Informace o publikaci

GLYOXYL ANALOGS OF INDOLE PHYTOALEXINS: SYNTHESIS AND ANTICANCER ACTIVITY

Autoři	KUTSCHY Peter SÝKORA Andrej ČURILLOVÁ Zuzana REPOVSKÁ Mária PILÁTOVÁ Martina MOJŽIŠ Ján MEZENCEV Roman PAZDERA Pavel HROMJÁKOVÁ Tatiana
Rok publikování	2010
Druh	Článek v odborném periodiku
Časopis / Zdroj	Collection of Czechoslovak Chemical Communications
Fakulta / Pracoviště MU	Přírodovědecká fakulta
Citace
Obor	Organická chemie
Klíčová slova	Heterocycles; Indoles; Natural products; Phytoalexins; Glyoxylindoles;
Popis	Glyoxyl analogs of indole phytoalexins brassinin, 1-methoxybrassinin, brassitin, 1-methoxybrassitin and 1-methoxybrassenin B were prepared, using (1H-indol-3-yl)-, (1-methoxyindol- 3-yl)- and [1-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)indol-3-yl]glyoxyl chlorides as starting compounds. Synthesized products were examined for their antiproliferative activity against human cancer cell lines Jurkat (T-cell acute lymphoblastic leukemia), MCF-7 (breast adenocarcinoma, estrogen receptor-positive), MDA-MB-231 (breast adenocarcinoma, estrogen receptor-negative), HeLa (cervical adenocarcinoma), CCRF-CEM cell line (T-cell acute lymphoblastic leukemia) and A-549 cell line (lung adenocarcinoma), and their activity compared with natural phytoalexins and corresponding (1H-indol-3-yl)acetic acid derivatives. The highest potency with IC50 3.3-66.1 mímol l-1 was found for glyoxyl analogs of 1-methoxybrassenin B.

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