Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Tuesday 19th September 2017 from 8.00am to 4.00pm (BST).

During this time our website performance may be temporarily affected. If you have any questions please use the feedback button available under our menu button. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 37, 2016
Previous Article Next Article

Design, synthesis and biological activities of new brassinosteroid analogues with a phenyl group in the side chain

Author affiliations

Abstract

We have prepared and studied a series of new brassinosteroid derivatives with a p-substituted phenyl group in the side chain. To obtain the best comparison between molecular docking and biological activities both types of brassinosteroids were synthesized; 6-ketones, 10 examples, and B-lactones, 8 examples. The phenyl group was introduced into the steroid skeleton by Horner–Wadsworth–Emmons. The docking studies were carried out using AutoDock Vina 1.05. Plant biological activities were established using different brassinosteroid bioassays in comparison with natural brassinosteroids. Differences in the production of the plant hormone ethylene were also observed in etiolated pea seedlings after treatment with new brassinosteroids. The most active compounds were lactone 8f and 6-oxo derivatives 8c and 9c, their biological activities were comparable or even better than naturally occurring brassinolide. Finally the cytotoxicity of the new derivatives was studied using human normal and cancer cell lines.

Graphical abstract: Design, synthesis and biological activities of new brassinosteroid analogues with a phenyl group in the side chain

Back to tab navigation

Supplementary files

Publication details

The article was received on 12 Jul 2016, accepted on 17 Aug 2016 and first published on 17 Aug 2016


Article type: Paper
DOI: 10.1039/C6OB01479H
Citation: Org. Biomol. Chem., 2016,14, 8691-8701
  •   Request permissions

    Design, synthesis and biological activities of new brassinosteroid analogues with a phenyl group in the side chain

    M. Kvasnica, J. Oklestkova, V. Bazgier, L. Rárová, P. Korinkova, J. Mikulík, M. Budesinsky, T. Béres, K. Berka, Q. Lu, E. Russinova and M. Strnad, Org. Biomol. Chem., 2016, 14, 8691
    DOI: 10.1039/C6OB01479H

Search articles by author

Spotlight

Advertisements