Supercytostatics and supercytotoxins
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Abstract
Natural compounds are considered which in concentrations of 5·10−8 M inhibit the proliferation of culturable malignant mammalian cells. It is proposed to call them supercytostatics and supercytotoxins. Their cytotoxic activities are based on various biochemical mechanisms. Among the supercytostatics there are mitotic poisons, inhibitors of protein and nucleic acid synthesis, and membrane and cytoplasmic enzymes. However, in many cases there are grounds for assuming that the critical cell targets do not coincide with the observed biochemical effects of the supercytostatics. In spite of their diverse chemical structures, the majority of substances contain similar structural fragments which may be complementary to unknown receptors participating in the regulation of cell proliferation.
Keywords
Colchicine Taxol Triptolide Dicarbonyl CucurbitacinPreview
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- 1.H. Stahelin, Planta Med.,22, 336 (1972).PubMedGoogle Scholar
- 2.W. J. Gensler, C. D. Murthy, and M. H. Trammell, J. Med. Chem.,20, 635 (1977).PubMedGoogle Scholar
- 3.H. C. Wulf and G. Wettenmark, Arch. Dermatol. Res.,260, 87 (1977).PubMedGoogle Scholar
- 4.D. K. White and F. D. Greene, J. Am. Chem. Soc.,100, 6757 (1978).Google Scholar
- 5.S. M. Kupchan, Y. Komoda, A. R. Branfman, R. G. Dailey, and V. A. Zimmerly, J. Am. Chem. Soc.,96, 3706 (1974).Google Scholar
- 6.M. C. Wani, H. L. Taylor, and M. E. Wall, Chem. Commun., 390 (1973).Google Scholar
- 7.D. Werner, K. H. Dönges, Planta Med.,22, 306 (1972).PubMedGoogle Scholar
- 8.K. De Kalyan, G. T. Shiau, and R. E. Harmon, J. Prakt. Chem.,318, 523 (1976).Google Scholar
- 9.M. Bobek, R. L. Whistler, and A. Bloch, J. Med. Chem.,15, 168 (1972).PubMedGoogle Scholar
- 10.H. Stahelin, Eur. J. Cancer,6, 303 (1970).PubMedGoogle Scholar
- 11.J. J. Hoffmann, D. J. Lutzbetak, S. J. Torrance, and J. R. Cole, Phytochemistry,17, 1448 (1978).Google Scholar
- 12.A. W. Wood, R. L. Chang, W. Levin, and R. E. Lehr, Proc. Natl. Acad. Sci., USA,74, 2746 (1977).PubMedPubMedCentralGoogle Scholar
- 13.S. P. Gunasekera, G. A. Cordell, and N. R. Farnsworth, Phytochem.,19, 1213 (1980).Google Scholar
- 14.M. C. Wani, H. L. Taylor, M. E. Wall, P. Coggon, and A. T. McPhail, J. Am. Chem. Soc.,93, 2325 (1971).PubMedGoogle Scholar
- 15.S. M. Kupchan and R. L. Baxter, Science,187, 652 (1975).PubMedGoogle Scholar
- 16.J. Nyborg and T. Lacour, Nature (London),257, 824 (1975).PubMedGoogle Scholar
- 17.S. M. Kupchan, J. G. Sweeny, R. L. Baxter, T. Murae, V. A. Zimmerly, and R. R. Sickles, J. Am. Chem. Soc.,97, 672 (1975).PubMedGoogle Scholar
- 18.S. M. Kupchan, Y. Shizuri, W. C. Samner, H. R. Haynes, A. P. Leighton, and B. R. Sickles, J. Org. Chem.,41, 3850 (1976).PubMedGoogle Scholar
- 19.S. M. Kupchan, Y. Shizuri, T. Murae, J. G. Sweeny, H. R. Haynes, M. S. Shen, J. C. Barrick, and R. F. Bryan, J. Am. Chem. Soc.,98, 5719 (1976).PubMedGoogle Scholar
- 20.S. M. Kupchan, R. W. Britton, J. A. Lacadie, M. F. Ziegler, and K. W. Sigel, J. Org. Chem.,40, 648 (1975).PubMedGoogle Scholar
- 21.S. M. Kupchan, D. R. Streelman, J. Org. Chem.,41, 3481 (1976).PubMedGoogle Scholar
- 22.S. M. Kupchan and J. A. Lacadie, J. Org. Chem.,40, 654 (1975).PubMedGoogle Scholar
- 23.S. M. Kupchan, W. A. Court, R. G. Dailey, C. J. Dilmore, and R. F. Bryan, J. Am. Chem. Soc.,94, 7194 (1972).PubMedGoogle Scholar
- 24.J. W. Loder and R. H. Nearn, Tetrahedron Lett., 2497 (1975).Google Scholar
- 25.S. M. Kupchan, D. R. Streelman, B. B. Jarvis, R. G. Dailey, and A. T. Sneder, J. Org. Chem.,42, 4221 (1977).PubMedGoogle Scholar
- 26.H. Minato, T. Katayama, and K. Tori, Tetrahedron Lett., 2579 (1975).Google Scholar
- 27.J. Konopa, A. Matuszkiewicz, M. Hrabowska, and K. Onoszka, Arzneim-Forsch.,91, 1741 (1974).Google Scholar
- 28.J. Polonsky, Z. Varon, B. Arnoux, and C. Packard, J. Am. Chem. Soc.,100, 7731 (1978).Google Scholar
- 29.S. M. Kupchan, R. J. Hemingway, and J. C. Hemingway, J. Org. Chem.,34, 3894 (1969).PubMedGoogle Scholar
- 30.S. M. Kupchan and I. Ognyanov, Tetrahedron Lett., 1709 (1969).Google Scholar
- 31.S. M. Kupchan, J. L. Moniot, C. W. Sigel, and R. J. Hemingway, J. Org. Chem.,36, 2611 (1971).PubMedGoogle Scholar
- 32.S. M. Kupchan, J. R. Knox, J. E. Kelsey, and J. A. S. Renauld, Science146, 1685 (1964).PubMedGoogle Scholar
- 33.A. Closse and R. Huguenin, Helv. Chim. Acta,57, 533 (1974).PubMedGoogle Scholar
- 34.S. D. Jolad, J. J. Hoffman, S. J. Torrance, R. M. Wiedhopf, J. R. Cole, S. K. Arora, R. B. Bates, R. L. Gargiulo, and G. R. Kriek, J. Am. Chem. Soc.,99, 8040 (1977).Google Scholar
- 35.J. Meinhofer, H. Maeda, C. B. Glaser, J. Czombos, and K. Kuromitsu, Science,178, 875 (1972).Google Scholar
- 36.L. S. Kappen, M. A. Napier, and I. H. Goldberg, Proc. Natl. Acad. Sci. USA,77, 1970 (1980).PubMedPubMedCentralGoogle Scholar
- 37.J. Elting and R. Montgomery, Biochem. Biophys. Res. Commun.,71, 871 (1976).PubMedGoogle Scholar
- 38.K. Hora, M. Ishiguro, G. Fumatsu, and M. Fumatsu, Agr. Biol. Chem.,39, 1639 (1975).Google Scholar
- 39.S. Nanno, M. Ishiguro, G. Funatsu, and M. Funatsu, Agr. Biol. Chem.,39, 1645 (1975).Google Scholar
- 40.S. S. Li, C. H. Wei, J. J. Lin, and T. C. Tung, Biochem. Biophys. Res. Commun.,65, 1191 (1975).PubMedGoogle Scholar
- 41.J. C. Robins, R. Hyman, V. Stalling, and G. L. Nicolson, J. Natl. Cancer Inst.,58, 1027 (1977).Google Scholar
- 42.Wha Bin Im, Chao-Kuo Chiang, and R. Montgomery, J. Biol. Chem.,253, 3259 (1978).PubMedGoogle Scholar
- 43.K. Refsnes, T. Haylett, K. Sandvig, and S. Olsnes, Biochem. Biophys. Res. Commun.,79, 1176 (1977).PubMedGoogle Scholar
- 44.V. I. Gel'fand and V. A. Rozenblat, in: Biological Chemistry, Vol. II (Advances of Science and Technology, VINITI) [in Russian], Moscow (1977), p. 78.Google Scholar
- 45.G. L. Nicolson, Biochim. Biophys. Acta,457, 57 (1976).PubMedGoogle Scholar
- 46.V. V. Kiselev, Khim. Prir. Soedin.,3 (1977).Google Scholar
- 47.L. Wilson, Ann. N. Y. Acad. Sci.,253, 213 (1975).PubMedGoogle Scholar
- 48.F. Cortese, B. Bhattacharyya, and J. Wolf, Fed. Proc.,35, 483 (1976).Google Scholar
- 49.J. K. Kelleher, Mol. Pharmacol.,13, 232 (1977).PubMedGoogle Scholar
- 50.M. H. Zweig and C. F. Chignell, Biochem. Pharmacol.,22, 2141 (1973).PubMedGoogle Scholar
- 51.L. Wilson, K. M. Kreswell, and D. Chin., Biochem.,14, 5585 (1975).Google Scholar
- 52.M. K. Wolpert-DeFilippes, R. H. Adamson, R. L. Cysyk, and D. G. Johns, Biochem. Pharmacol.,24, 751 (1975).PubMedGoogle Scholar
- 53.M. K. Wolpert-DeFilippes, V. H. Bono, R. L. Dion, and D. G. Johns, Biochem. Pharmacol.,24, 1735 (1975).PubMedGoogle Scholar
- 54.S. Remillard, L. I. Rebhun, G. A. Howie, and S. M. Kupchan, Science,189, 1002 (1975).PubMedGoogle Scholar
- 55.F. Mandelbaum-Shavit, M. K. Wolpert-DeFilippes, and D. G. Johns, Biochem. Biophys. Res. Commun.,72, 47 (1976).PubMedGoogle Scholar
- 56.B. Bhattacharyya and J. Wolf, FEBS Lett.,75, 159 (1977).PubMedGoogle Scholar
- 57.P. B. Schiff, J. Fant, and S. B. Horwitz, Nature (London),277, 665 (1979).PubMedGoogle Scholar
- 58.P. B. Schiff, and S. B. Horwitz, Proc. Natl. Acad. Sci. USA,77, 1561 (1981).Google Scholar
- 59.B. F. Issel, A. W. Prestayko, R. L. Comis, and S. T. Crooke, Cancer Treat. Rev.,6, 239 (1979).Google Scholar
- 60.M. T. Kuo and T. S. A. Sami, Biochim. Biophys. Acta,518, 186 (1978).PubMedGoogle Scholar
- 61.K. Edo, K. Shigery, F. Kitame, N. Ishida, Y. Koide, G. Kusano, and S. Nozoe, J. Antibiot.,33, 347 (1980).PubMedGoogle Scholar
- 62.T. H. Sawyer, K. Guetzow, M. O. J. Olson, H. Busch, A. W. Prestayko, and S. T. Crooke, Biochem. Biophys. Res. Commun,86, 1133 (1979).PubMedGoogle Scholar
- 63.A. G. Schultz, Chem. Rev.,73, 385 (1973).PubMedGoogle Scholar
- 64.S. A. Eigebaly, I. H. Hall, K.-H. Lee, Y. Sumida, Y. Imakura, R. Y. Wu, J. Pharm. Sci.,68, 887 (1979).PubMedGoogle Scholar
- 65.E. F. Gale, P. E. Reynolds, E. Cundliffe, H. Richmond, and M. J. Waring, The Molecular Basis of Antibiotic Action, Wiley, London (1972).Google Scholar
- 66.B. Brdar and E. Reich., Period. Biol.,78, 51 (1976).Google Scholar
- 67.S. Iapalucci-Espinosa, S. Cereghini, and M. T. Fraze de Fernandez, Biochemistry,16, 3 (1977).Google Scholar
- 68.J. Konopa, J. Zelinski, A. Matuszkiewicz, M. Hrabowska, in: Advances in Antimicrobial and Antineoplastic Chemotherapy, Vol. 2, Prague, 163 (1972).Google Scholar
- 69.A. P. Grollman, C. Grunfeld, C. F. Brewer, and D. M. Markus, Cancer Chemother. Rep., Part 1,58, 491 (1974).PubMedGoogle Scholar
- 70.G. L. Nicolson, M. Lacorbière, and T. R. Hunter, Cancer Res.,35, 144 (1975).PubMedGoogle Scholar
- 71.K. Onozaki, H. Hayatsu, and T. Ukita, Biochim. Biophys. Acta,407, 99 (1975).PubMedGoogle Scholar
- 72.A. M. Pappenheimer, Ann. Rev. Biochem.,46, 69 (1977).PubMedGoogle Scholar
- 73.R. A. Tobey, D. J. Orlicky, L. L. Deaven, L. B. Rall, and R. J. Kissane, Cancer Res.,38, 4415 (1978).PubMedGoogle Scholar
- 74.L. L. Liao, A. P. Grollman, and S. B. Horwitz, Biochim. Biophys. Acta,454, 273 (1976).PubMedGoogle Scholar
- 75.C. J. Carter and M. Cannon, Biochem. J.,166, 399 (1977).PubMedPubMedCentralGoogle Scholar
- 76.L. L. Liao, S. M. Kupchan, and S. B. Horwitz, Mol. Pharmacol.,12, 167 (1976).PubMedGoogle Scholar
- 77.M. Fresno, A. Gonzales, D. Vazquez, and A. Jimenez, Biochim. Biophys. Acta,518, 104 (1978).PubMedGoogle Scholar
- 78.K. J. Bucher, Diss. Abstr. Int., B,37, 2816 (1976).Google Scholar
- 79.S. M. Kupchan, An. Acad. Brazil. Ciênc., Suppl.,42, 25 (1970).Google Scholar
- 80.N. B. Glick, in: Metabolic Inhibitors, Vol. 3, Academic Press, New York (1972), p. 232.Google Scholar
- 81.T. Tobin, T. Akera, S. L. Brody, and T. M. Brody, Biochem. Soc. Transact.2, 1375 (1974).Google Scholar
- 82.E. Fujita and Y. Nagao, Bioorg. Chem.,6, 287 (1977).Google Scholar
- 83.I. H. Goldberg, Cancer Chemother. Rep., Part 1,58, 479 (1974).PubMedGoogle Scholar
- 84.G. R. Donaldson, M. R. Atkinson, and A. W. Murray, Biochem. Biophys. Res. Commun.,31, 104 (1968).PubMedGoogle Scholar
- 85.I. H. Hall, J. Pharm. Sci.,67, 1232 (1978).PubMedGoogle Scholar
- 86.I. H. Hall, K. H. Lee, S. A. Eigebaly, J. Pharm. Sci.,67, 552 (1978).PubMedGoogle Scholar
- 87.T. S. A. Sami, and H. Lazarus, Peptides Proceedings of the Fifth American Peptide Symposium (1977), p. 221; Chem. Abstr.,89, 170 (1978).Google Scholar
- 88.M. Satake, T. Ebina, N. Ishida, Gann,70, 545 (1979).PubMedGoogle Scholar
- 89.G. L. Nicolson, Biochim. Biophys. Acta,458, 1 (1977).Google Scholar
- 90.N. P. Korolev, Usp. Sov. Biol.,86, 463 (1978).Google Scholar
- 91.A. Mittinen and I. Virtanen, Protides of Biological Fluids. Proceedings of the 26th Colloquium, 1978, Pergamon, Oxford (1979), p. 511.Google Scholar
- 92.B. R. Brinkley and G. M. Fuller, Texas Rep. Biol. Med.,36, 26 (1978).Google Scholar
- 93.G. Parry and S. N. Hawkes, Proc. Natl. Acad. Sci. USA,75, 3703 (1978).PubMedPubMedCentralGoogle Scholar
- 94.B. M. Spigelman, M. A. Lopata, and M. W. Kirschner, Cell,16, 239 (1979).Google Scholar
- 95.E. Wang, J. A. Connoly, V. I. Kalnins, and P. W. Choppin, Proc. Natl. Acad. Sci. USA,76, 5719 (1979).PubMedPubMedCentralGoogle Scholar
- 96.M. E. Stearnes and D. L. Brown, Proc. Natl. Acad. Sci. USA,76, 5745 (1979).Google Scholar
- 97.J. A. Snyder and J. R. McIntosh, Annu. Rev. Biochem.,45, 699 (1976).PubMedGoogle Scholar
- 98.B. R. Telzer, and L. Rosenbaum, J. Cell. Biol.,81, 484 (1979).PubMedGoogle Scholar
- 99.E. C. Raff, Int. Rev. Cytol.,59, 1 (1979).PubMedGoogle Scholar
- 100.T. T. Puck, Proc. Natl. Acad. Sci. USA,74, 4491 (1977).PubMedPubMedCentralGoogle Scholar
- 101.R. Simantov and L. Sax, FEBS Lett.,90, 69 (1978).PubMedGoogle Scholar
- 102.D. A. McClain and G. L. Edelman, Proc. Natl. Acad. Sci. USA,77, 2748 (1980).PubMedPubMedCentralGoogle Scholar
- 103.T. Kurokawa, M. Kurokawa, and S. Ishibashi, Biochim. Biophys. Acta, 583, 467 (1979).PubMedGoogle Scholar
- 104.P. R. Walker and J. F. Whitfield, Proc. Natl. Acad. Sci., USA,75, 1394 (1978).PubMedPubMedCentralGoogle Scholar
- 105.M. Freidkin, A. Legg, E. Rosengurt, Proc. Natl. Acad. Sci. USA,76, 3909 (1979).Google Scholar
- 106.H. Madoc-Jones and F. Mauro, J. Cell. Physiol.,72, 185 (1969).Google Scholar
- 107.M. Segawa and K. Kondo, Experientia,34, 996 (1978).Google Scholar
- 108.A. M. Chiriffe and E. P. Studzinski, Proc. Soc. Exp. Biol. Med.,157, 206 (1978).Google Scholar
- 109.B. H. Toh and G. C. Hard, Nature (London),269, 695 (1977).PubMedGoogle Scholar
- 110.D. B. Rifkin, R. M. Crowe, and R. Pollack, Cell,18, 361 (1979).PubMedGoogle Scholar
- 111.J. Wehland, W. Herzog, and K. Weber, J. Mol. Biol.,111, 329 (1977).PubMedGoogle Scholar
- 112.J. Polonsky, J. Varenne, T. Prange, and C. Pascard, Tetrahedron Lett.,21, 1853 (1980).Google Scholar
- 113.G. H. Stout, W. G. Balkenhol, M. Poling, and G. L. Hickernel, J. Am. Chem. Soc.,92, 1070 (1970).Google Scholar
- 114.A. Szent-György, Proc. Natl. Acad. Sci. USA,74, 2844 (1977).Google Scholar
- 115.C. W. J. Chang, Chem. Educat.,50, 260 (1973).Google Scholar
- 116.J. E. Casida, M. Eto, A. D. Mascioni, J. L. Engel, D. S. Mildbrath, and J. G. Verkade, Toxicol. Appl. Pharmacol.,36, 261 (1976).PubMedGoogle Scholar
- 117.D. E. Wright, Tetrahedron,35, 1207 (1979).Google Scholar
- 118.S. M. Kupchan and R. M. Schubert, Science,185, 791 (1974).PubMedGoogle Scholar
- 119.S. M. Kupchan, G. Tsou, J. Org. Chem.,38, 1055 (1973).Google Scholar
- 120.S. M. Kupchan, J. A. Lacadie, G. A. Gowie, and B. R. Sickles, J. Med. Chem.,19, 1130 (1976).PubMedGoogle Scholar
- 121.S. M. Kupchan, A. R. Branfman, and A. T. Sneden, J. Am. Chem. Soc.,97, 5294 (1975).PubMedGoogle Scholar
- 122.C. Paoletti, C. Lesca, S. Cros, C. Malvy, and C. Auclair, Biochem. Pharmacol.,28, 345 (1979).PubMedGoogle Scholar
- 123.R. W. Miller, R. G. Powell, C. R. Smith, E. Arnold, and J. Clardy, J. Org. Chem.,46, 1469 (1981).Google Scholar
- 124.T. Ebina, K. Ohtsuki, M. Seto, and N. Ishida, Eur. J. Cancer,11, 155 (1975).PubMedGoogle Scholar
- 125.K. Linnainmaa, M. Sorsa, and T. Ilus, Hereditas,90, 151 (1979).PubMedGoogle Scholar