Document details

Antioxidant Versus Cytotoxic Properties of Hydroxycinnamic Acid Derivatives - A New Paradigm in Phenolic Research

Author(s): Esteves, Mário ; Siquet, Christophe ; Gaspar, Alexandra ; Rio, Vitor ; Sousa, Joana B. ; Reis, Salette ; Marques, M. Paula M. ; Borges, Fernanda

Date: 2008

Persistent ID: https://hdl.handle.net/10316/8108

Origin: Estudo Geral - Universidade de Coimbra

Subject(s): Antineoplastic Agents; Coumaric Acids; Female; Free Radical Scavengers; Free Radicals; HeLa Cells; Humans; Hydrophobic and Hydrophilic Interactions; Liposomes; Oxidative Stress; Structure-Activity Relationship; Uterine Cervical Neoplasms


Description

Trihydroxycinnamic derivatives were synthesized and evaluated for their antioxidant and cytotoxic activities. The ester derivatives exhibited a higher radical-scavenging activity, when liposomes were used as target systems, a fact which may be related to their lipophilicity and conformational preferences. These compounds were found to display significant growth inhibition and cytotoxic effects towards a human cervix adenocarcinoma cell line (HeLa). The partition coefficients presently obtained for the trihydroxycinnamic derivatives correlate well both with their structural characteristics and with their antioxidant/cytotoxic activities. A positive structure-activity-property relationship between cytotoxic and antioxidant activities, which is intrinsically related with physico-chemical and conformational properties, is anticipated, as a noteworthy study that must be done for phenolic systems. As damage events are frequently correlated with oxidative stress, the prevalence of both properties in a single compound could be beneficial in terms of rationale preventive or therapeutic purposes.

Document Type Journal article
Language English
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