Amslinger, Sabine and Al-Rifai, Nafisah and Winter, Katrin and Woermann, Kilian and Scholz, Rebekka and Baumeister, Paul and Wild, Martin (2013) Reactivity assessment of chalcones by a kinetic thiol assay. ORGANIC & BIOMOLECULAR CHEMISTRY, 11 (4). pp. 549-554. ISSN 1477-0520, 1477-0539
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The electrophilic nature of chalcones (1,3-diphenylprop-2-en-1-ones) and many other alpha,beta-unsaturated carbonyl compounds is crucial for their biological activity, which is often based on thiol-mediated regulation processes. To better predict their biological activity a simple screening assay for the assessment of the second-order rate constants (k(2)) in thia-Michael additions was developed. Hence, a clear structure-activity relationship of 16 differentially decorated hydroxy-alkoxychalcones upon addition of cysteamine could be established. Moreover, amongst other naturally occurring alpha,beta-unsaturated carbonyl compounds k(2) values for curcumin and cinnamaldehyde were gained while cinnamic acids or esters gave no or very slow reactions.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | MICHAEL REACTION ACCEPTORS; INDUCERS; POTENCIES; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Dr. Sabine Amslinger |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 30 Apr 2020 05:09 |
| Last Modified: | 30 Apr 2020 05:09 |
| URI: | https://pred.uni-regensburg.de/id/eprint/17547 |
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