Synthesis of guanidino analogues of PMPDAP and their immunobiological activity
Language English Country Great Britain, England Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
17964173
DOI
10.1016/j.bmc.2007.10.010
PII: S0968-0896(07)00855-3
Knihovny.cz E-resources
- MeSH
- Adenine analogs & derivatives chemical synthesis chemistry immunology MeSH
- Adjuvants, Immunologic * chemical synthesis chemistry pharmacology MeSH
- Chemokines analysis blood MeSH
- Cytokines analysis blood MeSH
- Guanidines * chemical synthesis chemistry immunology MeSH
- Humans MeSH
- Molecular Structure MeSH
- Mice, Inbred C57BL MeSH
- Mice MeSH
- Organophosphorus Compounds * chemical synthesis chemistry immunology MeSH
- Nitric Oxide analysis biosynthesis MeSH
- Macrophages, Peritoneal drug effects MeSH
- Stereoisomerism MeSH
- Combinatorial Chemistry Techniques MeSH
- Animals MeSH
- Check Tag
- Humans MeSH
- Mice MeSH
- Female MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 9-(2-phosphonylmethoxypropyl)-2,6-diaminopurine MeSH Browser
- Adenine MeSH
- Adjuvants, Immunologic * MeSH
- Chemokines MeSH
- Cytokines MeSH
- Guanidines * MeSH
- Organophosphorus Compounds * MeSH
- Nitric Oxide MeSH
A series of novel 9-, 7- and 3-substituted 2- or 6-guanidinopurines as analogues of potent antiviral and immunobiologically active compound enantiomers of PMPDAP was synthesized and evaluated for their biological activity. Compounds containing the combination of guanidino and amino group at the purine moiety enhanced the interferon-gamma-triggered NO production in murine macrophages and stimulated the secretion of cytokines and chemokines in both murine macrophages and human peripheral blood mononuclear cells. The most active compounds are 27 and 54. None of the compounds tested exhibited any significant cytostatic effect or antiviral effect.
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