Analogs of 11β-hydroxyestrone and 17α-ethynylestradiol with a cytotoxic bis-(2-chloroethyl)amino-containing substituent were synthesized in two principal steps from the corresponding 11-hydroxysteroids. Introduction of this bulky fragment influences negatively the estrogenic and antitumor activities of the synthesized compounds.
Similar content being viewed by others
References
N. A. Oborotova, Experimental Oncology at the Turn of the Century [in Russian], M. I. Davydov and A. Yu. Baryshnikov, eds., Moscow (1999), pp. 5 – 58.
C. E. Arris, C. Bleasdale, A. H. Calvert, et al., Anti-Cancer Drug Des., 9, 401 – 408 (1994).
A. K. Belousova and O. A. Suslova, Ross. Onkol. Zh., No. 2, 49 (1997).
Y. H. Suzuki, H. Taga, and K. Ishizuki, Ann. N. Y. Acad. Sci., 417, 234 – 239 (1983).
J. L. Wittliff, S. A. Wiehle, J. P. Sandoz, et al., in: Cytotoxic Estrogens in Hormone Receptive Tumors, J. Raus, H. Martens, and G. Leclerq, eds., Academic Press, London (1980), pp. 147 – 163.
J. E. Johanson, S. O. Anderson, K. W. Becham, and G. Zabor, J. Clin. Oncol., 11(2), 183 – 186 (1988).
Z. Smirnova, I. Osetrova, V. Rzheznikov, et al., XVI-th Intn. Cancer Congress, New Delhi (1996), p. 301.
V. M. Rzheznikov, L. I. Golubovskaya, O. N. Minailova, et al., Khim.-farm. Zh., 41(4), 8 – 12 (2007).
V. M. Rzheznikov, L. E. Golubovskaya, O. N. Minailova, et al., Khim.-farm. Zh., 41(10), 13 – 16 (2007).
V. M. Rzheznikov, L. E. Golubovskaya, O. N. Minailova, et al., Khim.-farm. Zh., 42(3), 9 – 12 (2008).
V. C. Jordan, C. Osipo, J. M. Schafer, et al., Breast, 12, 432 – 441 (2003).
D. N. Kursanov, Z. N. Parnes, M. I. Kalinkin, and N. M. Loim, Ionic Hydrogenation [in Russian], Khimiya, Moscow (1979).
D. M. Braun, Progress in Organic Chemistry [Russian translation], Mir, Moscow (1966), No. 3.
V. M. Rzheznikov, Khim. Prir. Soedin., No. 5, 729 – 730 (1991).
V. I. Kadentsev, A. O. Chizhov, O. S. Chizhov, et al., Izv. Ross. Akad. Nauk, Ser. Khim., No. 1, 92 – 95 (2008).
L. E. Golubovskaya and V. M. Rzheznikov, Zh. Org. Khim., 37(6), 927 (2001).
V. M. Rzheznikov, L. E. Golubovskaya, O. N. Minailova, et al., Khim.-farm. Zh., 41(6), 22 – 25 (2007).
B. J. Magerlein and J. A. Hogg, J. Am. Chem. Soc., 80(9), 2220 – 2225 (1958).
Handbook of Experimental (Preclinical) Study of New Pharmacological Compounds [in Russian], Remedium, Moscow (2000), pp. 319 – 325.
Z. S. Smirnova, Doctoral Dissertation in Medical Sciences, Moscow (2000).
T. I. Ivanenko, K. K. Pivnitskii, and V. P. Fedotov, Probl. Endokrinol., 25(1), 62 – 68 (1979).
Author information
Authors and Affiliations
Additional information
Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 43, No. 12, pp. 11 – 15, December, 2009.
Rights and permissions
About this article
Cite this article
Rzheznikov, V.M., Golubovskaya, L.E., Keda, B.I. et al. Search for new drugs. Pharm Chem J 43, 601–605 (2009). https://doi.org/10.1007/s11094-010-0361-5
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11094-010-0361-5