Synthesis and Cytostatic Activity of New Mepregenol 17-Acetate Derivatives with Respect to Hela Cancer Cell Culture

New mepregenol 17-acetate derivatives with potential cytotoxicity were synthesized. Mepregenol 17-acetate 3-acrylate ( III ) was shown to exhibit potent cytotoxicity although the ester of N -benzylpyrrolidine-3-carboxylic acid ( IV ) had weaker activity that was comparable with those of megestrol ac...

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Published inPharmaceutical chemistry journal Vol. 54; no. 2; pp. 119 - 125
Main Authors Fedotcheva, T. A., Sveshnikova, E. D., Sheina, N. I., Sokolov, M. N., Kudryavtsev, K. V., Fedotcheva, N. I., Shimanovskii, N. L.
Format Journal Article
LanguageEnglish
Published New York Springer US 01.05.2020
Springer
Subjects
Acetates
Cancer
Estrogen
Ethylenediaminetetraacetic acid
Medicine
Megestrol acetate
Organic Chemistry
Pharmacology/Toxicology
Pharmacy
Progesterone
Search for New Drugs
pregnane steroids
gestagens
HeLa
cervical cancer
estradiol
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Summary:New mepregenol 17-acetate derivatives with potential cytotoxicity were synthesized. Mepregenol 17-acetate 3-acrylate ( III ) was shown to exhibit potent cytotoxicity although the ester of N -benzylpyrrolidine-3-carboxylic acid ( IV ) had weaker activity that was comparable with those of megestrol acetate and progesterone. The IC 50 values for III , IV , progesterone, and megestrol acetate were 30, 200, 480, and 130 μMwith respect to native HeLa culture and 9.1, 180, 5.6, and 115 μm for an estradiol-stimulated culture of HeLa, respectively. The cytotoxicities of steroids III and IV correlated with their DNA-damaging effect in a DNA comet assay. Thus, III was promising for further research as an antitumor compound with respect to estradiol-dependent tumors.
ISSN:0091-150X
1573-9031
DOI:10.1007/s11094-020-02167-1