Secosteroid thiosemicarbazides and secosteroid–1,2,4-triazoles as antiproliferative agents targeting breast cancer cells: Synthesis and biological evaluation

Secosteroid thiosemicarbazides and secosteroid–1,2,4-triazoles as antiproliferative agents targeting breast cancer cells: Synthesis and biological evaluation Full article

Journal

The Journal of Steroid Biochemistry and Molecular Biology
ISSN: 1879-1220 , E-ISSN: 0960-0760

Output data

Year: 2023, Volume: 234, Article number : 106386, Pages count : DOI: 10.1016/j.jsbmb.2023.106386

Authors

Ilovaisky Alexey I. ¹ , Scherbakov Alexander M. ² , Chernoburova Elena I. ¹ , Povarov Andrey A. ¹ , Shchetinina Marina A. ¹ , Merkulova Valentina M. ¹ , Salnikova Diana I. ² , Sorokin Danila V. ² , Bozhenko Eugene I. ¹ , Zavarzin Igor V. ¹ , Terent’ev Alexander O. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prospect 47, Moscow 119991, Russia
2	N.N. Blokhin National Medical Research Center of Oncology, Kashirskoye shosse 24, Moscow 115522, Russia

A convenient and selective approach to 13,17-secoestra-1,3,5(10)-trien-17-oic acid [N’-arylcarbothioamido]hydrazides and hybrid molecules containing secosteroid and 1,2,4-triazole fragments was disclosed and these novel types of secosteroids were screened for cytotoxicity against hormone-dependent human breast cancer cell line MCF-7. Most of secosteroid–1,2,4-triazole hybrids showed significant cytotoxic effect comparable or superior to that of the reference drug cisplatin. Hit secosteroid–1,2,4-triazole hybrids 4b and 4h were characterized by high cytotoxicity and good selectivity towards MCF-7 breast cancer cells. PARP cleavage (marker of apoptosis) and ERα and cyclin D1 downregulation were discovered in MCF-7 cells treated with lead secosteroid–1,2,4-triazole hybrid 4b. The synthesized secosteroids may be considered as new promising anticancer agents.

Ilovaisky A.I. , Scherbakov A.M. , Chernoburova E.I. , Povarov A.A. , Shchetinina M.A. , Merkulova V.M. , Salnikova D.I. , Sorokin D.V. , Bozhenko E.I. , Zavarzin I.V. , Terent’ev A.O.
Secosteroid thiosemicarbazides and secosteroid–1,2,4-triazoles as antiproliferative agents targeting breast cancer cells: Synthesis and biological evaluation
The Journal of Steroid Biochemistry and Molecular Biology. 2023. V.234. 106386 . DOI: 10.1016/j.jsbmb.2023.106386 WOS Scopus OpenAlex

Web of science:	WOS:001073885100001
Scopus:	2-s2.0-85175316674
OpenAlex:	W4386390432

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