(5Z,9Z)-14-[(3,28-Dioxoolean-12-en-28-yl)oxy]tetradeca-5,9-dienoic Acid with Cytotoxic Activity

(5Z,9Z)-14-[(3,28-Dioxoolean-12-en-28-yl)oxy]tetradeca-5,9-dienoic Acid with Cytotoxic Activity Full article

Journal

Molbank
ISSN: 1422-8599

Output data

Year: 2024, Volume: 2024, Number: 1, Article number : M1758, Pages count : DOI: 10.3390/m1758

Authors

Tuktarova Regina A. ^1,2 , Dzhemileva Lilya U. ² , Dzhemilev Usein M. ²

Affiliations

1	Chemical Engineering Center, ITMO University, 49A Kronverksky Prospekt, 197101 Saint-Petersburg, Russia
2	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, Russia

For the first time, a synthetic analogue of natural (5Z,9Z)-dienoic acid has been synthesized in the form of a hybrid molecule containing a fragment of oleanolic acid and (5Z,9Z)-tetradeca-5.9-dienedicarboxylic acid, synthesized using a new reaction of Ti-catalyzed homo-cyclomagnesiation 1,2-dienes. The high cytotoxic activity of (5Z,9Z)-14-[(3,28-dioxoolean-12-en-28-yl)oxy]tetradeca-5,9-dienoic acid against tumor cells Jurkat, K562, U937 and HL60 was established. This compound is also an inducer of apoptosis, affects the cell cycle and inhibits human topoisomerase I.

Tuktarova R.A. , Dzhemileva L.U. , Dzhemilev U.M.
(5Z,9Z)-14-[(3,28-Dioxoolean-12-en-28-yl)oxy]tetradeca-5,9-dienoic Acid with Cytotoxic Activity
Molbank. 2024. V.2024. N1. M1758 . DOI: 10.3390/m1758 WOS Scopus OpenAlex

Web of science:	WOS:001193565200001
Scopus:	2-s2.0-85189170632
OpenAlex:	W4390528133

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