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

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F16%3A00464462" target="_blank" >RIV/61389030:_____/16:00464462 - isvavai.cz</a>

Alternative codes found

RIV/61388963:_____/16:00464462 RIV/61989592:15310/16:33161639

Result on the web

<a href="http://dx.doi.org/10.1039/c6ob01479h" target="_blank" >http://dx.doi.org/10.1039/c6ob01479h</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c6ob01479h" target="_blank" >10.1039/c6ob01479h</a>

Result language

angličtina

Original language name

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

Original language description

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.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

EB - Genetics and molecular biology

OECD FORD branch

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Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2016

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Organic & Biomolecular Chemistry

ISSN

1477-0520

e-ISSN

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Volume of the periodical

14

Issue of the periodical within the volume

37

Country of publishing house

GB - UNITED KINGDOM

Number of pages

11

Pages from-to

8691-8701

UT code for WoS article

000384467900010

EID of the result in the Scopus database

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