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From podophyllotoxin glucoside to etoposide

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Progress in Drug Research

Part of the book series: Progress in Drug Research ((PDR,volume 33))

Abstract

In the field of cancer research, there is not only a flood of original articles, but also an abundance of reviews and books on a variety of topics, including chemotherapy. Several reviews have appeared in the past few years dealing with drugs of the podophyllum type, particularly etoposide [1]. So why publish yet another one?

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Abbreviations

VM:

teniposide

VP:

etoposide

P:

podophyllotoxin

D:

4’-demethyl

E:

epi

G:

glucoside

B:

benzylidene

n:

number of experiments

i. v.:

intravenous(ly)

i. p.:

intraperitoneal(ly)

s. c.:

subcutaneous(ly)

p. o.:

per os (oral)

n. t.:

not tested

References

  1. B.F. Issell, F.M. Muggia and S.K. Carter (eds): Etoposide (VP-16), current status and new developments. Academic Press, Orlando 1984.

    Google Scholar 

  2. M.G. Kelly and J.L. Hartwell: J. natl Cancer Inst. 14, 961 (1954).

    Google Scholar 

  3. I.W. Kaplan: New Orleans Med. Surg. J. 94, 388 (1942).

    Google Scholar 

  4. L.S. King and M. Sullivan: Science 104, 244 (1946).

    Article  Google Scholar 

  5. V. Podwyssotzki: Arch. exp. Path. Pharmac. 13, 29 (1880).

    Article  Google Scholar 

  6. J.L. Hartwell and A.W. Schrecker: J. Am. chem. Soc. 73, 2909 (1951).

    Article  Google Scholar 

  7. W.J. Gensler and C.D. Gatsonis: J. Am. chem. Soc. 84, 1748 (1962); J. org. Chem. 37, 4004 (1966).

    Google Scholar 

  8. J.L. Hartwell and W.E. Detty: J. Am. chem. Soc. 70, 2833 (1948); 72, 246 (1950).

    Article  Google Scholar 

  9. H. Kofod and C. Jorgensen: Acta chem. scand. 8, 1296 (1954); 9, 346 (1955).

    Article  Google Scholar 

  10. R. Chatterjee and S.K. Mukerjee: Indian J. Physiol, all. Sci. 4, 61 (1950).

    Google Scholar 

  11. R. Chatterjee and D.K. Datta: Indian J. Physiol, all. Sci. 4, 1 (1950).

    Google Scholar 

  12. J.L. Hartwell and A.W. Schrecker: Fortschr. Chem. org. NatStoffe 15, 83 (1958).

    Google Scholar 

  13. M.V. Nadkarni, J.L. Hartwell, P.B. Maury and J. Leiter: J. Am. chem. Soc. 75, 1308 (1953).

    Article  Google Scholar 

  14. A. Stoll, J. Renz and A. von Wartburg: J. Am. chem. Soc. 76, 3103 (1954).

    Article  Google Scholar 

  15. A. Stoll, J. Renz and A. von Wartburg: Helv. chim. Acta 37, 1747 (1954).

    Article  Google Scholar 

  16. A. Stoll, A. von Wartburg, E. Angliker and J. Renz: J. Am. chem. Soc. 76, 5004 (1954).

    Article  Google Scholar 

  17. A. Stoll, A. von Wartburg, E. Angliker and J. Renz: J. Am. chem. Soc. 76, 6413 (1954).

    Article  Google Scholar 

  18. A. Stoll, A. von Wartburg and J. Renz: J. Am. chem. Soc. 77, 1710 (1955).

    Article  Google Scholar 

  19. A. von Wartburg, E. Angliker and J. Renz: Helv. chim. Acta. 40, 1331 (1957).

    Article  Google Scholar 

  20. H. Stähelin: Med. exp. 7, 92 (1962).

    Google Scholar 

  21. H. Stähelin: unpublished results.

    Google Scholar 

  22. C. Keller, M. Kuhn, A. von Wartburg and H. Stähelin: unpublished results (1963/64).

    Google Scholar 

  23. M. Kuhn and A. von Wartburg: Helv. chim. Acta 46, 2127 (1963).

    Article  Google Scholar 

  24. H. Stähelin and A. Cerletti: Schweiz. med. Wschr. 94, 1490 (1964).

    Google Scholar 

  25. J.D. Loike, S.B. Horwitz and A.P. Grollmann: The Pharmacologist 76, 209 (1974).

    Google Scholar 

  26. B.H. Long and A. Minocha: Proc. Am. Ass. Cancer Res. 24, 1271 (1983).

    Google Scholar 

  27. W. Ross, T. Rowe, B. Glisson, J. Yalowich and L. Liu: Cancer Res. 44, 5857 (1984).

    Google Scholar 

  28. M. Kuhn and A. von Wartburg: Helv. chim. Acta 57, 1631 (1968).Helv. chim. Acta 52, 948 (1969).

    Article  Google Scholar 

  29. A. Rüegger, M. Kuhn, H. Lichti, H. R. Loosli, R. Huguenin, C. Quiquerez and A. von Wartburg: Helv. chim. Acta 59, 1075 (1976).

    Article  Google Scholar 

  30. J. F. Borel, A. Rüegger and H. Stähelin: Experientia 32, 111 (1976).

    Google Scholar 

  31. H. Stähelin: Internal Report of 31 Jan. 1972.

    Google Scholar 

  32. T. Kaneko and H. Wong: Tetrahedron Lett. 28, 511 (1987) and earlier work quoted here.

    Article  Google Scholar 

  33. D.I. Macdonald and T. Durst: J. org. Chem. 53, 3663 (1988).

    Article  Google Scholar 

  34. A.W. Schrecker and J.L. Hartwell: J. org. Chem. 27, 381 (1956).

    Article  Google Scholar 

  35. T.J. Petcher, H.P. Weber, M. Kuhn and A. von Wartburg: J. chem. Soc., Perkin Trans. 77, 288 (1973).

    Google Scholar 

  36. K.R. Beutner: Semin. Dermat. 6, 10 (1987).

    Google Scholar 

  37. L. Wilson: Ann. N. Y. Acad. Sci. 253, 213 (1975).

    Article  Google Scholar 

  38. P. Dustin: Microtubules. Springer-Verlag, Berlin 1978.

    Google Scholar 

  39. A. Cerletti, H. Emmenegger and H. Stähelin: Actual, pharmac. (Paris) 72, 103 (1959).

    Google Scholar 

  40. H. Emmenegger, H. Stähelin, J. Rutschmann, J. Renz and A. von Wartburg: Arzneimittel-Forsch. (Drug Res.) 77, 327, 459 (1961).

    Google Scholar 

  41. H. Stähelin: Eur. J. Cancer 6, 303 (1970).

    Google Scholar 

  42. J. Leiter, V. Downing, J.L. Hartwell and M.J. Shear: J. natl Cancer Inst. 70, 1273 (1950).

    Google Scholar 

  43. M. Kuhn and A. von Wartburg: Helv. chim. Acta 50, 1546 (1967).

    Article  Google Scholar 

  44. A. von Wartburg, M. Kuhn and H. Lichti: Helv. chim. Acta 47, 1203 (1964).

    Article  Google Scholar 

  45. A. Stoll, J. Rutschmann, A. von Wartburg and J. Renz: Helv. chim. Acta 39, 993 (1956).

    Article  Google Scholar 

  46. H. Stähelin: Planta med. 22, 336 (1972).

    Article  Google Scholar 

  47. A. Weder: Schweiz. med. Wschr. 58, 625 (1958).

    Google Scholar 

  48. A. Goldin, A.A. Serpick and N. Mantel: Cancer Chemother. Rep. 50, 173 (1966).

    Google Scholar 

  49. Sandoz Ltd.: Exposé über die Cytostatica SP-I und SP-G Sandoz (1963).

    Google Scholar 

  50. H. Stähelin, K. Zehnder and F. Kalberer: unpublished observations (1962).

    Google Scholar 

  51. K. Batz, F. Kalberer and H. Stähelin: Experientia 20, 524 (1964).

    Article  Google Scholar 

  52. H. Stähelin: Experientia 76, 306 (1960).

    Article  Google Scholar 

  53. H. Stähelin: unpublished observations (1964).

    Google Scholar 

  54. S. Lazary and H. Stähelin: In: 5th Internat. Congr. Chemother. Vol. III, p. 317. Ed. K.H. Spitzy. Verlag Wiener med. Akademie, Vienna 1967.

    Google Scholar 

  55. D Wiesinger: unpublished observations (1967).

    Google Scholar 

  56. A. Benz: Dermatologica 136, 368 (1968).

    Article  Google Scholar 

  57. W.R. Schalch, W. Meier-Ruge and J. Grauwiler: unpublished results (1962–1965).

    Google Scholar 

  58. W. Meier-Ruge, F. Kalberer and J. Grauwiler: Klin. Wschr. 42, 1024.

    Article  Google Scholar 

  59. E M. Lemmel and K. Nouza: Fol. biol. 12, 253 (1966).

    Google Scholar 

  60. O. Hubacher: Krebsarzt 76, 369 (1961); Schweiz, med. Wschr. 97, 1316 (1961).

    Google Scholar 

  61. A. Ravina: Presse méd. 77, 807 (1963).

    Google Scholar 

  62. G. Falkson, A.G. Sandison and J. van Zyl: S. Afr. J. Radiol. 2, 1 (1964).

    Google Scholar 

  63. O. Stamm: Münch, med. Wschr. 106, 41 (1964).

    Google Scholar 

  64. E. Aquilini: Minerva ginec. 16, 902 (1964).

    Google Scholar 

  65. M. Gosalvez: Rev. esp. One. 11, 357 (1964).

    Google Scholar 

  66. V. Larsen, J. Brockner and O. Storm: Acta chir. scand. Suppl. 343, 203 (1965).

    Google Scholar 

  67. V.K. Vaitkevicius and M.L. Reed: Cancer Chemother. Rep. 50, 565 (1966).

    Google Scholar 

  68. H M. Beumer and W.M. Porton: Ned. T. Geneesk. 110, 1877 (1966).

    Google Scholar 

  69. S. Krishnamurthi, V. Shanta and M.K. Nair: Cancer 20, 822 (1967).

    Article  Google Scholar 

  70. K.H. Gebhardt and R. Becher: Med. Welt 78, 1705 (1967).

    Google Scholar 

  71. C.G. Schmidt: In: Krebsforschung und Krebsbekämpfung, Vol. VI, p. 309. Ed. E. Bock. Urban und Schwarzenberg, München 1967.

    Google Scholar 

  72. R.C. Chakravorty, S.K. Sarkar, S. Sen and B. Mukerji: Br. J. Cancer 27, 33 (1967).

    Article  Google Scholar 

  73. R.A. Estévez, A.A. Carugati, O.T. Estévez and M. Speroni: Rev. Lat. Amer. Quimioter. Antineoplas. 2, 101 (1968).

    Google Scholar 

  74. C.L.P. Trüb and L. Pohlschmidt: Therapie Gegenw. 117, 358 (1978).

    Google Scholar 

  75. M. Neiger: Practica Oto-rhino-laryng. 26, 268 (1964).

    Google Scholar 

  76. K.A. Newton, G. Westbury and W.F. White: Cancer Chemother. Rep. 43, 33 (1964).

    Google Scholar 

  77. K.A. Newton: Br. J. Radiol. 40, 823 (1967).

    Article  Google Scholar 

  78. J. Bilder: Zentbl. Chir. 95, 337 (1968).

    Google Scholar 

  79. H. Limburg and M. Krähe: Dtsch. med. Wschr. 89, 1938 (1964).

    Article  Google Scholar 

  80. O. Stamm and H. Stähelin: Cancer 18, 1096 (1965).

    Article  Google Scholar 

  81. J. Gomez Orbaneja, L. Iglesias Diez and J.L. Sanchez Lozano: Dermatologica 145, 348 (1972).

    Article  Google Scholar 

  82. A. Wiskemann: Strahlentherapie 143, 338 (1972).

    Google Scholar 

  83. K. Chlud, E. Prohaska and Ch. Pfaller: Z. Rheumaforsch. 26, 250 (1967).

    Google Scholar 

  84. K. Chlud, E. Prohaska, J. Zeitlhofer, Ch. Pfaller and B. Friza: Münch. med. Wschr. 110, 88 (1968).

    Google Scholar 

  85. K. Chlud: Münch. med. Wschr. 111, 2503 (1969).

    Google Scholar 

  86. E. Neumayer: Wien. med. Wschr. 119, 281 (1969).

    Google Scholar 

  87. W. Danielczyk: Wien. Klin. Wschr. 82, 691 (1970).

    Google Scholar 

  88. Sandoz Ltd.: Document on immunosuppressive effects of SP-I (1968).

    Google Scholar 

  89. B. Norberg, K. Berglund, U. Edström. L. Rydgren and G. Sturfeldt: Scand. J. Rheumat. 14, 211 (1985).

    Google Scholar 

  90. J. Rutschmann and J. Renz: Helv. chim. Acta 42, 890 (1959).

    Article  Google Scholar 

  91. T.W. Doyle: In: IsScil et al. (Eds) ref. [1], p. 15 (1984).

    Google Scholar 

  92. H. Stähelin: Presented at 10th Int. Congr. Cell Biology, Paris (1960).

    Google Scholar 

  93. M. Kuhn und A. von Wartburg: Experientia 19, 391 (1963).

    Article  Google Scholar 

  94. J. Renz, M. Kuhn und A. von Wartburg: Justus Liebigs Annln Chem. 681, 201 (1965).

    Article  Google Scholar 

  95. R. Chatterjee and S.C. Chakravarti: J. Am. Pharmac. Ass. 41, 415 (1952).

    Article  Google Scholar 

  96. E. Schreier: Helv. chim. Acta 46, 15 (1963).

    Google Scholar 

  97. E. Schreier: Helv. chim. Acta 47, 1529 (1964).

    Article  Google Scholar 

  98. M. Kuhn, C. Keller-Juslen and A. von Wartburg: Helv. chim. Acta 52, 944 (1969).

    Article  Google Scholar 

  99. M. Kuhn and A. von Wartburg: Helv. chim. Acta 51, 163 (1968).

    Article  Google Scholar 

  100. M. Kuhn and A. von Wartburg: Helv. chim. Acta 51, 1631 (1968).

    Article  Google Scholar 

  101. C. Keller-Juslen, M. Kuhn, A. von Wartburg and H. Stähelin: J. med. Chem. 14, 936 (1971).

    Article  Google Scholar 

  102. W. Kreis and A. Soricelli: J. Cancer Res. clin. One. 95, 233 (1979).

    Article  Google Scholar 

  103. W.C. Rose, G.A. Basler, S.W. Mamber, M. Saulnier, A.M. Casazza and S.K. Carter: Proc. Am. Ass. Cancer Res. 29, 353 (1988).

    Google Scholar 

  104. C.K. Mirabelli, J.O. Bartus, S.M. Mong, G.A. Hofmann, H.F. Bartus, M.R. Mattern, R. Gupta and R.K. Johnson: Proc. Am. Ass. Cancer Res. 29, 328 (1988).

    Google Scholar 

  105. H. Stähelin: 9th Int. Cancer Congr., Tokyo, Abstracts, vol. I, p. 342, 1966.

    Google Scholar 

  106. P.I. Clark and M.L. Slevin: Clin. Pharmacokinet. 12, 223 (1987).

    Article  Google Scholar 

  107. F. Zavala, D. Guenard, J.P. Robin and E. Brown: J. med. Chem. 23, 546 (1980).

    Article  Google Scholar 

  108. M. Maturova, J. Malinsky and F. Santavy: J. natl Cancer Inst. 22, 297 (1959).

    Google Scholar 

  109. O. Buchardt, R.B. Jensen, H.F. Hansen, P.E. Nielsen, D. Andersen and I. Chinoin: J. pharm. Sci. 75, 1076 (1986).

    Article  Google Scholar 

  110. H. Stähelin: Proc. Am. Ass. Cancer Res. 10, 86 (1969).

    Google Scholar 

  111. H. Stähelin: Eur. J. Cancer 9, 215 (1973).

    Google Scholar 

  112. A. Stoudemire, N. Baker and T.L. Thompson: Am. J. Psychiat. 138, 1505(1981).

    Google Scholar 

  113. J. Venditti: Cancer Chemother. Rep. 55, 35 (1971).

    Google Scholar 

  114. W. Achterrath, N. Niederle and R. Raettig: In: Etoposid, derzeitiger Stand und neue Entwicklungen in der Chemotherapie maligner Neoplasien, p. 1. Eds S. Seeber, G.A. Nagel, W. Achterrath, C.G. Schmidt and R. Raettig. W. Zuckschwerdt, München 1981.

    Google Scholar 

  115. R. Raettig, N. Niederle and W. Achterrath: In: Etoposid (VP 16–213) in der Therapie maligner Erkrankungen, p. 3. Eds J. Schwarzmeier, E. Deutsch and K. Karrer. Springer-Verlag, Wien/New York 1984.

    Google Scholar 

  116. W.C. Rose and W.T. Bradner: In: B.F. IsScil et al., ref. [1], p. 33 (1984).

    Google Scholar 

  117. P. Dombernowsky and N.I. Nissen: Eur. J. Cancer 12, 181 (1976).

    Google Scholar 

  118. T. Colombo, M. Broggini, M. Vaghi, G. Amato, E. Erba and M. D’Incalci: Eur. J. Cancer clin. One. 22, 173 (1986).

    Article  Google Scholar 

  119. M. Rozencweig, D. VonHoff, J. E. Henney and F. M. Muggia: Cancer 40, 334 (1977).

    Article  Google Scholar 

  120. S. Lazary and H. Stähelin: Experientia 24, 1171 (1968).

    Article  Google Scholar 

  121. J. F. Borel, C. Feurer, H. U. Gubler and H. Stähelin: Agents Actions 6, 468 (1976).

    Article  Google Scholar 

  122. S. Lazary: unpublished results.

    Google Scholar 

  123. Morita, A. Haji, A. Goto, N. Hattori and Y. Hasegawa: Fol. pharmac. jap. 87, 77 (1986).

    Article  Google Scholar 

  124. D. Wiesinger: unpublished results.

    Google Scholar 

  125. W. Gassmann, H. U. Wottge, H. Loeffler and W. Müllerruchholtz : Bone Marrow Transplant. 3 (Suppl. 1), 206 (1988).

    Google Scholar 

  126. Sandoz Pharma: Preclinical Brochure “VM 26, Cytostatic” (1967).

    Google Scholar 

  127. W. Calame, R. van der Waals, N. Douwes-Idema, H. Mattie and R. van Furth: Antimicrob. Agents Chemother. 32, 1456 (1988).

    Google Scholar 

  128. Y. Nishiyama, H. Fujioka, T. Tsurumi, N. Yamamoto, K. Maeno, S. Yoshida and K. Shimokata: J. gen. Virol. 68, 913 (1987).

    Article  Google Scholar 

  129. T. Markkanen, M.L. Mäkinen, E. Maunuksela and P. Himanen: Drugs. exp. clin. Res. 7, 711 (1981).

    Google Scholar 

  130. H. Stähelin: In: Experimentelle und klinische Erfahrungen mit Podphyllinderivaten in der Tumortherapie, p. 19 Eds H. Lettré and S. Witte. Schattauer, Stuttgart 1967.

    Google Scholar 

  131. H. Stähelin: In: G. K. Daikos, Progress in Chemotherapy, Vol. III, p. 819. Proc. 8th Internat. Congr. Chemother., Athens 1973, Hellenic Soc. Chemotherapy, Athens 1974.

    Google Scholar 

  132. H. Stähelin: In: Workshop on clinical usefulness of cell kinetic information for tumour chemotherapy, p. 21 Ed. M. van Putten. REP-TNO, Rijswijk 1974.

    Google Scholar 

  133. H.E. Skipper, F.M. Schabel, M.W. Trader and J.R. Thomson: Cancer Res. 21, 1154 (1961).

    Google Scholar 

  134. H. Stähelin: Eur. J. Cancer 12, 925 (1976).

    Google Scholar 

  135. H. Schön: unpublished results.

    Google Scholar 

  136. B.P. Wiesner, J. Yudkin : Nature 176, 249 (1955).

    Article  Google Scholar 

  137. U. Friederich: SAKK (Schweizerische Arbeitsgruppe für klinische Krebsforschung) Bulletin 3(3), 3 (1983).

    Google Scholar 

  138. R.S. Gupta, A. Bromke, D.W. Bryant, R. Gupa, B. Singh and D. R. McCalla: Mutagenesis 2, 179 (1987).

    Article  Google Scholar 

  139. S.M. Sieber, J. Whang-Peng, C. Botkin and T. Knutsen: Teratology 18, 31 (1978).

    Article  Google Scholar 

  140. D.M. DeMarini, K.H. Brock, C.L. Doerr and M.M. Moore: Mutat. Res. 187, 141 (1987).

    Article  Google Scholar 

  141. T.L. Avery, D. Roberts and R.A. Rice: Cancer Chemothr. Rep., Part 1, 57, 165 (1973).

    Google Scholar 

  142. M. Hacker and D. Roberts: Cancer Res. 35, 1756 (1975).

    Google Scholar 

  143. M. Kalberer-Rüsch: unpublished results.

    Google Scholar 

  144. T. Lee and D. Roberts: Cancer Res. 44, 2981 (1984).

    Google Scholar 

  145. T. Lee and D. Roberts: Cancer Res. 44, 2986 (1984).

    Google Scholar 

  146. J.A. Moscow and K.H. Cowan: J. natl Cancer Inst. 80, 14 (1988).

    Article  Google Scholar 

  147. R. A. Kramer, J. Hakher and G. Kim: Science 241, 694 (1988).

    Article  Google Scholar 

  148. L.M. Slater, S.L. Murray, M.W. Wetzel, P. Sweet and M. Stupecky: Cancer Chemother. Pharmac. 16, 50 (1986).

    Article  Google Scholar 

  149. S. Akiyama, N. Shiraishi, Y. Kuratomi, M. Nakagawa and M. Kuwano: J. natl Cancer Inst. 76, 839 (1986).

    Google Scholar 

  150. R. Osieka, S. Seeber, R. Pannenbäcker, D. Soll, P. Glatte and C. G. Schmidt: Cancer Chemother. Pharmac. 18, 198 (1986).

    Article  Google Scholar 

  151. P.R. Twentyman, N.E. Fox and D.J.G. White: Br. J. Cancer 56, 55 (1987).

    Article  Google Scholar 

  152. R.B. Lock and B.T. Hill: Intern. J. Cancer 42, 373 (1988).

    Article  Google Scholar 

  153. Sandoz Ltd.: VP 16–213, Preclinical Brochure (1970).

    Google Scholar 

  154. M.K. Spigelman, R.A. Zappulla, J.A. Sträuchen, E.J. Feuer, J. Johnson, S.J. Goldsmith, L.I. Malis and J.F. Holland: Cancer, Res. 46, 1453 (1986).

    Google Scholar 

  155. H. Stähelin: Krebsinformation (Swiss Cancer League) 8 (3), 79 (1973).

    Google Scholar 

  156. H. Stähelin: Progr. Allergy 38, 19 (1986).

    Google Scholar 

  157. J. Franz: unpublished results.

    Google Scholar 

  158. G. Rüttimann: unpublished results.

    Google Scholar 

  159. O. Wagner: unpublished results.

    Google Scholar 

  160. A. Grieder: unpublished results (1971).

    Google Scholar 

  161. L.M. Allen: Cancer Res. 38, 2549 (1978); Drug Metab. Rev. 8, 119 (1978).

    Google Scholar 

  162. R. Bailey-Wood, C.M. Dallimore, T.J. Littlewood and D.P. Bentley: Br. J. Cancer 52, 613 (1985).

    Article  Google Scholar 

  163. B.H. Long: Natl Cancer Inst. Monogr. 4, 123 (1987).

    Google Scholar 

  164. L.M. Allen and P.J. Creaven: Eur. J. Cancer 11, 697 (1975).

    Google Scholar 

  165. P.J. Creaven: In: B.F. Issell et al., ref. [1] p. 103, (1984).

    Google Scholar 

  166. W.E. Evans, J.A. Sinkule, P.R. Hutson, F.A. Hayes and G. Rivera: In: B.F. IsScil et al., ref. [1] p. 117, (1984).

    Google Scholar 

  167. M. D’Incalci and S. Garattini: In: Cancer Chemotherapy and Biological Response Modifiers, Annual 9, p. 67. Eds H.M. Pinedo, D.L. Longo and B.A. Chabner. Elsevier 1987.

    Google Scholar 

  168. M. D’Incalci and S. Garattini: In: Cancer Chemotherapy and Biological Response Modifiers, Annual 10, p. 57. Eds H.M. Pinedo, D.L. Longo and B.A. Chabner. Elsevier 1988.

    Google Scholar 

  169. K.H. Pflüger, L. Schmidt, M. Merkel, H. Jungclas and K. Havemann: Cancer Chemother. Pharmac. 20, 59 (1987).

    Article  Google Scholar 

  170. M. D’ncalci, P. Farina, C. Sessa, C. Mangioni, V. Conter, G. Masera, M. Rocchetti, M. Brambilla Pisoni, E. Piazza, M. Beer and F. Cavalli: Cancer Chemother. Pharmac. 7, 141 (1982).

    Google Scholar 

  171. K. Hande, L. Anthony, R. Hamilton, R. Bennett, B. Sweetman and R. Branch: Cancer Res. 48, 1829 (1988).

    Google Scholar 

  172. F.M. Muggia: Proc. Am. Ass. Cancer Res. 11, 58 (1970).

    Google Scholar 

  173. G. Trempe, M. Sykes, C. Young and I. Krakoff: Proc. Am. Ass. Cancer Res. 11, 79 (1970).

    Google Scholar 

  174. F.M. Muggia, O.S. Selawry and H.H. Hansen: Cancer Chemother. Rep., part 1, 55, 575 (1971).

    Google Scholar 

  175. EORTC Clinical Screening Group: 7th Int. Congr. Chemother., Prague, Abstract B-8/11 (1971).

    Google Scholar 

  176. G. Mathe: Paris Match, 13 March (1971).

    Google Scholar 

  177. H. Limburg: Arch. Gynäk. 211, 384 (1971).

    Article  Google Scholar 

  178. P. Dombernowsky, N.I. Nissen and V. Larsen: Cancer Chemother. Rep., part 1, 56, 71 (1972).

    Google Scholar 

  179. EORTC Co-operative Group: Br. med. J. 2, 744 (1972).

    Article  Google Scholar 

  180. R.W. Sonntag, H.J. Senn, G. Nagel, K. Giger and P. Alberto: Eur. J. Cancer 10, 93 (1974).

    Google Scholar 

  181. M.A. Goldsmith and S.K. Carter: Eur. J. Cancer 9, 477 (1973).

    Google Scholar 

  182. M. Rozencweig, D.D. Von Hoff, J. E. Henney and F. M. Muggia: Cancer 40, 334 (1977).

    Article  Google Scholar 

  183. P.J. O’Dwyer, M.T. Alonso, B. Leyland-Jones and S. Marsoni: Cancer Treatment Rep. 68, 1455 (1984).

    Google Scholar 

  184. J.L. Grem, D.F. Hoth, B. Leyland-Jones, S.A. King, R.S. Ungerleider and R.E. Wittes: J. clin. Oncol. 6, 351 (1988).

    Google Scholar 

  185. K.W. Brunner: Internal Report (1971).

    Google Scholar 

  186. N.I. Nissen, V. Larsen, H. Pedersen and K. Thomsen: Cancer Chemother. Rep., part 1, 56, 769 (1972).

    Google Scholar 

  187. EORTC, Clinical Screening Group: Br. med. J. 3, 199 (1973).

    Article  Google Scholar 

  188. J.J. Wang and D.S. Chervinsky: Proc. Am. Ass. Cancer Res. 14, 110 (1973).

    Google Scholar 

  189. J.-L. Amiel, L. Schwarzenberg, M. Musset, F. de Vassal, M. Hayat and G. Mathe: Bull. Cancer 61, 419 (1974).

    Google Scholar 

  190. W.F. Jungi, H.J. Senn, C. Beckmann and P. Radielovic: Krebsinformation (Swiss Cancer League) 9 (2), 50 (1974).

    Google Scholar 

  191. K.W. Brunner, R.W. Sonntag, F. Cavalli and H. J. Ryssel: Krebsinformation (Swiss Cancer League) 9 (2), 49 (1974).

    Google Scholar 

  192. P.J. Creaven, S.J. Newman, O.S. Selawry, M.H. Cohen and A. Primack: Cancer Chemother. Rep., part 1, 58, 901 (1974).

    Google Scholar 

  193. G Falkson and H. Falkson: Proc. Am. Ass. Cancer Res. 15, 160 (1974).

    Google Scholar 

  194. S. Seeber, G.A. Nagel, W. Achterrath, C.G. Schmidt and R. Raettig, (Eds): Etoposid, In: Aktuelle Onkologie, vol. 4. W. Zuckschwerdt Verlag, München 1981.

    Google Scholar 

  195. J. Schwarzmeier, E. Deutsch and K. Karrer, (Eds): Etoposid (VP 16–213) in der Therapie maligner Erkrankungen. Springer-Verlag, Wien 1984.

    Google Scholar 

  196. J.A. Sinkule: Pharmacotherapy 4, 61 (1984).

    Google Scholar 

  197. P. J. O’Dwyer, B. Leyland-Jones, M. T. Alonso, S. Marsoni and R. E. Wittes: New Engl. J. Med. 312, 692 (1985).

    Article  Google Scholar 

  198. R. Marsoni, D. Hoth, R. Simon, B. Leyland-Jones, M. De Rosa and R.E. Wittes: Cancer Treatment Rep. 71, 71 (1987).

    Google Scholar 

  199. F. Cavalli, A. Goldhirsch and R. Joss: In: B.F. Issell et al, ref. [1] (1984), p. 163.

    Google Scholar 

  200. F. Kung, F.A. Hayes, J. Krischer, D. Mahoney Jr., B. Leventhal, G. Brodeur, D. H. Berry, R. Dubowy and S. Toledano: Invest. New Drugs 6, 31 (1988).

    Article  Google Scholar 

  201. L. Vellekoop, G. Spitzer, M. Keating, K. McCredie and E. Hersh: Proc. Am. Soc. Clin. Oncol. 21, 444 (1980).

    Google Scholar 

  202. S.N. Wolffand M.F. Fer: Proc. Am. Ass. Cancer Res. 25, 134 (1982).

    Google Scholar 

  203. N.H. Mulder, A.F. Meinesz, D.T. Sleijfer, P.E. Postmus, E.G.E. de Vries, C.T. Smit Sibinga and R. Vriesendorp: In: Autologous Bone Marrow Transplantation and Solid Tumors, Eds J.G. McVie, O. Dalesio and I.E. Smith. Raven Press, New York 1984.

    Google Scholar 

  204. R.A. Stahel, R.W. Takvorian, A.T. Skarin and G.P. Canellos: Eur. J. Cancer clin. Oncol. 20, 1233 (1984).

    Article  Google Scholar 

  205. K. G. Blume, S. J. Forman, M. R. O’Donnell et al.: Blood 66 (suppl. 1), 883A (1985); Blood 69, 1015 (1987).

    Google Scholar 

  206. A.R. Zander, S. Culbert, S. Jagannath et al.: Cancer 59, 1083 (1987).

    Article  Google Scholar 

  207. A Gratwohl, B. Osterwalder, A. Lori, C. Nissen and B. Speck: Exp. Hemat. 75 (suppl. 17), 11 (1985).

    Google Scholar 

  208. B Häfliger, A. Gratwohl, A. Tichelli, A. Würsch and B. Speck: Sem. Oncol. 14 (Suppl. 1), 134 (1987).

    Google Scholar 

  209. N. Ciobanu, E. Paietta, M. Andreeff, P. Papenhausen and P.H. Wiernik: Exp. Hemat. 14, 626 (1986).

    Google Scholar 

  210. A. De Fabritiis, A. Pulsoni, A. Sandrelli, F. Simone, S. Amadori, G. Meloni and F. Mandelli: Bone Marrow Transplant. 2, 287 (1987).

    Google Scholar 

  211. L. Wood and P. Jacobs: Am. J. Hemat. 27, 63 (1988).

    Article  Google Scholar 

  212. J.A. Snyder and R.C. Mc Intosh: A. Rev. Biochem. 45, 699 (1976).

    Article  Google Scholar 

  213. J.K. Kelleher: Molec. Pharmac. 13, 232 (1977); Cancer Treatm. Rep. 62, 1443 (1978).

    Google Scholar 

  214. J. D. Loike, C.F. Brewer, H. Sternlicht, W. J. Gensler and S. B. Horwitz : Cancer Res. 38, 2688 (1978).

    Google Scholar 

  215. H Stähelin and G. Poschmann: Oncology 35, 217 (1978).

    Article  Google Scholar 

  216. A. Grieder, R. Maurer and H. Stähelin: Experientia 29, 112 (1973).

    Article  Google Scholar 

  217. A. Grieder, R. Maurer and H. Stähelin: Cancer Res. 34, 1788 (1974).

    Google Scholar 

  218. N.C. Misra and D. Roberts: Cancer Res. 35, 99 (1975).

    Google Scholar 

  219. A. Krishan, K. Paika and E. Frei: J. Cell. Biol. 66, 521 (1975).

    Article  Google Scholar 

  220. A P. Rao and P.N. Rao: J. Cell Biol. 67, 351a (1975); J. natl Cancer Inst. 57, 1139 (1976).

    Google Scholar 

  221. Barlogie and B. Drewinko: In: Pulse Cytophotometry, p. 226. Eds E. Göhde, J. Schumann and Th. Büchner. European Press, Ghent 1976.

    Google Scholar 

  222. B. Drewinko and B. Barlogie: Cancer Treatm. Rep. 60, 1295 (1976).

    Google Scholar 

  223. L. Wilson, J. R. Bamburg, S. B. Mizel, L. M. Grisham and K. M. Creswell: Fedn Proc. 33, 158 (1974).

    Google Scholar 

  224. P. Gradwohl and H. Stähelin: 10th Int. Cancer Congr., Houston (1970), abstract No. 644.

    Google Scholar 

  225. A. Grieder, R. Maurer and H. Stähelin: Cancer Res. 37, 2998 (1977).

    Google Scholar 

  226. J. Ostrowski: unpublished results (1970/71).

    Google Scholar 

  227. A. Grieder and R. Maurer: Experientia 30, 703 (1974).

    Google Scholar 

  228. J.A. Fontana: Cancer Treatm. Rep. 63, 224 (1979).

    Google Scholar 

  229. R.J. Giever, R.S. Heusinkveld, M.R. Manning and G.T. Bowden: Int. J. Radiat Oncol. Biol. Phys. 8, 921 (1981).

    Google Scholar 

  230. R.S. Gupta: Cancer Res. 43, 1568 (1983).

    Google Scholar 

  231. B.T. Hill and A.S. Bellamy: Int. J. Cancer 33, 599 (1984).

    Article  Google Scholar 

  232. J.D. Loike and S.B. Horwitz: Biochemistry 15, 5435 (1976).

    Article  Google Scholar 

  233. J.J. Wang and D.S. Chervinsky: Proc. Am. Ass. Cancer Res. 14, 110 (1973).

    Google Scholar 

  234. M. Gosalvez, J. Perez-Garcia and M. Lopez: Eur. J. Cancer 8, 471 (1972).

    Google Scholar 

  235. M. Gosalvez, M. Blanco, J. Hunter, M. Miko and B. Chance: Eur. J. Cancer 10, 567 (1974).

    Google Scholar 

  236. M. Gosalvez, R. Garcia-CaAero and H. Reinhold: Eur. J. Cancer 11, 709 (1975).

    Google Scholar 

  237. C.C. Huang, Y. Hou and J.J. Wang: Cancer Res. 33, 3123 (1973).

    Google Scholar 

  238. R.A. Tobey: Nature 254, 245 (1975).

    Article  Google Scholar 

  239. J.D. Loike and S.B. Horwitz: Biochemistry 15, 5443 (1976).

    Article  Google Scholar 

  240. D. Roberts, S. Hilliard and C. Peck: Cancer Res. 40, 4225 (1980).

    Google Scholar 

  241. A.M. Arnold and J.M.A. Whitehouse: Br. J. Cancer 43, 733 (1981).

    Google Scholar 

  242. A.J. Wozniak and W.R. Ross: Proc. Am. Ass. Cancer Res. 23, 197 (1982); Cancer Res. 43, 120 (1983).

    Google Scholar 

  243. D.K. Kalwinsky, A.T. Look, J. Ducore and A. Fridland: Cancer Res. 43, 1592 (1983).

    Google Scholar 

  244. B.H. Long and A. Minocha: Proc. Am. Ass. Cancer Res. 24, 321 (1983).

    Google Scholar 

  245. A. Minocha and B.H. Long: Biochem. biophys. Res. Commun. 122, 165 (1984).

    Article  Google Scholar 

  246. B.H. Long and M.G. Brattain: In: B.F. Issell et al, ref. [1] p. 63, (1984).

    Google Scholar 

  247. G.L. Chen, L Yang, T.C. Rowe, B.D. Halligan, K.M. Tewey and L.F. Liu: J. biol. Chem. 259, 13560 (1984).

    Google Scholar 

  248. W. Ross, T. Rowe, B. Glisson, J. Yalowich and L. Liu: Cancer Res. 44, 5857 (1984).

    Google Scholar 

  249. B. Glisson, R. Gupta, S. Smallwood, E. Cantu and W. Ross: Proc. Am. Ass. Cancer Res. 26, 340 (1985).

    Google Scholar 

  250. T. Rowe, G. Kupfer and W. Ross: Biochem. Pharmac. 34, 2483 (1985).

    Article  Google Scholar 

  251. L.F. Liu: Proc. Am. Ass. Cancer Res. 29, 524 (1988).

    Google Scholar 

  252. D. Kerrigan, Y. Pommier and K.W. Kohn: Natl Cancer Inst. Monogr. 4, 117 (1987).

    Google Scholar 

  253. B. Glisson, R. Gupta, S. Smallwood and W. Ross: Cancer Res. 46, 1934 (1986).

    Google Scholar 

  254. M. Potmesil and W.E. Ross (eds): Natl. Cancer Inst. Monogr. 4, several articles (1987).

    Google Scholar 

  255. J.A. Moscow and K.H. Cowan: J. natl Cancer Inst. 80, 14 (1988).

    Article  Google Scholar 

  256. B. K. Sinha, N. Haim, L. Dusre, D. Kerrigan and Y. Pommier: Cancer Res. 48, 5096 (1988).

    Google Scholar 

  257. B. H. Long, S. T. Musial and M. G. Brattain: Cancer Res. 45, 3106 (1985).

    Google Scholar 

  258. B. H. Long, S. T. Musial and M. G. Brattain: Cancer Res. 46, 3809 (1986).

    Google Scholar 

  259. J.M. Woynarowski, R.D. Sigmund and T.A. Beerman: Biochim. biophys. Acta 950, 21 (1988).

    Google Scholar 

  260. J.M. Woynarowski, R.D. Sigmund and T.A. Beerman: Proc. Am. Ass. Cancer Res. 29, 274 (1988).

    Google Scholar 

  261. J Markovits, Y. Pommier, D. Kerrigan, J.M. Covey, E.J. Tilchen and K.W. Kohn: Cancer Res. 47, 2050 (1987).

    Google Scholar 

  262. W. G. Nelson, K. R. Cho, Y. Hsiang, L. F. Liu and D. S. Coffey: Cancer Res. 47, 3246 (1987).

    Google Scholar 

  263. D. M. Sullivan, M. D. Lathan and W. E. Ross: Cancer Res. 47, 3973 (1987).

    Google Scholar 

  264. K. Chow and W.E. Ross: Molec. cell. Biol. 7, 3119 (1987).

    Google Scholar 

  265. K. Chow, C.K. King and W.E. Ross: Biochem. Pharmac. 37, 1117 (1988).

    Article  Google Scholar 

  266. M. Bakic, D. Chan, B.S. Andersson, M. Beran, L. Silberman, E. Estey, L. Ricketts and L.A. Zwelling: Biochem. Pharmac. 36, 4067 (1987).

    Article  Google Scholar 

  267. J. Hwang, J. Whang, S. Shyy, L.F. Liu: Proc. Am. Ass. Cancer Res. 29, 324 (1988).

    Google Scholar 

  268. W.D. Henner and M.E. Blazka: J. natl Cancer Inst. 76, 1007 (1986).

    Google Scholar 

  269. P. J. Smith, C. O. Anderson and J. V. Watson: Cancer Res. 46, 5641 (1986).

    Google Scholar 

  270. B.K. Sinha, M.A. Trush and B. Kalyanaraman: Biochem. Pharmac. 52, 3495 (1983).

    Article  Google Scholar 

  271. J.M.S. van Maanen, C. de Ruiter, P.R. Kootstra, M.V. Lafleur, J. De Vries, J. Retil and H.M. Pinedo: Eur. J. Cancer clin. Oncol. 21, 1215 (1985).

    Article  Google Scholar 

  272. B.K. Sinha, M.A. Trush and B. Kalyanaraman: Biochem. Pharmac. 34, 2036 (1985).

    Article  Google Scholar 

  273. J.M.S. van Maanen, J. De Vries, D. Pappie, E. van den Akker, M.V.M. Lafleur, J. Retil, J. van der Greef and H.M. Pinedo: Cancer Res. 47, 4658 (1987).

    Google Scholar 

  274. N. Haim, J. Nemec, J. Roman and B.K. Sinha: Cancer Res. 47, 5835 (1987).

    Google Scholar 

  275. J.M.S. van Maanen, U.H. Verkerk, J. Broersen, M.V.M. Lafleur, J. De Vries, J. Retfcl and H.M. Pinedo: Free Rad. Res. Commun. 4, 371 (1988).

    Article  Google Scholar 

  276. H.H.J.L. Ploegmakers and W.J. van Oort: J. autom. Chem. 10, 135 (1988).

    Article  Google Scholar 

  277. B.A. Teicher, S.A. Holden and C.M. Ross: J. natl. Cancer Inst. 75, 1129 (1985).

    Google Scholar 

  278. M. Broggini, C. Rossi, E. Benfenati, M. D’ncalci, R. Fanelli and P. Gariboldi: Chem.-Biol. Interactions 55, 215 (1985).

    Article  Google Scholar 

  279. W.E. Ross: Proc. Am. Ass. Cancer Res. 29, 535 (1988).

    Google Scholar 

  280. I. Jardine: In: Anticancer Agents Based on Natural Product Models, p. 319. Eds J. Cassady and J. Douros. Academic Press, Orlando 1980.

    Google Scholar 

  281. B. H. Long, S. T. Musial and M. G. Brattain: Biochemistry 23, 1183 (1984).

    Article  Google Scholar 

  282. R. S. Gupta, P. C. Chenchaiah and R. Gupta: Anti-Cancer Drug Design 2, 1 (1987).

    Google Scholar 

  283. J.D. Griffiths, R.J. Stark, J.C. Ding and I.A. Cooper: Cancer Treatm. Rep. 70, 519 (1986).

    Google Scholar 

  284. R.S. Gupta: Cancer Res. 43, 505 (1983).

    Google Scholar 

  285. R.S. Gupta and B. Singh: J. natl Cancer Inst. 73, 241 (1984).

    Google Scholar 

  286. L.S. Thurston, H. Irie, S. Tani, F. Han, Z. Liu, Y. Cheng and K. Lee: J. med. Chem. 29, 1547 (1986).

    Article  Google Scholar 

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Stähelin, H., von Wartburg, A. (1989). From podophyllotoxin glucoside to etoposide. In: Jucker, E. (eds) Progress in Drug Research. Progress in Drug Research, vol 33. Birkhäuser Basel. https://doi.org/10.1007/978-3-0348-9146-2_8

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