The Tunable Functionality of alpha,beta-Unsaturated Carbonyl Compounds Enables Their Differential Application in Biological Systems

Amslinger, Sabine (2010) The Tunable Functionality of alpha,beta-Unsaturated Carbonyl Compounds Enables Their Differential Application in Biological Systems. CHEMMEDCHEM, 5 (3). pp. 351-356. ISSN 1860-7179,

Full text not available from this repository. (Request a copy)

Abstract

alpha,beta-Unsaturated carbonyl compounds as potential drug candidates is a controversial topic since their potential Michael acceptor activity can lead to cell damage and cytotoxicity. Nevertheless, the alpha,beta-unsaturated carbonyl functionality can be employed as a tool to fine tune biological activity by directly manipulating this entity. Depending on their electronic properties, alpha,beta-unsaturated carbonyl functionalities display different reactivities, namely Michael addition, radical scavenging, oxidation or double bond isomerization. Modifying the alpha-position of the alpha,beta-unsaturated carbonyl system, a concept that has not been widely explored, could produce new, very interesting derivatives. Currently in drug development, irreversible binding in active sites has proven to be one answer to drug resistance in cancer treatment. Overall, natural products containing the alpha,beta-unsaturated carbonyl unit possess multiple biological activities that could be transferred into novel pharmaceutical agents.

Item Type: Article
Uncontrolled Keywords: NITRIC-OXIDE PRODUCTION; FACTOR-KAPPA-B; TYROSINE KINASE; ELECTROPHILIC REACTIVITY; IRREVERSIBLE INHIBITORS; HEPATOCYTE TOXICITY; ANTITUMOR-ACTIVITY; HEME OXYGENASE-1; EGF RECEPTOR; ALPHA; drug design; Keap1-Nrf2 pathway; Michael addition; NF-kappa B; alpha,beta-unsaturated carbonyl compounds
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Dr. Sabine Amslinger
Depositing User: Dr. Gernot Deinzer
Date Deposited: 05 Aug 2020 04:44
Last Modified: 05 Aug 2020 04:44
URI: https://pred.uni-regensburg.de/id/eprint/25019

Actions (login required)

View Item View Item