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Synthesis, characterization and biological activity of ring-substituted 6-benzylamino-9-tetrahydropyran-2-yl and 9-tetrahydrofuran-2-ylpurine derivatives

SYSNO ASEP	0328721
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Synthesis, characterization and biological activity of ring-substituted 6-benzylamino-9-tetrahydropyran-2-yl and 9-tetrahydrofuran-2-ylpurine derivatives
Title	Syntéza, charakterizace a biologická aktivita substituovaných derivátů 6-benzylamino-9-tetrahydropyran-2-yl and 9-tetrahydrofuran-2-ylpurinu
Author(s)	Szüčová, Lucie (UEB-Q)_{RID, ORCID} Spíchal, Lukáš (UEB-Q)_{RID, ORCID} Doležal, Karel (UEB-Q)_{RID, ORCID} Zatloukal, Marek (UEB-Q)_ORCID Greplová, Jarmila (UEB-Q)_ORCID Galuszka, P. (CZ) Kryštof, Vladimír (UEB-Q)_{RID, ORCID} Voller, Jiří (UEB-Q)_{RID, ORCID} Popa, Igor (UEB-Q) Massino, F.J. (US) Jorgensen, J.E. (US) Strnad, Miroslav (UEB-Q)_{RID, ORCID}
Source Title	Bioorganic & Medicinal Chemistry. - : Elsevier - ISSN 0968-0896 Roč. 17, č. 5 (2009), s. 1938-1947
Number of pages	10 s.
Language	eng - English
Country	GB - United Kingdom
Keywords	Cytokinins ; Antisenescence ; Receptor
Subject RIV	EB - Genetics ; Molecular Biology
R&D Projects	1M06030 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
	GA522/09/1576 GA ČR - Czech Science Foundation (CSF)
	GA522/08/0920 GA ČR - Czech Science Foundation (CSF)
CEZ	AV0Z50380511 - UEB-Q (2005-2011)
UT WOS	000264067900020
DOI	10.1016/j.bmc.2009.01.041
Annotation	In an attempt to improve specific biological functions of cytokinins routinely used in plant micropropagation, thirty-three 6-benzylamino-9-tetrahydropyran-2-ylpurine (THPP) and 9-tetrahydrofuran-2-ylpurine (THFP) derivatives were prepared. The new derivatives were prepared by condensation of 6-chloropurine with 3,4-dihydro-2H-pyran or 2,3-dihydrofuran and then by the condensation with the corresponding benzylamines. The prepared compounds were characterized by elemental analyses, TLC, HPLC, melting point determinations, CI+ MS and 1H NMR spectroscopy. The cytokinin activity of all the prepared derivatives was assessed in three classical cytokinin bioassays as well as receptor assay. Subsequently, the susceptibility of several new derivatives to enzyme degradation was studied. To provide a practical perspective, , the pH stability and cytotoxicity of the prepared compounds against human diploid fibroblasts and the human cancer cell lines K-562 and MCF-7 was also assayed.
Workplace	Institute of Experimental Botany
Contact	David Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469
Year of Publishing	2010

Number of the records: 1