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Benzylguanidines and other galegine analogues inducing weight loss in mice

Coxon, Geoffrey D. and Furman, Brian L. and Harvey, Alan L. and McTavish, John and Mooney, Mark H. and Arastoo, Mahmoud and Kennedy, A.R. and Tettey, J.N.A. and Waigh, R.D. (2009) Benzylguanidines and other galegine analogues inducing weight loss in mice. Journal of Medicinal Chemistry, 52 (11). pp. 3457-3463. ISSN 0022-2623

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Abstract

Dimethylallylguanidine, also known as galegine, isolated from Galega officinalis, has been shown to have weight reducing properties in vivo. Substitution of the guanidine group with an N-cyano group and replacement of guanidine with amidine, pyrimidine, pyridine, or the imidazole moieties removed the weight reducing properties when evaluated in BALB/c mice. However, retention of the guanidine and replacement of the dimethylallyl group by a series of functionalized benzyl substituents was shown to exhibit, and in some cases significantly improve, the weight reducing properties of these molecules in BALB/c, ob/ob, and diet induced obesity (DIO) mice models. The lead compound identified, across all models, was 1-(4-chlorobenzyl)guanidine hemisulfate, which gave an average daily weight difference (% from time-matched controls; +/- SEM) of -19.7 +/- 1.0, -11.0 +/- 0.7, and -7.3 +/- 0.8 in BALB/c, ob/ob, and DIO models, respectively.

Item type: Article
ID code: 12967
Keywords: benzylguanidine, galegine analogues, weight loss, mice, pharmacology, biomedical sciences, Therapeutics. Pharmacology, Pharmacy and materia medica, Microbiology
Subjects: Medicine > Therapeutics. Pharmacology
Medicine > Pharmacy and materia medica
Science > Microbiology
Department: Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences
Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences > Physiology and Pharmacology
Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences > Pharmaceutical Sciences
Faculty of Science > Pure and Applied Chemistry
Related URLs:
    Depositing user: Ms Ann Barker-Myles
    Date Deposited: 28 Aug 2009 11:52
    Last modified: 14 May 2013 15:48
    URI: http://strathprints.strath.ac.uk/id/eprint/12967

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