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Stereoselective synthesis and antitumor activity of macrodiolides containing 1Z,5Z-diene and 1,3-diyne moieties

Vladimir Anatol'evich D'yakonov 1
Vladimir Anatol'evich D'yakonov
, 
Ilgiz Ilshatovich Islamov 1
Ilgiz Ilshatovich Islamov
, 
Lilya Useinovna Dzhemileva 1
Lilya Useinovna Dzhemileva
, 
Milyausha Musimovna Yunusbaeva 1
Milyausha Musimovna Yunusbaeva
, 
10.1016/j.mencom.2019.11.002
Published 2019-11-01
Communication , Volume 29, Issue 6, 613-615
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D'yakonov V. A. et al. Stereoselective synthesis and antitumor activity of macrodiolides containing 1Z,5Z-diene and 1,3-diyne moieties // Mendeleev Communications. 2019. Vol. 29. No. 6. pp. 613-615.
GOST all authors (up to 50) Copy
D'yakonov V. A., Islamov I. I., Dzhemileva L. U., Yunusbaeva M. M., Dzhemilev U. M. Stereoselective synthesis and antitumor activity of macrodiolides containing 1Z,5Z-diene and 1,3-diyne moieties // Mendeleev Communications. 2019. Vol. 29. No. 6. pp. 613-615.
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TY - JOUR
DO - 10.1016/j.mencom.2019.11.002
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.002
TI - Stereoselective synthesis and antitumor activity of macrodiolides containing 1Z,5Z-diene and 1,3-diyne moieties
T2 - Mendeleev Communications
AU - D'yakonov, Vladimir Anatol'evich
AU - Islamov, Ilgiz Ilshatovich
AU - Dzhemileva, Lilya Useinovna
AU - Yunusbaeva, Milyausha Musimovna
AU - Dzhemilev, Usein Memetovich
PY - 2019
DA - 2019/11/01
PB - Mendeleev Communications
SP - 613-615
IS - 6
VL - 29
ER -
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@article{2019_D'yakonov,
author = {Vladimir Anatol'evich D'yakonov and Ilgiz Ilshatovich Islamov and Lilya Useinovna Dzhemileva and Milyausha Musimovna Yunusbaeva and Usein Memetovich Dzhemilev},
title = {Stereoselective synthesis and antitumor activity of macrodiolides containing 1Z,5Z-diene and 1,3-diyne moieties},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.002},
number = {6},
pages = {613--615},
doi = {10.1016/j.mencom.2019.11.002}
}
MLA
Cite this
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D'yakonov, Vladimir Anatol'evich, et al. “Stereoselective synthesis and antitumor activity of macrodiolides containing 1Z,5Z-diene and 1,3-diyne moieties.” Mendeleev Communications, vol. 29, no. 6, Nov. 2019, pp. 613-615. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.002.

Abstract

New macrodiolides incorporating 1Z,5Z-diene and 1,3-diyne moieties were obtained in 55–79% yields and with >98% stereoselectivity by Hf(OTf)4-catalyzed intermolecular cyclocondesation of (5Z,9Z)-tetradeca-5,9-diene-1,14-dioic acid with a,ω-diols. Alternative route included intramolecular oxidative coupling of a,ω-diynes, esterification products of (5Z,9Z)-tetradeca-5,9-diene-1,14-dioic acid with alkynols. The macrodiolides synthesized exhibit in vitro cytotoxic activity toward Jurkat, K562, U937, HL-60, HeLa and Hek293 cell lines.

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