Podophyllotoxins: Current status and recent developments

Current Medicinal Chemistry

Volumn 5, Issue 3, 1998, Pages 205-252

  Damayanthi, Yalamati ^a   Lown, J William ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

2'' DEOXY 2'' (DIMETHYLAMINO)ETOPOSIDE; DISTAMYCIN A; DNA TOPOISOMERASE (ATP HYDROLYSING); ETOPOSIDE; PODOPHYLLOTOXIN; PODOPHYLLOTOXIN DERIVATIVE; TENIPOSIDE;

ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITY; CANCER; CLINICAL TRIAL; CONDYLOMA; DRUG MECHANISM; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; INTRAVENOUS DRUG ADMINISTRATION; LUNG SMALL CELL CANCER; MICROTUBULE ASSEMBLY; NONHUMAN; ORAL DRUG ADMINISTRATION; REVIEW; STRUCTURE ACTIVITY RELATION; TESTIS CANCER;

ANIMALS; ANTINEOPLASTIC AGENTS; ANTIVIRAL AGENTS; DRUG EVALUATION, PRECLINICAL; PODOPHYLLOTOXIN; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0031810637     PISSN: 09298673     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (209)

1. Jardine, I.; In 'Anticancer Agents based on Natural Product Models' Cassady, J. M. and Douras, J. D. Ed. Academic Press, 1980.
2. Ayeres, D. C.; Loike, J. D.; 'Lignans, Chemical, Biological and Clinical Properties', Cambridge University Press, Cambridge, 1990.
3. Aisner, J.; Lee, E. J. Cancer 1991, 67, 215.
4. Loehrer, P. J. Sr. Cancer 1991, 67, 220.
5. Muggia, F.M.; Russell, C.A. Cancer 1991, 67, 225.
6. Johnson, D. H.; Hainsworth, J. D.; Hande, K. R.; Greco, F. A. Cancer 1991, 67, 231.
7. Johnson, D. H.; Ruckdeschel, J. C.; Keller, J. H.; Lyman, G. H.; Kallas, G. J.; McDonald, J.; Deconti, R. C.; Lee, J.; Ringenberg, Q. S.; Patterson, W. P.; Lazarus, H. M.; Lokich, J. Cancer 1991, 67, 245.
8. Ruckdeschel, J. C. Cancer 1991, 67, 250.
9. Bonomi, P. Cancer 1991, 67, 254.
10. Bohlin, L.; Rosen, B. Drug Discovery Today 1996, 1, 343.
11. Hande, K. R. Seminars in Oncology 1992, 19, 3.
12. Canetta, R.; Hilgard, P.; Florentine, S.; Bedogni, P.; Lenaz, L. Cancer Chemother. Pharmacol. 1982, 7, 93.
13. Schacter, L. Seminars in Oncology 1996, 23, 1.
14. Arnold, A. M. Cancer Chemother. Pharmacol. 1979, 3, 71.
15. Long, B. H. Seminars in Oncology 1992, 19, 3.
16. Gupta, R. S.; Dudani, A. K. Medical Hypotheses 1989, 28, 57.
17. Kelly, M. G.; Hartwell, J. L. J. Natl. Cancer Inst. 1954, 14, 967.
18. Slevin, M. L Cancer 1991, 67, 319.
19. Kalpan, I. W. New Orelans Med. Surg. J. 1942, 94, 388.
20. Hartwell, J. W.; Schrecker, A. W. Fortschr. Chem. Org. Naturst. 1958, 15, 83.
21. Rao, C. B. S., Ed. Chemistry of Lignans, Andhra University Press, 1978, India.
22. Podwyssotzki, V. Arch. Exp. Pathol. Pharmakol. 1880, 13, 29.
23. Hartwell, J. W.; Johnson, J. M.; Fitzgerald, D. B.; Belkin, M. J. Am. Chem. Soc. 1953, 75, 235.
24. Borsche, W.; Niemann, J. Justus Liebigs Ann.Chem. 1932, 494, 126.
25. Spath, E.; Wessely, F.; Kornfield, L. Ber Dtsch. Chem.Ges. 1932, 65, 1536.
26. Hartwell, J. L.; Schrecker, A.W. J. Am. Chem. Soc. 1951, 73, 2909.
27. Petit, G. R.; Ode, R. H.; Biosynthteic Products for Cancer Chemotherapy Vol.3, Plenum, New York, 1979.
28. Weiss, S. G.; Tin-Wa, M.; Perdue, R. E. Jr; Farnsworth, N. R. J. Pharm. Sci. 1975, 64, 95.
29. Hoffmann, J. J.; Weidhopf, R. M.; Cole, J. R. J. Pharm. Sci. 1978, 66, 586.
30. Hokanson, G. C. Lloydia, 1978, 41, 497.
31. Vanuden, W.; Homan, B.; Woedenbag, H. J.; Pra, N.; Malingre, T. M.; Wichers, H. J.; Harkes, M. J. Natl. Prod. 1992, 55, 102.
32. Ma, C.; Yang, J. S; Luo, S. R. Yao Hsueh Hsueh Pao-Acta Pharmaceutica Sinica 1993, 28, 690 (Chinese).
33. Stahelin, H. F.; Vonwartburg, A. Cancer Res. 1991, 51, 5.
34. Gensler, W. J.; Gatsonis, C. D. J. Org. Chem. 1966, 31, 4005.
35. Ward, R. S. Synthesis 1992, 8, 719.
36. Hadimani, S.B.; Tanpure, R.P.; Bhat, S.V. Tetrahedron Lett. 1996, 37, 4791.
37. Bush, E. J.; Jones, D. W. J. C. S. Chem. Commun. 1993, 1200.
38. Pelter, A.; Ward, R. S.; Qianrong, L.; Pis, J. Tetrahedron Asymm. 1994, 5, 909.
39. Bogucki, D. E.; Charlton, J. L. J. Org. Chem. 1995, 60, 588.
40. Kraus, G. A.; Wu, Y. J.Org.Chem. 1992, 57, 2922.
41. Hanessian, S.; Ninkoric, S. Can. J. Chem. 1996, 74, 1880.
42. Ishibashi, H.; Ito, K.; Hirano, T.; Tabuchi, M.; Ikeda, M. Tetrahedron 1993, 49, 4173.
43. Kamal, A.; Daneshtalab, M.; Micetich, R. G. Tetrahedron Lett. 1994, 35, 3879.
44. Corey, L.; In Harrison's Principles of Internal Medicine, Isselbacher, K. J.; Adams, R. D.; Braunwald, E.; Petersdorf, R. G.; Wilson, J. D. Eds., 9th Ed. McGraw Hill Book Co. New York, p859.
45. Benther, K. R.; Von Krogh, G. Seminars in Dermatology 1900, 9, 148.
46. Lassus, A. Lancet 1987, 2, 512.
47. Wantke, F.; Flieschl, G.; Jarisch, R. Dermatology 1993, 186, 79.
48. Beutner, K. R. Current Probloms in Dermatology 1996, 24, 227.
49. Von Krogh, G. Acta Dermato-Venereologica 1978, 58, 163.
50. Syed, T. A.; Cheema, K. M.; Khayyami, M.; Ahmad, S. A.; Ahmad, S. H.; Ahmad, S.; Ahmad, S. A. Dermatology 1995, 191, 129.
51. Claesson, U.; Lassus, A.; Happonen, H.; Hogstrom, L.; Siboulet, A. International Journal of STD and AIDS 1996, 7, 429.
52. Strand, A.; Brinkeborn, R. M.; Siboulet, A. Genitourinary Medicine 1995, 71, 387.
53. Handley, J. M.; Jaw, R. D.; Horner, J.; Lawther, H.; Bringham, E. A.; Dinsmore, W. W.; Pediatric Dermatology 1991, 8, 243.
54. Syed, T.A.; Lundin, S.; Ahmad, M. Dermatology 1994, 189, 65.
55. Kupchan, S. M.; Hemingway, J. C.; Knox, J. R. J.Pharm. Sci. 1965, 54, 659.
56. Aso, Y.; Hoshi, Y.; Okada, K.; Koiso, K.; Murahashi, J. Gan No Rinsho [Japanese J. of Cancer Clinics] 1969, 15, 453 (Japanese).
57. Keller-Juslen, C.; Kuhn, M.; Von Wartburg, A.; Stahelin, H. J. Med. Chem. 1971, 14, 936.
58. Muggia, F. M.; Selawry, O. S.; Hansen, H. H. Cancer Chemotherapy Reports-Part1 1971, 55(5), 575.
59. Stahelin, H. Eur. J. Cancer. 1973, 9, 215.
60. Dombernowsky, P.; Nissen, N. I. Acta Patholigica et Microbiologica Scandinavica-Section A, Pathology 1973, 81, 715.
61. Felix, W.; Senn, H. J. Cancer Chemotherapy Reports-Part 1 1975, 59, 737.
62. Hansen, M.; Hirsch, F.; Dombernowsky, P.; Hansen, H.H. Cancer 1977, 40, 633.
63. Schmoll, H. J.; Niederle, N.; Achterrath, W. Klinische Wochenschrift 1981, 59, 1177.
64. Esumi, N.; Arakawa, S.; Imashuku, S., Gan to Kagaku Ryoho [Japanese J. Cancer Chemother] 1983, 10, 848.
65. Bleyer, W. A.; Krivit, W.; Chard, R. L. Jr.; Hammond, D. Cancer Treatment Reports 1979, 63, 977.
66. Abromowitch, M.; Bowman, W. P.; Ochs, J.; Rivera, G. J. Clin. Oncol. 1985, 3, 789.
67. Takahashi, K.; Iwabuchi, M. Gan to Kagaku Ryoho [Japanese J. Cancer Chemother.] 1985, 12, 2190.
68. Tunahashi, T.; Matsumura, Y.; Ozaki, Y.; Yoshimoto, J.; Tsushima, T., Obama, T.; Akagi, T.; Nasu, Y.; Ohimori, H. Gan to Kogaku Ryoho [Japanese J. Cancer Chemother.] 1986, 13, 3074.
69. Bjokholm, M. Medical Oncology & Tumor Pharmacotherapy 1990, 7, 3.
70. Gordaliza, M.; Castro, M. A.; Garcia-Gravolos, M. D.; Ruiz, P.; Miguel del Corral, J. M.; San Feliciano, M. Archiv der Pharmazie 1994, 327, 175.
71. Bedows, E.; Hatfield, G. M. J. Nat. Prod. 1982, 45, 725.
72. Hammonds, T. R.; Demyer, S. P.; Jackson, D. E.; Irwing, W L. J. Med. Microb. 1996, 45, 167.
73. Mac Rae, W. D.; Hudson, J. B.; Towers, G. H. Planta Medica 1989, 55, 531.
74. Nishiyama, Y.; Fujioka, H.; Tsurumi, T.; Yamamoto, N.; Maeno, K.; Yoshida, S.; Shimokata, K. J. General Virology 1987, 68, 913.
75. Inamori, Y.; Kubo, M.; Tsujibo, H.; Ogawa, M.; Baba, K.; Kozawa, M.; Fujita, E. Chem. Pharm. Bull. 1986, 34, 3928.
76. Buchardt, O.; Jensen, R. B.; Hansen, H. F.; Nielsen, P.E.; Andersen, D.; Chinoin, I. J. Pharm. Sci. 1986, 75, 1076.
77. Kalayanaraman, B.; Nemec, J.; Sinha, B. K. Biochemistry 1989, 25, 4839.
78. Van Maanen, J. M. S.; Lafleur, M. V. M.; Mans, D. R. A.; Van den Akker, E.; Ruiter, C.; Kootstra, P. R.; Pappie, D.; de Vries, J.; Retel, J.; Pinedo, H. Biochem. Pharmacol. 1988, 37, 3579.
79. Colombo, T., D'Incalci, M.; Donelli, M. G.; Burtosek, I.; Benfenti, E.; Farina, P.; Guaitani, A. Xenobiotica 1985, 15, 343.
80. Zucchetti, M.; De Fusco, M.; Sessa, C.; Frohlich, A.; Reichert, S.; D'Incalci, M. J. Chromat. B.: Biomed. Appl. 1994, 654, 97.
81. Kitamura, R.; Bandoh, T.; Tsuda, M.; Satoh, T. J. Chromat. B.: Biomed. Appl. 1997, 690, 283.
82. Broggini, M.; Rossi, C.; Befenati, E.; D'Incalci, M.; Fanelli, R.; Ganboldi, P. Chemico-Biological Interactions 1985, 55, 215.
83. Kamal, A., Damayanthi, Y. Bio Org. Med. Chem. Lett. 1997, 7, 657.
84. Aherne, G. W., Marks, V. Cancer Chemother. Pharm. 1982, 7, 117.
85. Phillips, N.C. Drug Intelligence & Clinical Pharmacy 1988, 22, 314.
86. Clark, P. I. Seminars in Oncology 1992, 19, 20.
87. Fleming, R. A.; Miller, A. A.; Stewart, C. F. Clinical Pharmacy 1989, 8, 274.
88. Sampi, K.; Ogawa, M.; Maekawa, T.; Takaku, F.; Kuraishi, Y.; Ota, K.; Hirano, M.; Hoshino, A.; Shirkawa, S.; Kimura, I. Japanese J. Cancer & Chemother. 1985, 12, 314.
89. Truedsson, L.; Geborek, P.; Sturfelt, G. Clinical & Experimental Rheumatology 1993, 11, 179.
90. Brooks, D. J.; Srinivas, N. R.; Alberth, D. S.; Thomas, T.; Igwemzie, L. M.; Mc Kinney, L. M.; Randolph, J.; Schacter, L.; Kaul, S.; Barbhaiya, R. H., Anticancer Drugs, 1995, 6, 637.
91. Brooks, D. J.; Alberts, D. S. Seminars in Oncology 1996, 23, 30.
92. Mross, K.; Huttmann, A.; Herbst, K.; Hanauske, A. R.; Schilling, T.; Manegold, C.; Burk, K.; Hossfeld, D. K. Cancer Chemother. Pharmacol. 1996, 38, 217.
93. Rassmann, I.; Schrodel, H.; Schilling, T.; Zuccetti, M.; Kaeser-Frohlich, A.; Rastetter, J.; Hanauske, A. R. Investigational New Drugs 1996, 14, 379.
94. Pagani, O.; Zucchetti, M.; Sessa, C.; de Jong, J.; D'Incalci, M.; De Fusco, M.; Kaaeser-Frohlich, A.; Hanauske, A.; Caralli, F. Cancer Chemother. Pharmacol. 1996 38, 541.
95. King, L. S.; Sullivan, M. Science 1946, 104, 244.
96. Margolis, R. L.; Wilson, L. Cell 1978, 13, 1.
97. Loike, J. D. Cancer Chemother. Pharmacol. 1982, 7, 103.
98. Stahelin, H. Planta Med. 1972, 22, 336.
99. Krishnan, A.; Paika, K.; Frei, E.III J. Cell Biol. 1975, 66, 521.
100. Loike, J. D.; Horwitz, S. B. Biochemistry 1976, 15, 5435.
101. Ralph, R. K. Eur J. Cancer 1980, 16, 595.
102. Ross, W. E.; Glaubiger, D. L.; Kohn, K. W. Biochim. Biophys. Acta 1979, 456, 41.
103. Ralph, R. K; Hancock, R. Can J. Biochem. Cell. Blol. 1985, 63, 780.
104. Wozniak, A. J.; Ross, W. E. Cancer Res. 1983, 43, 120.
105. Long, B. H.; Minocha, A. Proc. Am. Assoc. Cancer Res. 1983, 24, 321.
106. Nelson, E. M.; Tewey, K. M.; Liu, L. F. Proc. Natl. Acad. Sci. USA 1984, 81, 1361.
107. Yang, L.; Rowe, T. C.; Nelson, E. M.; Liu, L F. Cell 1985, 41, 127.
108. Liu, L. F.; Rowe, T. C.; Yang, L.; Tewey, K. M.; Chen, G. L. J. Biol. Chem. 1983, 258, 15365.
109. Rowe, T. C.; Chen, G. L.; Hsiang, Y.-H.; Liu. L. F. Cancer Res. 1986, 226, 466.
110. Tewey, K. M.; Rowe, T. C.; Yang, L.; Halligan, B. C.; Liu, L. F. Science 1984, 226, 466.
111. Pommier, Y. Cancer Chemother. Pharmacol. 1993, 32, 103.
112. Wang, J. C. Annu. Rev. Biochem. 1985, 54, 665.
113. D'Arpa, P.; Liu, L. F. Biochim. Biophys. Acta 1989, 989, 163.
114. Liu, L F. CRC Rev. Biochem. 1983, 15, 1.
115. Morrel, M. M.; Dragonetti, C. H.; De Bruyne, G. K.; van Cauwenberge, R. M. J. Natl. Cancer Inst. 1982, 69, 1367.
116. Dow, L. W.; Sinkuie, J. A.; Look, A. T.; Horvath, A., Evans, W. E. Cancer Res. 1989, 43, 5699.
117. Berger, N. A.; Chatterjeee, S.; Schmotzer, J. A.; Helms, S. R. Proc. Natl. Acad. Sci. USA 1991, 88, 8740.
118. Siau, Y.; Ndiaye, M.; Mattel, X. J. Structural Bid. 1993, 110, 227.
119. Jordan, M. A.; Thrower, D.; Wilson, L. J. Cell Sci. 1992, 102, 401.
120. Yallowich, J. C. Cancer Res. 1987, 47, 1010.
121. Long, B. H. Seminars in Oncology 1992, 19, 3.
122. Sakurai, H.; Miki, T.; Imakura, Y.; Shibuya, M.; Lee, K. H. Mol. Pharmacol. 1991, 40, 965.
123. Yamashita, A.; Tawa, R.; Imakura, Y.; Lee, K. H., Sakurai, H. Biochem. Pharmacol. 1994, 47, 1920.
124. Tawa, R., Takami, M.; Imakura, Y.; Lee, K. H.; Sakurai, H. BioOrg. Med. Chem. Lett. 1997, 7, 489.
125. Sinha, B. K.; Trush, M. A.; Kalyanaraman, B. Biochem. Pharmacol. 1985, 34, 2036.
126. Haim, N.; Nemec, J.; Roman, J.; Sinha, B. K. Biochem. Pharmacol. 1987, 36, 527.
127. Haim, N.; Nemec, J.; Roman, J.; Sinha, B. K. Cancer Res. 1987, 47, 5835.
128. Katki, A. G.; Kalyanaraman, B.; Sinha, B. K. Chemico -Biological Interactions. 1987, 62, 237.
129. Kelleher, J. K., Mol. Pharmacol. 1977, 13, 232.
130. Loike, J. D.; Horwitz, S. B. Biochemistry 1976, 15, 5443.
131. Loike, J. D.; Brewer, C. F.; Sternlicht, H.; Gensler, W. J.; Horwitz, S. B. Cancer Res. 1978, 38, 2688.
132. Brewer, C. F.; Loike, J. D.; Horwitz, S. B. J. Med. Chem. 1979, 22, 215.
133. Ayeres, D. C.; Harris, J. A.; Jenkins, P. N.; Phillips, L. J C S, Perkin Trans. 1 1972, 1343.
134. Long, B. H; Musial, S. T.; Brattain, M. G. Biochemistry 1984, 23, 1183.
135. Gupta, R. S.; Singh, B. J. Natl. Canc. Inst. 1984, 73, 241.
136. Gupta, R. S.; Chencaiah, P. C.; Gupta, R. Anti- Cancer Drug Design 1987, 2, 1.
137. Beard, A. R.; Drew, M. G. B.; Hilgard, P.; Hudson, B. D.; Mann, J.; Neidle, S.; Wong, L. F. T. Anti-Cancer Drug Design 1987, 2, 247.
138. Thurston, L. S.; Imakura, Y.; Haruna, M.; Li, D. H.; Liu, S. Y.; Cheng, Y. C.; Lee, K H. J. Med. Chem. 1989, 32, 604.
139. Liu, S. Y.; Hwang, B. D.; Haruna, M.; Imakura, Y.; Lee, K. H.; Cheng, Y. C. Mol. Pharmacol. 1989, 36, 1989.
140. Thurston, L. S.; Irie, H.; Tani, S.; Han, F. S.; Liu, Z. C.; Cheng, Y. C.; Lee, K. H. J. Med. Chem. 1986, 29, 1547.
141. Terada, T.; Fujimoto, K.; Nomitra, M.; Yamashita, J.; Kobunai, T.; Takeda, S.; Wierzba, K.; Yamada, Y.; Yamaguchi, H. Chem. Pharm. Bull. 1992, 40, 2720.
142. Van Maanem, J. M.; Van den Akker, E.,; de Vries, J.; Bakkenist, T. R.; Lankelma, J.; Retel, J.; Pinedo, H. M. Eur. J. Cancer & Clin. Oncology 1988, 24, 1415.
143. Mac Donald, T. L.; Lehnert, E. K.; Loper, J. T.; Chew, K. C.; Ross, W. E., In DNA Topoisomerase in Cancer, Potmesil, M.; Kohn, K. W., Eds.; Oxford University Press, New York, 1991, pp119-214
144. Osheroff, N.; Zechiedrich, E. L.; Gale, K. C. Bio Essays 1991, 13, 269.
145. Cho, S. J.; Kashiwada, Y.; Bastow, K. F.; Cheng, Y. C.; Lee, K. H. J. Med. Chem. 1996, 39, 1396.
146. Bertounesque, E.; Imbert, T.; Monneret, C. Tetrahedron 1996, 52, 14235.
147. Kamal, A.; Atchison, K.; Daneshtalab, M.; Micetich, R. G. Anti-Cancer Drug Design 1995, 10, 545.
148. Beers, S. A.; Imakura, Y.; Dai, H. J.; Li, D. H.; Cheng, Y. C.; Lee, K. H. J. Natl. Prod. 1988, 51, 901.
149. Laastch, H.; Ernst, B. P.; Naltemeyer, M. Liebigs Ann. 1996, 731.
150. Jurd, L. J. Heterocycl. Chem. 1996, 33, 1227.
151. Laatsch, H.; Ernst, B. P.; Hoffmann, D. Liebigs Ann. 1995, 1773.
152. Hitotsuyanagi, Y.; Ichihara, Y.; Takeya, K.; Itokawa, H. Tetrahedron Lett. 1994, 35, 9401.
153. Hitotsuyanagi, Y.; Kobayashi, M.; Takeya, K.; Itokowa, H. J. Chem. Soc. Perkin Trans. 1. 1995, 1387.
154. Gensler, W. J.; Murthy, C. D.; Trammell, M. H. J. Med. Chem. 1977, 20, 635.
155. Glinski, M. B.; Freed, J. C.; Durst, T. J. Org. Chem. 1987, 52, 2749.
156. Gordaliza, M.; Castro, M. A.; SanFeliciano, A.; Delcorral, J. A. M.; Lopez, M. L.; Gravalos, D. G. Eur.Pat.Appl.EP 711767 A1 15May 1996, 8pp.
157. Wang, I. Z.; Tian, X.; Tsumura, H. Anti -Cancer Drug Design 1993, 8, 193.
158. Kadow, J. F.; Vyas, D. M.; Doyle, T. W. Tetrahedron Lett. 1989, 30, 3299.
159. Saulnier, M. G.; Vyas, D. M.; Langley, D. R.; Doyle, T. W.; Rose, W. C.; Crosswell, A. R.; Long, B. H. J. Med. Chem. 1989, 32, 1418.
160. Berkowitz, D. B.; Maeng, J. H.; Dantzig, A. H.; Shepard, R. L.; Norman, B. H. J. Am. Chem. Soc. 1996, 118, 9426.
161. Ayres, D. C.; Lim, C. K. Cancer Chemother.Pharmacol. 1982, 7, 99.
162. Visser, G. W.; Bijma, A. T.; Dijksman, J. A.; Herscheid, J. D. Int. J. Radiation Applied and Instr Part A, Applied Radiation and Isotopes, 1989, 40, 47.
163. Tian, X.; Yan, Z-Q.; Li, J-X.; Chen, Y.; Mu, X-Q. Chem.Res.Chin.Univ. 1995, 11, 79.
164. Terada, T.; Fujimoto, K,; Nomura, M.; Yamashita, J-I.; Wierzba, K.; Yamazaki, R.; Shibata, J.; Sugimoto, Y.; Yamada, Y.; Kobunai, T.; Takeda, S.; Minami, Y.; Yoshida, K.I.; Yamaguchi, H. J. Med. Chem. 1993, 36, 1689.
165. Klein, L. L.; Yeung, C. M.; Chu, D. T.; McDonald, E. J.; Clement, J. J.; Plattner, J. J. J. Med. Chem. 1991, 34, 984.
166. Leav, Y.; Durst, T. Can. J .Chem. 1996, 74, 1704.
167. Terada, T.; Fujimoto, K.; Nomura, M.; Yamashita, J-I.; Wierzba, K.; Kobunai, T.; Takeda, S.; Minami, Y.; Yoshida, K.I.; Yamaguchi, H. Chem. Pharm. Bull. 1993, 41, 907.
168. Utsugi, T.; Shibata, J.; Sugimoto, Y.; Aoyagi, K.; Wierzba, K.; Kobunai, T.; Terada, T.; Oh-hara, T.; Tsuruo, T.; Yamada, Y. Cancer Res. 1996, 56, 2809.
169. Woynarowski, J.; Sigmund, R.D.; Beerman, T.A. Biochemistry 1989, 28, 3850.
170. Gupta, R.; Al-said, N. H.; Oreski, B.; Lown, J. W. Anti-Cancer Drug Design 1996, 11, 325.
171. Levy, R. K.; Hall, I. H.; Lee, K. H. J. Pharm. Sci. 1983, 72, 1158.
172. Gupta, R. S.; Chenchaiah, P. C. Anti- Cancer Drug Design 1987, 2, 13.
173. Derry, W. B.; Pamidi, C. C.; Gupta, R. S. Anti- Cancer Drug Design 1993, 8, 203.
174. Lee, K-H.; Imakura, Y.; Haruna, M.; Beera, S. A.; Thurston, L. S.; Dai, H. J.; Chen, C. H.; Liu, S. Y.; Cheng, Y. C. J. Nat. Prod. 1989, 52, 606.
175. Lee, K-H.; Beers, S. A.; Mori, M.; Wang, Z-Q.; K, Y-H.; Li, L.; Liu, S-Y.; Chang, J-Y.; Han, F-S.; C, Y-C. J. Med. Chem. 1990, 33, 1364.
176. Wang, Z-Q.; Kuo, Y-H.; Schnur, D.; Bowen, J.P.; Liu, S-Y.; Han, F-S.; Chang, J-Y.; Cheng, Y-C.; Lee, K-H. J. Med. Chem. 1990, 33, 2660.
177. Hu, H.; Wang, Z-Q.; Liu, S-Y.; Cheng, Y-C.; Lee, K-H. J. Med. Chem. 1992, 35, 866.
178. Wang, Z-Q.; Hu, H.; Chen, H-X.; Cheng, Y-C.; Lee, K-H. J. Med. Chem. 1992, 35, 871.
179. Zhang, Y. L.; Guo, X.; Cheng, Y-C.; Lee, K-H. J. Med. Chem. 1994, 37, 446.
180. Hansen, H.F.; Jensen, R.B.; Willumsen, A.M.; Norskov-Lauritsen, N.; Ebbesen, P.; Nielsen, P.E.; Buchardt, O. Acta Chem. Scand. 1993, 47, 1190.
181. Zhang, Y-L.; Shen, Y-C.; Wang, Z-Q.; Chen, H-X.; Guo, X.; Cheng, Y-C.; Lee, K-H. J. Nat. Prod. 1992, 55, 1100.
182. Wang, Y-G.; Pan, J. L.; Chen, Y-Z. Chin. Chem. Lett. 1996, 7, 1987.
183. Pan, J.L.; Wang, Y-G.; Chen, Y-Z. Curr. Sci. 1997, 72, 268.
184. Wang, Y-G.; Pan, J-L; Chen, Y-Z. Curr. Sci. 1996, 71, 312.
185. Tian, X.; Yang, M-G.; Ji, Z-S.; Chen, Y-Z.; He, X-Q.; Lie, X-H.; Han, R. Chem. Res. Chin. Univ. 1996, 12, 304.
186. Chang, J-Y.; Han, F-S.; Liu, S-Y.; Wang, Z-Q.; Lee, K-H.; Cheng, Y-C. Cancer Res. 1991, 51, 1755.
187. Zhou. X-M.; Wang, Z-Q.; Chen, H-X.; Cheng, Y-C.; Lee, K-H. Phatmceutical Res. 1993, 10, 214.
188. Pagani, O.; Zucchetti, M.; Sessa, C.; deJong, J.; D'Incalci, M.; DeFusco, M., Kaeser-Frohlids, A.; Hanauske, A.; Cavalli, F. Cancer Chemother.Pharmacol. 1996, 38, 541.
189. Ekimoto, H.; Okamoto, K.; Nakamori, K.; Tahashi, K.; Takeuchi, T. Proc Am. Assoc. Cancer Res. 1990, 31, 449.
190. Tomioka, K.; Kubota, Y.; Koga, K. Tetrahedron Lett. 1989, 30, 2953.
191. Pearce, H. L.; Bach, N J.; Cramer, T. L. Tetrahedron Lett. 1989, 30, 907.
192. Vander Eycken, J.; Bosmans, J-P.; Vanhaver, Vanderwalle, M.; Hulkenberg, A., Veerman, W.; Wievwenhuvizen, R. Tetrahedron Lett. 1989, 30, 3873.
193. Tomoika, K.; Kubota, Y.; Koga, K. Tetrahedron 1993, 49, 1891.
194. Pearce, H.; Bach, N.; Cramer, T.; Danks, M.; Grindy, G.; Katterjohn, S.; Rizen, S.; Beck, W. Cancer Res. 1990, 31, 441.
195. Lienard, P.; Royer, J.; Quiron, J-C.; Husson, H-P. Tetrahedron Lett. 1991, 32, 2489.
196. 196. Lienard, P.; Quiron, J-C.; Husson, H-P. Tetrahedron 1993, 49, 3995.
197. Leteurtre, F.; Madalengoitia, J.; Orr, A.; Cuzi, T.J.; Lenhert, E.; Macdonald, T.; Pommier, Y. Cancer Res. 1992, 52, 4478.
198. Solary, E.; Leteurtre, F.; Paull, K.D.; Scudiero, D.; Hamel, E.; Pommeir, Y. Biochem. Pharmacol. 1993, 45, 2449.
199. Leteurtre, F.; Sackett, D.L.; Madalengoitia, J.; Kohlhagen, G.; Macdonald, T.; Hamel, E.; Paull, K.D.; Pommier, Y. Biochem. Pharmacol. 1995, 49, 1283.
200. Chang, L. W.; Yang, C. M.; Chen, C. F.; Deng, J. F. Biomed. Environ. Sci. 1992, 5, 283.
201. Kao, N. F.; Hung, D. Z.; Tsai, W. J.; Lin, K. P.; Deng, J. F. Human and Experimental Toxicology 1992, 11, 480.
202. Chang, L. W.; Yang, C. M.; Chen, C. F.; Deng, J. F. Biomed. Environ. Sci. 1992, 5, 293.
203. Yang, C. M.; Deng, J. F.; Chen, C. F.; Chang, L. W. Biomed. Environ. Sci. 1994, 7, 259.
204. Zheng, Q. Y.; Wiranowska, M.; Sadlik, J. R.; Hadden, J. W. Int. J. Immunopharmacology 1987, 9, 539.
205. Heath, A.; Mellstrand, T.; Ahlmen, J. Human Toxicology 1982, 1, 373.
206. Brigatic, C.; Sander, B. J. Immunopharmacology 1985, 7, 285.
207. Norberg, G.; Berglund, K.; Edstrum, U.B.; Rydgren, L.; Sfurfeldt, G. Scandinarian J. Rheumatology 1985, 14, 271.
208. Commers, J. R.; Foley, J. F. Cancer Treat. Reports 1979, 63, 2093.
209. Bender, J. W. Cancer Biochem. Biophysics 1980, 4, 233.