Planta Med 1979; 35(1): 56-60
DOI: 10.1055/s-0028-1097184
Research Articles

© Georg Thieme Verlag Stuttgart · New York

Studies on the Relationship of Structure to Antimicrobial Properties of Naphthaquinones and other Constituents of Alkanna tinctoria

V. P. Papageorgiou1 , A. Winkler2 , A. N. Sagredos1 , G. A. Digenis3
  • 1Chair of Organic Chemistry, Polytechnical School, Aristotle University, Thessaloniki, Greece.
  • 2Haut–Klinik Allgem. Krankenhaus Heidberg, Hamburg, Federal Republic of Germany.
  • 3Department of Medicinal Chemistry, University of Kentucky, Lexington, Kentucky 40506, USA.
Further Information

Publication History

Publication Date:
13 January 2009 (online)

Abstract

An hexane extract from the roots of A. tinctoria was subjected to fractionation. Microbiologie examination of the resulting fractions revealed that the antimicrobial properties of the extract residue in its naphthaquinone pigments, which were shown to be alkannin esters. Preliminary studies indicate that alkannin itself [la, R = R' = H] is also active.

Although acylation of alkannin does not appear to affect its antimicrobial properties, alkylation of the phenolic hydroxyl groups leads to complete loss of activity, as does also polymerization.

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