Synthesis, Nematicidal and Antifungal Properties of Hybrid Heterocyclics
| Autor: | Pulluri Karthik, Avula Srinivas, Malladi Sunitha, K Vasumathi Reddy |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Chalcone
Stereochemistry Trichophyton rubrum 010402 general chemistry 01 natural sciences Hybrid heterocyclics lcsh:Chemistry chemistry.chemical_compound anti fungal activity Moiety Trichophyton Candida albicans Alkyl chemistry.chemical_classification Aqueous solution biology 010405 organic chemistry Aryl biology.organism_classification 0104 chemical sciences cyclisation chemistry lcsh:QD1-999 nematicidal activity click reaction Knovenagel condensation |
| Zdroj: | Acta Chimica Slovenica, Vol 64, Iss 4, Pp 1030-1041 (2017) |
| ISSN: | 1318-0207 |
| Popis: | A new series of 5-((3aR,5S,6S,6aR)-6-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-3-(4-fluorophenyl)-2,6-diphenyl-3,3a,5,6-tetrahydro-2H-pyrazolo[3,4-d]thiazoles 10a-r was synthesized by the reaction of chalcone derivatives of 2-((3aR,5S,6S,6aR)-6-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-3-phenylthiazolidin-4-one 9 with aryl/alkyl hydrazines. The chemical structures of newly synthesized compounds were elucidated by IR, NMR, MS and elemental analysis. The compounds 10a-r were evaluated for their nematicidal activity against Dietylenchus myceliophagus and Caenorhabditis elegans by aqueous in vitro screening technique. Among them, compounds containing N-benzylpyrazole moiety (10d, 10j, 10p), and N- methylpyrazole moiety (10f, 10i, 10r) showed significant nematicidal activity against both tested nematodes with LD50 160-210 ppm, almost equal to oxamyl standard. Further, these compounds 10a-r were screened for their antifungal (MZI, MIC, and MFC) activity against four fungal organisms viz, Candida albicans (ATCC 102331), Aspergillus fumigates (HIC 6094), Trichophyton rubrum (IFO 9185) and Trichophyton mentagrophytes (IFO 40996). Most of the new compounds showed appreciable activity against the tested fungi, and emerged as potential molecules for further development. |
| Databáze: | OpenAIRE |
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