Fluorinated analogues of lipidic dialkynylcarbinol pharmacophores: synthesis and cytotoxicity in HCT116 cancer cells-Reference-Cited by-同舟云学术

Fluorinated analogues of lipidic dialkynylcarbinol pharmacophores: synthesis and cytotoxicity in HCT116 cancer cells

Published:2019 Issue:1 Volume:7 Page:1-9
ISSN:2312-3222
Container-title:French-Ukrainian Journal of Chemistry
language:
Short-container-title:Fr. Ukr. J. Chem.

Author:

Rullièrea Pauline¹,Lizeauxa François¹,Jolyb Etienne²,Ballereaua Stéphanie¹,Gasparda Hafida¹,Maravalc Valérie³,Chauvinc Remi³,Génissona Yves¹

Affiliation:

1. Université de Toulouse

2. UMR CNRS 5089, IPBS (Institut de Pharmacologie et de Biologie Structurale)

3. CNRS, LCC (Laboratoire de Chimie de Coordination)

Abstract

Lipidic alkynylcarbinols (LACs) have been identified as potential antitumor compounds, and a thorough understanding of their pharmacophoric environment is now required to elucidate their biological mode of action. In the dialkynylcarbinol (DAC) series, a specific study of the pharmacophore potential has been undertaken by focusing on the synthesis of three fluorinated derivatives followed by their biological evaluation. This work highlights the requirement of an electron-rich secondary carbinol center as a key structure for cytotoxicity in HCT116 cells.

Publisher

Taras Shevchenko National University of Kyiv

Reference23 articles.

1. Kuklev D, Dembitsky V. Epoxy acetylenic lipids: Their analogues and derivatives. Progress in Lipid Research 2014;56:67-91. https://doi.org/10.1016/j.plipres.2014.08.001

2. Kuklev D, Domb A, Dembitsky V. Bioactive acetylenic metabolites. Phytomedicine 2013;20(13):1145-1159. https://doi.org/10.1016/j.phymed.2013.06.009

3. Siddiq A, Dembitsky V. Acetylenic Anticancer Agents. Anti-Cancer Agents in Medicinal Chemistry 2008;8(2):132-170. https://doi.org/10.2174/187152008783497073

4. Shi Shun A, Tykwinski R. Synthesis of Naturally Occurring Polyynes. Angewandte Chemie International Edition 2006;45(7):1034-1057. https://doi.org/10.1002/anie.200502071

5. Dembitsky V. Anticancer activity of natural and synthetic acetylenic lipids. Lipids 2006;41(10):883-924. https://doi.org/10.1007/s11745-006-5044-3

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