Medizinische Universität Graz Austria/Österreich - Forschungsportal - Medical University of Graz
Gewählte Publikation:
Gössnitzer, E; Feierl, G; Wagner, U.
Synthesis, structure investigations, and antimicrobial activity of selected s-trans-6-aryl-4-isopropyl-2-2-(E)-1-phenylalkylidene-(E)-hydrazino-1,4-dihydropyrimidine hydrochlorides.
Eur J Pharm Sci. 2002; 15(1):49-61
Doi: 10.1016%2FS0928-0987%2801%2900202-0
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- Co-Autor*innen der Med Uni Graz
- Feierl Gebhard
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- Abstract:
- A series of 6-aryl-4-isopropyl-2-[2-(1-phenylalkylidene)hydrazino]-1,4-dihydropyrimidine hydrochlorides was prepared and tested for antibacterial and antifungal effects. The title compounds were synthesized by cyclocondensation of N(2)-(1-phenylalkylideneamino)guanidines with 1-aryl-4-methyl-2-penten-1-ones. Structure analyses of the prepared compounds were accomplished by means of 1D and 2D NMR spectroscopy. The analyses showed that the ring closure reaction took place regioselectively in all cases and generated exclusively 2-(phenylalkylidenehydrazino)dihydropyrimidines. According to the NOE experiments, the applied N(2)-(1-phenylalkylideneamino)guanidines exist in [D(6)]DMSO solution as s-trans-(E)- and the title compounds as s-trans-(E,E)-isomers. The antimicrobial activity was evaluated against representative Gram-negative and Gram-positive bacteria, and against the pathogenic yeast Candida albicans. The tested title compounds showed weak antibacterial activity against Gram-positive bacteria, and one compound was active against Candida albicans.
- Find related publications in this database (using NLM MeSH Indexing)
- Anti-Bacterial Agents -
- Anti-Infective Agents - chemistry
- Antifungal Agents - chemistry
- Candida albicans - drug effects
- Gram-Negative Bacteria - drug effects
- Gram-Positive Bacteria - drug effects
- Guanidines - chemistry
- Hydrocarbons - chemistry
- Methane - analogs and derivatives
- Microbial Sensitivity Tests - analogs and derivatives
- Pyrimidines - chemistry
- Find related publications in this database (Keywords)
- (E)-1-phenylalkylideneaminoguanidines
- s-trans-6-aryl-4-isopropyl-2-{2-[(E)-1-phenylalkylidene]-(E)-hydrazino}-1
- -dihydropyrimidine hydrochlorides
- synthesis and structure investigations
- NMR analyses
- antimicrobial activity