Transition metal-catalyzed synthesis of 13α-estrone derivatives with potential anticancer properties

Traj Péter and Abdolkhaliq Ali Hazhmat and Németh Anett and Dajcs Sámuel Trisztán and Zupkó István and Mernyák Erzsébet: Transition metal-catalyzed synthesis of 13α-estrone derivatives with potential anticancer properties.

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Abstract

Synthesis of 3-(N,N-dimethylcarbamoyl)-13α-estrone and its 17-deoxy counterpart has been carried out. The dimethylcarbamoyl directing group enabled the regioselective ortho arylation of the steroidal starting compounds. The microwave-assisted, palladium-catalyzed phenylations led to 2-substituted 13α-estrones in a one-pot, tandem process. The Suzuki-Miyaura cross coupling reactions of the carbamates with phenylboronic acid resulted in 3-phenyl-3-deoxy13α-estrone. Certain newly synthesized compounds displayed potent antiproliferative action against human reproductive cancer cell lines of gynecological origin.

Item Type: Conference or Workshop Item
Journal or Publication Title: Proceedings of the International Symposium on Analytical and Environmental Problems
Date: 2020
Volume: 26
ISBN: 978-963-306-771-0
Page Range: pp. 338-341
Language: English
Event Title: International Symposium on Analytical and Environmental Problems (26.) (2020) (Szeged)
Related URLs: http://acta.bibl.u-szeged.hu/73792/
Uncontrolled Keywords: Gyógyszerkémia, Analitikai kémia
Additional Information: Bibliogr.: 341. p. ; összefoglalás angol nyelven
Subjects: 01. Natural sciences
01. Natural sciences > 01.04. Chemical sciences
Date Deposited: 2021. Nov. 18. 13:02
Last Modified: 2022. Aug. 08. 15:39
URI: http://acta.bibl.u-szeged.hu/id/eprint/74032

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