PubMed  Google Scholar 

  89. A. Yoda: Ann. N.Y. Acad. Sci. 242, 598 (1974).

    Article  CAS  PubMed  Google Scholar 

  90. A. Yoda and S. Yoda: Mol. Pharmacol. 11, 653 (1975).

    CAS  PubMed  Google Scholar 

  91. A. Yoda and S. Yoda: Mol. Pharmacol. 13, 352 (1977).

    CAS  PubMed  Google Scholar 

  92. B.K. Naaido, T.R. Witty, W.A. Remers and H.R. Besch Jr.: J. Pharm. Sci. 63, 1391 (1974).

    Article  Google Scholar 

  93. N. Shirai, J. Sakakibara, T. Kaiya, S. Kobayashi, Y. Hotta and K. Takeya: J. Med. Chem. 26, 851 (1983).

    Article  CAS  PubMed  Google Scholar 

  94. A. De Pover and T. Godfraind: Naunyn Schmiedebergs Arch. Pharmacol. 321, 135 (1982).

    Article  PubMed  Google Scholar 

  95. L. Brown, B. Lorenz and R.E. Thomas: Biochem. Pharmacol. 32, 2767 (1983).

    Article  CAS  PubMed  Google Scholar 

  96. A.E. Farah and A.A. Alousi: Life Sci. 22, 1139 (1978).

    Article  CAS  PubMed  Google Scholar 

  97. A.A. Alousi, J.M. Carter, M.J. Montenaro, D.J. Fort and R.J. Ferrari: J. Cardivasc. Pharmacol. 5, 792 (1983).

    Article  CAS  Google Scholar 

  98. A. Ward, R.N. Brogdein, R.C. Heel, T.M. Speight and G.S. Avery: Drug 26, 468 (1983).

    Article  CAS  Google Scholar 

  99. R.E. Weishaar, S.D. Burrows, D.C. Koybylarz, M.M. Quade and D.B. Evans: Biochem. Pharmacol. 35, 787 (1986).

    Article  CAS  PubMed  Google Scholar 

  100. M. Ito, T. Tanaka, M. Saitoh, H. Msuoka, T. Nahano and H. Hidaka: Biochem. Pharmacol. 37, 2041 (1988).

    Article  CAS  PubMed  Google Scholar 

  101. I. Sirkar, L.D. Bradley, G. Bobowsky, J.A. Bristol and D.B. Evan: J. Med. Chem. 28, 1405 (1985).

    Article  Google Scholar 

  102. A.A. Hagedorn III, P.W. Erhardt, W.C. Lumma Jr., R.A. Wohl, R.E. Cantor, Y.L. Chou, W.R. Ingebresten, D. Pang, C.A. Pease and J. Wiggins: J. Med. Chem. 30, 1342 (1987).

    Article  CAS  PubMed  Google Scholar 

  103. H.W. Moos, C.C. Humblet, I. Sircar, C. Rithner, R.E. Weishaar, J.A. Bristol and A.T. McPhail: J. Med. Chem. 30, 1963 (1987).

    Article  CAS  PubMed  Google Scholar 

  104. P.W. Erhardt, A.A. Hagedorn III and M. Sabio: Mol. Pharmacol. 33, 1 (1987).

    Google Scholar 

  105. P.W. Erhardt and Y. Chou: Life Sci. 49, 553 (1991).

    Article  CAS  PubMed  Google Scholar 

  106. R. Boggia, M. Forina, P. Fossa and L. Mosti: Quant. Struct.-Act. Relat. 16, 201 (1997).

    Article  CAS  Google Scholar 

  107. M. Forina, R. Boggia, L. Mosti and P. Fossa: Farmaco 52, 411 (1997).

    CAS  PubMed  Google Scholar 

  108. V. Cody, A. Wojtczak, F.B. Davis and S.D. Blass: J. Med. Chem. 38, 1990 (1995).

    Article  CAS  PubMed  Google Scholar 

  109. H. Okushima, A. Narimatsu and R. Furuya: JP Kokai 8 015, 8 016 (1983);

    Google Scholar 

  110. H. Okushima, A. Narimatsu and I. Shimooda: JP Kokai 140 016 (1983).

    Google Scholar 

  111. H. Okushima, A. Narimatsu, M. Kobayashi, R. Furuya, K. Tsuda and Y. Kitada: J. Med. Chem. 30, 1157 (1987).

    Article  CAS  PubMed  Google Scholar 

  112. W. Diederen and R. Kadatz: Arzneim.-Forsch. 31, 141 (1981).

    CAS  Google Scholar 

  113. R.A. Schnettler, R.C. Dage and J.M. Grisar: J. Med. Chem. 25, 1477 (1982).

    Article  CAS  PubMed  Google Scholar 

  114. J.A. Bristol, I. Sirkar, W.H. Moos, D.B. Evans and R.E. Weishaar: J. Med. Chem. 27, 1099 (1984).

    Article  CAS  PubMed  Google Scholar 

  115. P.W. Erhardt: J. Med. Chem. 30, 231 (1987).

    Article  CAS  Google Scholar 

  116. D. El Allaf, V. D’Orio and J. Calier: Arch. Int. Physio. Biochim. 92, 10 (1985).

    Google Scholar 

  117. D. Barraclough, R. Firmin, R. Iyer, W.R. King, J.C. Lindon, M.S. Nobbs, S. Smith, C.J. Wharton and J.M. Williams: J. Chem. Soc. Perkin Trans. 2,1839 (1988).

    Google Scholar 

  118. D.W. Robertson, E.E. Beedle, J.H. Krushinski, G. Don Pollock, H. Wilson, V. Wyss and J.S. Hayes: J. Med. Chem. 28, 717 (1985).

    Article  CAS  PubMed  Google Scholar 

  119. D.W. Robertson and J.S. Hayes: Drugs Future 10, 295 (1985).

    Google Scholar 

  120. G. Allan, D. Cambridge, M.J. Follenfant, D. Stone and M.V. Whiting: Br. J. Pharmacol. 93, 387 (1988).

    Article  CAS  PubMed  Google Scholar 

  121. P. Barraclough, J.W. Black, D. Cambridge, D. Collard, D. Firmin, V.P. Gerskowitch, R.C. Glen, H. Giles, A.P. Hill, R.A.D. Hull et al.: J. Med. Chem. 33, 2231 (1990).

    Article  CAS  PubMed  Google Scholar 

  122. A.A. Alousi, A.E. Farah, G.Y. Lesher and C.J. Opalka: Circ. Res. 45, 666 (1979).

    Article  CAS  PubMed  Google Scholar 

  123. I. Sirkar, R.E. Weishaar, D. Kobylarz, W.H. Moos and J.A. Bristol: J. Med. Chem. 30, 1955 (1987).

    Article  Google Scholar 

  124. R.E. Weishaar, M.M. Quade, J.A. Schenden and D.B. Evans: J. Cyclic Nucleotide Protein Phosphor. Res. 10, 551 (1985).

    CAS  PubMed  Google Scholar 

  125. R.E. Weishaar, M. Quade, J.A. Schenden, D.K. Boyd and D.B. Evans: Eur. J. Pharmacol. 119, 205 (1985).

    Article  CAS  PubMed  Google Scholar 

  126. D.B. Evans, R.E. Potoczak, R.P. Steffen, W.E. Burmeister, R.W. McNish, J.A. Schenden and H.R. Kaplan: Drug Dev. Res. 9, 143 (1986).

    Article  CAS  Google Scholar 

  127. S.A. Harrison, D.H. Reifsnyder, B. Gallis, G.G. Cadd and J.A. Beavo: Mol. Pharmacol. 29, 506 (1986).

    CAS  PubMed  Google Scholar 

  128. K.A. Walker, M.R. Boots, J.F. Stubbins, M.E. Rogers and C.W. Davis: J. Med. Chem. 26, 174 (1983).

    Article  CAS  PubMed  Google Scholar 

  129. S.P. Gupta, C. Garg and J.K. Gupta: Res. Commun. Chem. Pathol. Pharmacol. 61, 265 (1988).

    CAS  PubMed  Google Scholar 

  130. Y.S. Prabhakar, A. Handa and S.P. Gupta: J. Pharmacobio-Dyn. 7, 366 (1984).

    Article  CAS  PubMed  Google Scholar 

  131. R.A. Glenon, M.E. Rogers, J.D. Smith, M.K. El-Said and J.L. Egle: J. Med. Chem. 24, 658 (1981).

    Article  Google Scholar 

  132. A.M. Lands, T.G. Brown Jr.: In: A. Burger (ed.): Drugs affecting the peripheral nervous system, Vol. 1, Marcel Dekker, New York 1976, p. 399.

    Google Scholar 

  133. D.J. Triggle, in ref. 60, p.1235.

    Google Scholar 

  134. D. Carlstrom, R. Bergin and G. Falkenberg: Quart. Rev. Biophys. 6, 257 (1973).

    Article  CAS  Google Scholar 

  135. P.N. Patil, J.B. Lapidiu and A. Tye: J. Pharm. Sci. 59, 1205 (1970).

    Article  CAS  PubMed  Google Scholar 

  136. P. Pratesi: International symposium on pharmaceutical chemistry, Florence, 1962, Butterworths, London 1963, p. 435.

    Google Scholar 

  137. P. Pratesi and E. Grana: Adv. Drug Res. 2, 127 (1965).

    CAS  PubMed  Google Scholar 

  138. P. Pratesi, L. Villa and E. Grana: Farmaco 21, 409 (1966).

    CAS  Google Scholar 

  139. P. Pratesi, L. Villa and E. Grana: Farmaco 30, 315 (1975).

    CAS  Google Scholar 

  140. R.E. Tessel, J.E. Wooda, R.E. Counsell and G.P. Basmadjian: J. Pharmacol. Exp. Ther. 192, 319 (1975).

    CAS  PubMed  Google Scholar 

  141. P. Dorigo and I. Maragno: Br. J. Pharmacol. 32, 623 (1986).

    Article  Google Scholar 

  142. C.Q. Earl, J. Linden and W.B. Weglicki: J. Cardiovasc. Pharmacol. 8, 864 (1986).

    CAS  PubMed  Google Scholar 

  143. W.J. Parson, V. Ramkumar and G.L. Stiles: Mol. Pharmacol. 33, 441 (1988).

    Google Scholar 

  144. P. Dorigo, R.M. Gaion and I. Maragno: Cardiovasc. Drug Ther. 4/2, 509 (1990).

    Article  Google Scholar 

  145. M. Ungerer, M. Bohm, R.H.G. Schwinger and E. Erdman: Naunyn Schmiedebergs Arch. Pharmacol. 341, 577 (1990).

    Article  CAS  PubMed  Google Scholar 

  146. L. Mosti, G. Menozzi, P. Schenone, P. Dorigo, R.M. Gaion, F. Benetollo and G. Bombieri: Eur. J. Med. Chem. 24, 517 (1989).

    Article  CAS  Google Scholar 

  147. L. Mosti, G. Menozzi, P. Schenone, P. Dorigo, R.M. Gaion and P. Belluco: Farmaco 47, 427 (1992).

    CAS  PubMed  Google Scholar 

  148. L. Mosti, P. Schenone, M. Iester, P. Dorigo, R.M. Gaion and D. Fraccarollo: Eur. J. Med. Chem. 28, 853 (1993).

    Article  CAS  Google Scholar 

  149. P. Dorigo, R.M. Gaion, P. Belluco, P.A. Borea, L. Guerra, L. Mosti, M. Floreani and F. Carpendo: Gen. Pharmacol. 23, 535 (1992).

    Article  CAS  PubMed  Google Scholar 

  150. P. Dorigo, R.M. Gaion, P. Belluco, D. Fraccarollo, I. Maragno, G. Bombieri, F. Benetollo and F. Orisini: J. Med. Chem. 36, 2475 (1993).

    Article  CAS  PubMed  Google Scholar 

  151. P. Dorigo, D. Fraccarollo, G. Santostasi, R.M. Gaion, I. Maragno, M. Floreani, F. Carpendo, M. Iester, L. Mosti and P. Schenone: Farmaco 49, 19 (1994).

    CAS  PubMed  Google Scholar 

  152. F. Orsini, F. Benetollo, G. Bombieri and L. Mosti: Eur. J. Med. Chem. 25, 425 (1990).

    Article  CAS  Google Scholar 

  153. F. Orsini, F. Benetollo, G. Bombieri and L. Mosti: Eur. J. Med. Chem. 28, 637 (1993).

    Article  CAS  Google Scholar 

  154. P. Dorigo, D. Fraccarollo, G. Santostasi, I. Maragno, M. Floreani, P.A. Borea, L. Mosti, L. Sansebastino, P. Fossa, E Orsini et al.: J. Med. Chem. 39, 3671 (1996).

    Article  CAS  PubMed  Google Scholar 

  155. K.A. Jacobson, S. Barone, U. Kammula and G.L. Stiles: J. Med. Chem. 32, 1043 (1989).

    Article  CAS  PubMed  Google Scholar 

  156. B.C. Sharma, P. Singh, T.N. Ojha and S. Tiwari: Drug Des. Discov. 12, 169 (1994).

    CAS  PubMed  Google Scholar 

  157. K.A. Jacobson, L. Kiriasis, S. Barone, B.J. Bradbury U. Kammula, J.M. Campagne, S. Secunda, J.W. Daly, J.L. Neumeyer and W. Pfeiderer: J. Med. Chem. 32, 1873 (1989).

    Article  CAS  PubMed  Google Scholar 

  158. K.A. Jacobson, C. Gallo-Rodrigsez, N. Melman, B. Fischer, M. Mailard, A. Van Bergen, P.J. Van Galen and K. Yishai: J. Med. Chem. 36, 1333 (1993).

    Article  CAS  PubMed  Google Scholar 

  159. T.N. Ojha, S. Tiwari, R.C. Sharma and P. Singh: Indian J. Chem. 34B, 452 (1995).

    CAS  Google Scholar 

  160. R.A. Janis, P. Silver and D.J. Triggle: Adv. Drug Res. 16, 309 (1987).

    CAS  Google Scholar 

  161. K. McKechnie, P.G. Killingback, I. Naya, S.E. O’Connor, G.W. Smith, D.W. Wattam, E. Wells, Y.M. Whitehead and G.E. Williams: Br. J. Pharmacol. 98, 673P (1989).

    Google Scholar 

  162. A.J.G. Baxter, J. Dixon, F. Ince, C.N. Manners and S.J. Teague: J. Med. Chem. 36, 2739 (1993).

    Article  CAS  PubMed  Google Scholar 

  163. A. Verloop, W. Hoogenstraaten and J. Tipker: In: E.J. Ariens (ed.): Drug design, Vol. VII, Academic Press, New York 1976, p. 165.

    Google Scholar 

  164. A.M. Davis, N.P. Gensmantel, E. Johansson and D.P. Marriot: J. Med. Chem. 37, 963 (1994).

    Article  CAS  PubMed  Google Scholar 

  165. D.J. Triggle, D.A. Langs and R.A. Janis: Med. Res. Rev. 9, 123 (1989).

    Article  CAS  PubMed  Google Scholar 

  166. R. Fossheim, K. Svarteng, A. Mostad, C. Romming, E. Shefter and D.J. Triggle: J. Med. Chem. 25, 126 (1982).

    Article  CAS  PubMed  Google Scholar 

  167. R. Fossheim, A. Joslyn, A.J. Solo, E. Luchowski, A. Rutledge and D.J. Triggle: J. Med. Chem. 31, 300 (1988).

    Article  CAS  PubMed  Google Scholar 

  168. D.A. Langs, Y.W. Kwon, P.D. Strong and D.J. Triggle: J. Comput-Aided Mol. Des. 5, 95 (1991).

    Article  CAS  PubMed  Google Scholar 

  169. R. Fossheim: Acta Chem. Scand. B41, 581 (1987).

    Article  CAS  Google Scholar 

  170. H.-D. Holtje and S. Marrer: J. Comput-Aided Mol. Des. 1, 23 (1987).

    Article  CAS  PubMed  Google Scholar 

  171. S.C. Mah and K.G. Hofbauer: J. Pharmacol. Exp. Ther. 245, 1028 (1988).

    CAS  PubMed  Google Scholar 

  172. W.F. Huffman, C. Albrightson-Winslow, B. Brickson, H.G. Bryan, N. Caldwell, G. Dytko, D.S. Eggleston, L.B. Kinter, M.L. Moore, K.A. Newlander et al.: J. Med. Chem. 32, 880 (1989).

    Article  CAS  PubMed  Google Scholar 

  173. C. Serradeil-Le Gal., J. Wagnon, C. Garcia, C. Lacour, P. Guiraudou, B. Christople, G. Vil-lanova, D. Nistato, J.P. Maffrand, G. Le Furr et al: J. Clin. Invest. 92, 224 (1993).

    Article  CAS  PubMed  Google Scholar 

  174. H. Ogawa, Y. Yamamura, H. Miyamato, K. Kondo, H. Yamishita, K. Nakaya, T. Chihara, T. Mori, M. Tominaga and Y. Yabuuchi: J. Med. Chem. 36, 2011 (1993).

    Article  CAS  PubMed  Google Scholar 

  175. H. Ogawa, H. Yamashita, K. Kondo, Y. Yamamura, H. Miyamoto, K. Kan, K. Kitano, M. Tanaka, K. Nakaya, S. Nakamura et al.: J. Med. Chem. 39, 3547 (1996).

    Article  CAS  PubMed  Google Scholar 

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  1. Department of Chemistry, Birla Institute of Technology and Science, Pilani, 333031, India

    Satya P. Gupta

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Gupta, S.P. (2000). Quantitative structure - activity relationships of cardiotonic agents. In: Jucker, E. (eds) Progress in Drug Research. Progress in Drug Research, vol 55. Birkhäuser, Basel. https://doi.org/10.1007/978-3-0348-8385-6_7

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