Download Synthesis of B-homo analogues of steroid esrtogenes Drozdov Andrey

Synthesis of B-homo analogues of steroid esrtogenes
Drozdov Andrey
[email protected]
Scientific supervisor: Prof. Dr. Shavva A.G., Department of
Natural Compounds Chemistry, Faculty of Chemistry, SaintPetersburg State University
Estrogens play an important role in many biological processes. Because of
the regulatory function estrogens play an important role in cancer development.
Up to 95% of human breast cancers, at the origin, are hormone-dependent. By
combination of different modifications it is possible to alter biological activity
of the estrogen analogue to use it as drug [1]. Most important modifications are
to reduce hormonal activity of the analogue, to reduce toxicity of its metabolites
and to introduce some new biological activity, e.g. ability to inhibit estrone sulfatase [2].
B-homo analogues of steroid estrogenes (Fig. 1) are representing interesting
class of estrogenes. Conformational mobility of 7-member B ring reduces hormonal activity of these analogues and may prevent formation of cancerogenic
metabolites. Further modifications may make them potential anticancer agents.
O
O
H
H
O
O
I
II
Fig. 1. B-homo analogues of steroid estrogenes.
References
1. R. Maltais, M.R. Tremblay, L.C. Ciobanu, D. Poirier // J. Comb. Chem., v. 6,
№ 3, p. 443-456 (2004).
2. H. Lawrence, N. Vicker, G.M. Allan, A. Smith, M.F. Mahon, H.J. Tutill, A.
Purohit, M.J. Reed, B.V.L. Potter // J. Med. Chem., 48, 2759 (2005).