Novel substituted aminoalkylguanidines as potential antihyperglycemic and food intake-reducing agents

Emanuela Tassoni; Fabio Giannessi; Tiziana Brunetti; Pompeo Pessotto; Michela Renzulli; Massimiliano Travagli; Suvi Rajamäki; Samanta Prati; Secondo Dottori; Federico Corelli; Walter Cabri; Paolo Carminati; Maurizio Botta

doi:10.1021/jm8001636

Novel substituted aminoalkylguanidines as potential antihyperglycemic and food intake-reducing agents

J Med Chem. 2008 Jun 12;51(11):3073-6. doi: 10.1021/jm8001636. Epub 2008 May 9.

Authors

Emanuela Tassoni¹, Fabio Giannessi, Tiziana Brunetti, Pompeo Pessotto, Michela Renzulli, Massimiliano Travagli, Suvi Rajamäki, Samanta Prati, Secondo Dottori, Federico Corelli, Walter Cabri, Paolo Carminati, Maurizio Botta

Affiliation

¹ Chemistry and Analytical Department, Sigma-Tau SpA, Pomezia, Italy. emanuela.tassoni@sigma-tau.it

PMID: 18465847
DOI: 10.1021/jm8001636

Abstract

We report the synthesis and evaluation of aminoalkylguanidine analogues and derivatives in C57BL/KsJ db/db diabetic mice, following identification by random screening of 1a and 1b as potential antihyperglycemics and/or modulators of food intake. These compounds are related to galegine, a gamma,gamma-dimethylallylguanidine. Between the newly identified compounds, 1h N-(cyclopropylmethyl)- N'-(4-(aminomethyl)cyclohexylmethyl)guanidine showed the most balanced activity as antihyperglycemic and food intake-reducing agent.

MeSH terms

Animals
Anti-Obesity Agents / chemical synthesis*
Anti-Obesity Agents / chemistry
Anti-Obesity Agents / pharmacology
Drinking / drug effects
Eating / drug effects*
Guanidines / chemical synthesis*
Guanidines / chemistry
Guanidines / pharmacology
Hypoglycemic Agents / chemical synthesis*
Hypoglycemic Agents / chemistry
Hypoglycemic Agents / pharmacology
Mice
Mice, Inbred C57BL
Structure-Activity Relationship

Substances

Anti-Obesity Agents
Guanidines
Hypoglycemic Agents
N-(cyclopropylmethyl)-N'-(4-(aminomethyl)cyclohexylmethyl)guanidine