Short Route to the Total Synthesis of Natural Muricadienin and Investigation of Its Cytotoxic Properties
Usein M Dzhemilev
1
,
Regina A. Tuktarova
1
,
Lilya U. Dzhemileva
1, 2, 3
,
Svetlana R. Ishmukhametova
1
,
Milyausha M. Yunusbaeva
3
,
Armin de Meijere
4
Publication type: Journal Article
Publication date: 2016-08-17
scimago Q1
wos Q1
SJR: 0.629
CiteScore: 6.5
Impact factor: 3.6
ISSN: 01633864, 15206025
PubMed ID:
27533261
Organic Chemistry
Drug Discovery
Pharmacology
Pharmaceutical Science
Molecular Medicine
Complementary and alternative medicine
Analytical Chemistry
Abstract
An original synthesis of the acetogenin muricadienin, the bioprecursor of solamin, has been developed. The key step in the five-step 41% overall yield synthesis is the catalytic cross-cyclomagnesiation reaction of functionally substituted 1,2-dienes with EtMgBr in the presence of Cp2TiCl2 and magnesium metal. It has been demonstrated for the first time that muricadienin exhibits a moderate in vitro inhibitory activity against topoisomerases I and IIα, key cell cycle enzymes. Using flow cytometry, muricadienin was shown to have high cytotoxicity toward the HEK293 kidney cancer cells (IC50 0.39 μM).
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Total citations:
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Citations from 2024:
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(33.34%)
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GOST
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Dzhemilev U. M. et al. Short Route to the Total Synthesis of Natural Muricadienin and Investigation of Its Cytotoxic Properties // Journal of Natural Products. 2016. Vol. 79. No. 8. pp. 2039-2044.
GOST all authors (up to 50)
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Dzhemilev U. M., D'yakonov V. A., Tuktarova R. A., Dzhemileva L. U., Ishmukhametova S. R., Yunusbaeva M. M., Meijere A. D. Short Route to the Total Synthesis of Natural Muricadienin and Investigation of Its Cytotoxic Properties // Journal of Natural Products. 2016. Vol. 79. No. 8. pp. 2039-2044.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.jnatprod.6b00335
UR - https://doi.org/10.1021/acs.jnatprod.6b00335
TI - Short Route to the Total Synthesis of Natural Muricadienin and Investigation of Its Cytotoxic Properties
T2 - Journal of Natural Products
AU - Dzhemilev, Usein M
AU - D'yakonov, Vladimir A
AU - Tuktarova, Regina A.
AU - Dzhemileva, Lilya U.
AU - Ishmukhametova, Svetlana R.
AU - Yunusbaeva, Milyausha M.
AU - Meijere, Armin de
PY - 2016
DA - 2016/08/17
PB - American Chemical Society (ACS)
SP - 2039-2044
IS - 8
VL - 79
PMID - 27533261
SN - 0163-3864
SN - 1520-6025
ER -
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BibTex (up to 50 authors)
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@article{2016_Dzhemilev,
author = {Usein M Dzhemilev and Vladimir A D'yakonov and Regina A. Tuktarova and Lilya U. Dzhemileva and Svetlana R. Ishmukhametova and Milyausha M. Yunusbaeva and Armin de Meijere},
title = {Short Route to the Total Synthesis of Natural Muricadienin and Investigation of Its Cytotoxic Properties},
journal = {Journal of Natural Products},
year = {2016},
volume = {79},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.jnatprod.6b00335},
number = {8},
pages = {2039--2044},
doi = {10.1021/acs.jnatprod.6b00335}
}
Cite this
MLA
Copy
Dzhemilev, Usein M., et al. “Short Route to the Total Synthesis of Natural Muricadienin and Investigation of Its Cytotoxic Properties.” Journal of Natural Products, vol. 79, no. 8, Aug. 2016, pp. 2039-2044. https://doi.org/10.1021/acs.jnatprod.6b00335.
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