A Linear Synthesis of 1-(β-D-Glucopyranosyl)brassinin, -brassenin A, -brassenin B and 9-(β-D-Glucopyranosyl)cyclobrassinin

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Title:A Linear Synthesis of 1-(β-D-Glucopyranosyl)brassinin, -brassenin A, -brassenin B and 9-(β-D-Glucopyranosyl)cyclobrassinin
Creators:
Kutschy, Peter
Sabol, Marian
Marušková, Renata
Čurillová, Zuzana
Dzurilla, Milan
Géci, Imrich
Alföldi, Juraj
Kováčik, Vladimír
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 69, 4, pp. 850-866
Uncontrolled Keywords:Antimicrobial activity, Antiproliferative activity, Phytoalexins, Nucleoside analogs, Nucleosides, Indoles, Glycosides, Glucosides, Alkaloids

Abstract

The first synthesis of 1-(β-D-glucopyranosyl)brassinin, 1-(β-D-glucopyranosyl)brassenin A, 1-(β-D-glucopyranosyl)brassenin B and 9-(β-D-glucopyranosyl)cyclobrassinin, nucleoside analogs derived from indole phytoalexins, was achieved by linear approach, using the 1-(2,3,4,6-tetra-<i>O</i>-acetyl-β-D-glucopyranosyl)indole-3-carbaldehyde as a starting compound. Antiproliferative and antimicrobial activity of synthesized compounds against murine leukaemia tumor cell line L1210 and selected bacteria and fungi was examined and compared with the corresponding phytoalexin aglycons. <p>

Title:A Linear Synthesis of 1-(β-D-Glucopyranosyl)brassinin, -brassenin A, -brassenin B and 9-(β-D-Glucopyranosyl)cyclobrassinin
Creators:
Kutschy, Peter
Sabol, Marian
Marušková, Renata
Čurillová, Zuzana
Dzurilla, Milan
Géci, Imrich
Alföldi, Juraj
Kováčik, Vladimír
Uncontrolled Keywords:Antimicrobial activity, Antiproliferative activity, Phytoalexins, Nucleoside analogs, Nucleosides, Indoles, Glycosides, Glucosides, Alkaloids
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:69
Number:4
Page Range:pp. 850-866
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20040850UNSPECIFIED
ID Code:2247
Item Type:Article
Deposited On:06 Feb 2009 17:16
Last Modified:06 Feb 2009 16:17

Citation

Kutschy, Peter; Sabol, Marian; Marušková, Renata; Čurillová, Zuzana; Dzurilla, Milan; Géci, Imrich; Alföldi, Juraj; Kováčik, Vladimír (2004) A Linear Synthesis of 1-(β-D-Glucopyranosyl)brassinin, -brassenin A, -brassenin B and 9-(β-D-Glucopyranosyl)cyclobrassinin. Collection of Czechoslovak Chemical Communications, 69 (4). pp. 850-866. ISSN 0010-0765

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