N9-Substituted N(6)-[(3-methylbut-2-en-1-yl)amino]purine derivatives and their biological activity in selected cytokinin bioassays

0368655 - ÚEB 2012 RIV GB eng J - Journal Article
Mik, V. - Szüčová, Lucie - Spíchal, Lukáš - Plíhal, O. - Nisler, Jaroslav - Zahajská, L. - Doležal, Karel - Strnad, Miroslav
N9-Substituted N(6)-[(3-methylbut-2-en-1-yl)amino]purine derivatives and their biological activity in selected cytokinin bioassays.
Bioorganic & Medicinal Chemistry. Roč. 19, č. 23 (2011), s. 7244-7251. ISSN 0968-0896. E-ISSN 1464-3391
R&D Projects: GA MŠMT ED0007/01/01; GA ČR GA522/09/1576
Keywords : N6-[(3-Methylbut-2-en-1-yl)amino]purine * Isopentenyladenine derivatives * N9-Substituted derivatives * Cytokinins * Cytokinin receptors
Subject RIV: EF - Botanics
Impact factor: 2.921, year: 2011

Rational design is one of the latest ways how to evaluate particular activity of signal molecules, for example cytokinin derivatives. A series of N(6)-[(3-methylbut-2-en-1-yl)amino]purine (iP) derivatives specifically substituted at the N9 atom of purine moiety by tetrahydropyran-2-yl, ethoxyethyl, and C2-C4 alkyl chains terminated by various functional groups were prepared. The reason for this rational design was to reveal the relationship between specific substitution at the N9 atom of purine moiety of iP and cytokinin activity of the prepared compounds. The synthesis was carried out either via 6-chloro-9-substituted intermediates prepared originally from 6-chloropurine, or by a direct alkylation of N9 atom of N(6)-[(3-methylbut-2-en-1-yl)amino]purine.
Permanent Link: http://hdl.handle.net/11104/0202945