Catalytic cyclometallation in steroid chemistry VI: Targeted synthesis of hybrid molecules based on steroids and tetradeca-5Z,9Z-diene-1,14-dicarboxylic acid and study of their antitumor activity
Regina A. Tuktarova
2
,
Svetlana R. Ishmukhametova
2
,
Milyausha M. Yunusbaeva
2
,
Usein M Dzhemilev
2
Publication type: Journal Article
Publication date: 2018-10-01
scimago Q2
wos Q3
SJR: 0.620
CiteScore: 4.3
Impact factor: 2.3
ISSN: 0039128X, 18785867
PubMed ID:
29890176
Organic Chemistry
Biochemistry
Molecular Biology
Pharmacology
Clinical Biochemistry
Endocrinology
Abstract
Hybrid molecules based on a number of steroids (cholesterol, pregnenolone, androsterone) and 1,14-tetradeca-5Z,9Z-dienedicarboxylic acid linked via mono- and diethylene glycol spacers were synthesized for the first time and studied for antitumor activity in vitro. The acid was prepared using catalytic cyclomagnesiation of oxygenated 1,2-dienes with Grignard reagent in the presence of Cp2TiCl2 as the key synthetic step. Using flow cytometry, the new molecules were shown for the first time to be efficient apoptosis inducers in the HeLa, Hek293, U937, Jurkat, and K562 cell cultures and to have dose-dependent effect on the S and G2 phases of the cell cycle.
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Total citations:
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Citations from 2024:
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GOST
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D'yakonov V. A. et al. Catalytic cyclometallation in steroid chemistry VI: Targeted synthesis of hybrid molecules based on steroids and tetradeca-5Z,9Z-diene-1,14-dicarboxylic acid and study of their antitumor activity // Steroids. 2018. Vol. 138. pp. 6-13.
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D'yakonov V. A., Tuktarova R. A., Dzhemileva L. U., Ishmukhametova S. R., Yunusbaeva M. M., Dzhemilev U. M. Catalytic cyclometallation in steroid chemistry VI: Targeted synthesis of hybrid molecules based on steroids and tetradeca-5Z,9Z-diene-1,14-dicarboxylic acid and study of their antitumor activity // Steroids. 2018. Vol. 138. pp. 6-13.
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RIS
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TY - JOUR
DO - 10.1016/j.steroids.2018.06.004
UR - https://doi.org/10.1016/j.steroids.2018.06.004
TI - Catalytic cyclometallation in steroid chemistry VI: Targeted synthesis of hybrid molecules based on steroids and tetradeca-5Z,9Z-diene-1,14-dicarboxylic acid and study of their antitumor activity
T2 - Steroids
AU - D'yakonov, Vladimir A
AU - Tuktarova, Regina A.
AU - Dzhemileva, Lilya U.
AU - Ishmukhametova, Svetlana R.
AU - Yunusbaeva, Milyausha M.
AU - Dzhemilev, Usein M
PY - 2018
DA - 2018/10/01
PB - Elsevier
SP - 6-13
VL - 138
PMID - 29890176
SN - 0039-128X
SN - 1878-5867
ER -
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BibTex (up to 50 authors)
Copy
@article{2018_D'yakonov,
author = {Vladimir A D'yakonov and Regina A. Tuktarova and Lilya U. Dzhemileva and Svetlana R. Ishmukhametova and Milyausha M. Yunusbaeva and Usein M Dzhemilev},
title = {Catalytic cyclometallation in steroid chemistry VI: Targeted synthesis of hybrid molecules based on steroids and tetradeca-5Z,9Z-diene-1,14-dicarboxylic acid and study of their antitumor activity},
journal = {Steroids},
year = {2018},
volume = {138},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/j.steroids.2018.06.004},
pages = {6--13},
doi = {10.1016/j.steroids.2018.06.004}
}
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