99593-46-1

Upstream product

• 201230-82-2 carbon monoxide 
• 74-88-4 methyl iodide 
• 766-97-2 4-n-methylphenylacetylene 
• 7559-36-6 4-methyl-β-nitrostyrene 
• 622-47-9 4-tolylacetic acid 
• 51230-90-1 2-(4-methylphenyl)pent-4-enoic acid 
• 77216-75-2 methyl 2-(4-methylphenyl)pent-4-enoate 
• 23786-13-2 methyl p-tolylacetate 

Relevant academic research and scientific papers

Small changes result in large differences: Discovery of (-)-incrustoporin derivatives as novel antiviral and antifungal agents

On the basis of the structure of natural product (-)-incrustoporin (1), a series of lactone compounds 4a-i and 5a-i were designed and synthesized from nitroolefin. The antiviral and antifungal activities of these compounds were evaluated in vitro and in v

Synthesis and structure-antifungal activity relationships of 3-aryl-5-alkyl-2,5-dihydrofuran-2-ones and their carbanalogues: Further refinement of tentative pharmacophore group

Two series of 3-(substituted phenyl)-5-alkyl-2,5-dihydrofuran-2-ones related to a natural product, (-)incrustoporine, were synthesized and their in vitro antifungal activity evaluated. The compounds with halogen substituents on the phenyl ring exhibited selective antifungal activity against the filamentous strains of Absidia corymbifera and Aspergillus fumigatus. On the other hand, the influence of the lenghth of the alkyl chain at C(5) was marginal. The antifungal effect of the most active compound against the above strains was higher than that of ketoconazole, and close to that of amphotericin B. In order to verify the hypothesis about a possible relationship between the Michael-accepting ability of the compounds and their antifungal activity, a series of simple carbanalogues, 2-(substituted phenyl)cyclopent-2-enones, was prepared and subjected to antifungal activity assay as well.

3-Phenyl-5-methyl-2H,5H-furan-2-ones: Tuning antifungal activity by varying substituents on the phenyl ring

A series of racemic 3-phenyl-5-methyl-2H,5H-furan-2-ones related to a natural product, (-)incrustoporine, was synthesized, and their antifungal activity evaluated. The key structural feature, furanone ring, was closed via H2SO4-mediated cyclization of 2-phenylpent-4-enoic acids. The compounds displayed antifungal activity, especially against filamentous fungi. Expressed as the minimum inhibition concentration (MIC) in μmol/L, the activity of the most promising derivative against Absidia corymbifera matched that of ketoconazole (31.25 μmol/L). In terms of μg/mL, the substance was more active (7.6 μg/mL) than this standard antifungal drug (16.6 μg/mL). (C) 2000 Elsevier Science Ltd. All rights reserved.

Phase-Transfer-Catalyzed Conversion of Alkynes to Lactones Induced by Manganase Carbonyl Complexes

Alkynes react with methyl iodide, bromopentacarbonylmanganese (or dimanganese decacarbonyl), and carbon monoxide, under phase-transfer catalysis conditions, to give γ-butyrolactones; the reaction conditions are mild , and the process is a regiospecific one