Abstract
A series of 2-[(arylalkyl)guanidino]-4-[(5-acetamidomethyl)furan-2-yl]thiazole s and some 4-acetamidomethyl positional isomers were synthesized and evaluated for antimicrobial activity against Helicobacter pylori. Among the compounds that had potent antimicrobial activity (MIC < 0. 1 microgram/mL), compounds 31 and 36 additionally possessed H2 antagonist and gastric antisecretory activities. Though compound 51, an analogue incorporating a methyl group onto the furan nucleus of 36, and compound 54, a positional isomer of 51, also showed potent anti-H. pylori activity, the H2 antagonism profile was eliminated from these compounds. Thus, two types of potent anti-H. pylori agents could be derived from the same scaffold.
MeSH terms
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Animals
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Anti-Bacterial Agents / chemical synthesis*
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / pharmacology
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Atrial Function
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Colony Count, Microbial
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Gastric Acid / metabolism
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Guanidines / chemical synthesis*
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Guanidines / chemistry
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Guanidines / pharmacology
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Guinea Pigs
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Heart Atria / drug effects
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Helicobacter pylori / drug effects*
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Histamine H2 Antagonists / chemical synthesis
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Histamine H2 Antagonists / chemistry
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Histamine H2 Antagonists / pharmacology
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In Vitro Techniques
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Male
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Rats
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Rats, Sprague-Dawley
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Receptors, Histamine H2 / drug effects
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Structure-Activity Relationship
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Thiazoles / chemical synthesis*
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Thiazoles / chemistry
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Thiazoles / pharmacology
Substances
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Anti-Bacterial Agents
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Guanidines
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Histamine H2 Antagonists
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Receptors, Histamine H2
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Thiazoles