Total Synthesis of Natural Lembehyne C and Investigation of Its Cytotoxic Properties
Publication type: Journal Article
Publication date: 2020-07-16
scimago Q1
wos Q1
SJR: 0.629
CiteScore: 6.5
Impact factor: 3.6
ISSN: 01633864, 15206025
PubMed ID:
32672460
Organic Chemistry
Drug Discovery
Pharmacology
Pharmaceutical Science
Molecular Medicine
Complementary and alternative medicine
Analytical Chemistry
Abstract
The first Z-stereoselective method for the synthesis of the natural marine alkynol lembehyne C, containing a 1Z,5Z,9Z-triene moiety, in 41% yield was developed using the new Ti-catalyzed cross-coupling of oxygenated and aliphatic 1,2-dienes as the key step. It was found for the first time that lembehyne C exhibits moderate cytotoxicity against Jurkat, K562, U937, and HL60 cancer cells and also efficiently induces apoptosis in Jurkat cells, with the cell death mechanism being activated by the mitochondrial pathway. The lembehyne C inhibition of the cell cycle follows the mitotic catastrophe mechanism.
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Total citations:
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Citations from 2024:
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GOST
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Dzhemileva L. U. et al. Total Synthesis of Natural Lembehyne C and Investigation of Its Cytotoxic Properties // Journal of Natural Products. 2020. Vol. 83. No. 8. pp. 2399-2409.
GOST all authors (up to 50)
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Dzhemileva L. U., D'yakonov V. A., Makarov A. A., Makarova E. Kh., Andreev E. N., Dzhemilev U. M. Total Synthesis of Natural Lembehyne C and Investigation of Its Cytotoxic Properties // Journal of Natural Products. 2020. Vol. 83. No. 8. pp. 2399-2409.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.jnatprod.0c00261
UR - https://doi.org/10.1021/acs.jnatprod.0c00261
TI - Total Synthesis of Natural Lembehyne C and Investigation of Its Cytotoxic Properties
T2 - Journal of Natural Products
AU - Dzhemileva, Lilya U.
AU - D'yakonov, Vladimir A
AU - Makarov, Alexey A
AU - Makarova, Elina Kh
AU - Andreev, Evgeny N
AU - Dzhemilev, Usein M
PY - 2020
DA - 2020/07/16
PB - American Chemical Society (ACS)
SP - 2399-2409
IS - 8
VL - 83
PMID - 32672460
SN - 0163-3864
SN - 1520-6025
ER -
Cite this
BibTex (up to 50 authors)
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@article{2020_Dzhemileva,
author = {Lilya U. Dzhemileva and Vladimir A D'yakonov and Alexey A Makarov and Elina Kh Makarova and Evgeny N Andreev and Usein M Dzhemilev},
title = {Total Synthesis of Natural Lembehyne C and Investigation of Its Cytotoxic Properties},
journal = {Journal of Natural Products},
year = {2020},
volume = {83},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/acs.jnatprod.0c00261},
number = {8},
pages = {2399--2409},
doi = {10.1021/acs.jnatprod.0c00261}
}
Cite this
MLA
Copy
Dzhemileva, Lilya U., et al. “Total Synthesis of Natural Lembehyne C and Investigation of Its Cytotoxic Properties.” Journal of Natural Products, vol. 83, no. 8, Jul. 2020, pp. 2399-2409. https://doi.org/10.1021/acs.jnatprod.0c00261.
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