Synthesis and biological activity of methyl- d-glucopyranoside derivatives of mercaptopurine and mercaptopyrimidine

Methyl 6′-deoxy-6′-(6-mercaptopurine or 2-mercaptopyrimidine)-α- d-glucopyranosides and some of their derivatives, such as sulfoxides, were synthesized. Of the 9 molecules obtained, 2 exhibited a significant growth inhibitory effect on mammalian cells and parasites.

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Bibliographic Details
Published inEuropean journal of medicinal chemistry Vol. 29; no. 2; pp. 149 - 152
Main Authors Da Silva, AD, Machado, AS, Tempête, C, Robert-Gero, M
Format Journal Article
LanguageEnglish
Published PARIS CEDEX 15 Elsevier Masson SAS 1994
Elsevier
Subjects
antiparasitic activity
antitumor activity
carbohydrate
Carbohydrates. Nucleosides and nucleotides
Chemistry
Chemistry, Medicinal
cytotoxicity
Exact sciences and technology
Life Sciences & Biomedicine
mercaptopurine
Nucleosides, nucleotides and oligonucleotides
Organic chemistry
Pharmacology & Pharmacy
Preparations and properties
Science & Technology
antiparasitic activity
mercaptopurine
antitumor activity
carbohydrate
cytotoxicity
MERCAPTOPURINE
CARBOHYDRATE
ANTITUMOR ACTIVITY
ANTIPARASITIC ACTIVITY
CYTOTOXICITY
Antineoplastic agent
Purine nucleoside
Nitrogen heterocycle
In vitro
Biological activity
Cell line
Aminoglycoside
Analog
Six membered ring
Parasiticid
Thioglycoside
Bicyclic compound
Sulfoxide
Pyrimidine nucleoside
Tumor cell
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Summary:Methyl 6′-deoxy-6′-(6-mercaptopurine or 2-mercaptopyrimidine)-α- d-glucopyranosides and some of their derivatives, such as sulfoxides, were synthesized. Of the 9 molecules obtained, 2 exhibited a significant growth inhibitory effect on mammalian cells and parasites.
ISSN:0223-5234
1768-3254
DOI:10.1016/0223-5234(94)90212-7