修饰的6-氧杂-雌甾-1,3,5(10),8(9)-四烯的生物活性合成与研究

Synthesis and investigation of biological properties of modified 6-oxa-estra-1,3,5(10),8(9)-tetraenes.

作者信息

Morozkina Svetlana N, Chentsova Anna S, Selivanov Stanislav I, Shavva Alexander G

机构信息

Department of Natural Products Chemistry, Faculty of Chemistry, Saint-Petersburg State University, Universitetsky pr. 26, Petrodvorets 198504, Russia.

出版信息

Steroids. 2014 Oct;88:90-4. doi: 10.1016/j.steroids.2014.05.006. Epub 2014 May 23.

DOI:10.1016/j.steroids.2014.05.006

PMID:24858337

Abstract

To investigate the relationship between structure and biological activity of analogues of steroid estrogens we have developed the synthesis of 7α-methyl-6-oxa-estra-1,3,5(10),8(9)-tetraenes with cis- and trans-junction of C and D rings. We found that such compounds have stronger osteoprotective, cholesterol-lowering and antioxidant properties in comparison with uterotrophic activity; that is the advantage in comparison with clinically used 17α-ethynylestradiol.

摘要

为了研究甾体雌激素类似物的结构与生物活性之间的关系，我们开展了具有C环和D环顺式及反式连接的7α-甲基-6-氧杂-雌甾-1,3,5(10),8(9)-四烯的合成研究。我们发现，与子宫营养活性相比，这类化合物具有更强的骨保护、降胆固醇和抗氧化特性；这是相较于临床使用的17α-乙炔雌二醇的优势所在。