Collect. Czech. Chem. Commun. 2004, 69, 1657-1674
https://doi.org/10.1135/cccc20041657

Synthesis of 1-Glycosyl Derivatives of Benzocamalexin

Martin Humeníka,*, Milan Dzurillaa, Peter Kutschya, Eva Solčániováb, Vladimír Kováčikc and Slávka Bekešovác

a Institute of Chemical Sciences, Faculty of Science, P. J. Šafárik University, Moyzesova 11, 041 67 Košice, Slovak Republic
b Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Mlynská dolina CH-2, 842 15 Bratislava, Slovak Republic
c Institute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, 842 38 Bratislava, Slovak Republic

Abstract

The linear synthesis of 1-(β-D-glucopyranosyl)-, 1-(β-D-galactopyranosyl)-, 1-(β-D-mannopyranosyl)- and 1-(β-D-ribofuranosyl)benzocamalexin was elaborated from indoline as a starting compound and corresponding pentaacetylhexoses or 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribose as suitable glycosyl donors.

Keywords: Indole; Glycosides; Nucleosides; Phytoalexins; Camalexin; Benzocamalexin; Natural products; Plant hormones; Alkaloids.

References: 40 live references.