Please use this identifier to cite or link to this item:
https://hdl.handle.net/20.500.14279/1710
Title: | Synthesis and study of the cancer cell growth inhibitory properties of α-, γ-tocopheryl and γ-tocotrienyl 2-phenylselenyl succinates |
Authors: | Vraka, Panayiota S. Rikkou, Maria P. Drouza, Chryssoula |
metadata.dc.contributor.other: | Βρακά, Παναγιώτα Σ. Ρίκκου, Μαρία Π. Δρούζα, Χρυσούλα |
Major Field of Science: | Agricultural Sciences |
Field Category: | AGRICULTURAL SCIENCES;Agricultural Biotechnology;Other Agricultural Sciences |
Keywords: | Apoptosis;Cancer cells;Tumors--Growth;Canser;Drugs;Enzyme activation;Apoptosis;Human beings |
Issue Date: | 15-Apr-2006 |
Source: | Bioorganic and medicinal chemistry, 2006, vol. 14, no.8, pp. 2684-2696 |
Volume: | 14 |
Issue: | 8 |
Start page: | 2684 |
End page: | 2696 |
Journal: | Bioorganic and medicinal chemistry |
Abstract: | Vitamin E succinate selenium-conjugated molecules were synthesized and their apoptogenic properties were evaluated. 4-Methyl-2-phenylselenyl succinate (4) was prepared by the reaction of sodium benzeneselenolate with 2-bromosuccinic anhydrite in methanol solution. The methyl ester was converted to the acid (5) by hydrolysis with aqueous hydrochloric acid. Reaction of the 2-phenylselenyl succinic anhydrite (6) with α-tocopherol (1a), γ-tocopherol (1c), and γ-tocotrienol (2c) in acidic conditions gave the respective esters. The free radical scavenging properties of α-tocopheryl-2-phenylselenyl succinate (7), γ-tocopheryl-2- phenylselenyl succinate (8), and γ-tocotrienyl-2-phenylselenyl succinate (9) were evaluated in comparison with those of α-tocopheryl succinate (10), γ-tocopheryl succinate (11), and γ-tocotrienyl succinate (12), respectively, and the free tocopherols and γ-tocotrienol. Compounds 7-9 induced a statistically significant decrease in prostate cancer cell viability compared to 10-12, respectively, or 5, exhibiting features of apoptotic cell death and associated with caspase-3 activation. These data show that structural modifications of vitamin E components by 5 enhance their apoptogenic properties in cancer cells |
URI: | https://hdl.handle.net/20.500.14279/1710 |
ISSN: | 09680896 |
DOI: | 10.1016/j.bmc.2005.11.045 |
Rights: | © Elsevier Attribution-NonCommercial-NoDerivs 3.0 United States |
Type: | Article |
Affiliation: | University of Cyprus |
Affiliation : | University of Cyprus |
Publication Type: | Peer Reviewed |
Appears in Collections: | Άρθρα/Articles |
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