Open Glycoscience

2011, 4 : 1-5
Published online 2011 May 19. DOI: 10.2174/1875398101104010001
Publisher ID: TOGLYJ-4-1

Antileukemic Properties and Structure-Activity Relationships of O- and SGlycosylated Derivatives of Juglone and Related 1,4-Naphthoquinones

S.N. Fedorov , L.K. Shubina , A.S. Kuzmich and S.G. Polonik
Pacific Institute of Bioorganic Chemistry, 159 Prospect 100-let Vladivostoku, Vladivostok, 690022, Russian Federation.

ABSTRACT

Glycosylated derivatives of physiologically active natural compound juglone and related 1,4- naphthoquinones are known as antifungal, immunomodulatory, and antitumor substances. However, their antileukemic properties and structure- activity relationships have been studied insufficiently. Antileukemic effects and structure-activity relationships (SAR) of the 50 1,4- naphthoquinone derivatives were examined using HL-60 human promyelocytic leukemia cells and MTS method of the study of cell viability. As was shown, the substances inhibited viability of HL-60 cells at the wide range of concentrations. SAR study revealed the structure peculiarities which lead to increase or decrease of the antileukemic activity of the compounds studied. In conclusion, O- or S- glycosylated derivatives of juglone and related 1,4- naphthoquinones have potential for development of the new antileukemic agents and should be further investigated.

Keywords:

Glycosides of 1, 4-naphthoquinones, juglone, lawsone, phthiocol derivatives, antileukemic properties, SAR study.