Synthesis, Antifungal Activity, and Molecular Docking Study of Novel 3-Carene-Derived 4-Substituted Phenyl-1,2,4-Triazolinthiones Bearing gem-Dimethylcyclopropane Moiety.
Chem Biodivers
; 19(11): e202200726, 2022 Nov.
Article
en En
| MEDLINE
| ID: mdl-36121765
ABSTRACT
For exploring new natural product-based leading compounds with antifungal activity, 15 novel 3-carene-derived 4-substituted phenyl-1,2,4-triazolinthiones 7aâ¼7o bearing gem-dimethylcyclopropane moiety were synthesized and structurally characterized by UV/VIS, FT-IR, 1 H-NMR, 13 C-NMR, ESI-MS and elemental analysis. The preliminary bioassay at 50 µg/mL showed that all of the target compounds exhibited certain inâ
vitro inhibitory activities against the eight tested fungi, in which compound 7g (R=m, p-Cl) displayed better inhibition activity (85.0 %) against P. piricola than that of the positive control Chlorothalonil. Furthermore, a reasonable and effective 3D structure of phytofungal CYP51 was constructed by homology modeling. Molecular docking study revealed that the total scores of all the target compounds were higher than that of Prothioconazole. In addition, it was found that compound 7g could readily embed into the binding site, and therein shared similar interactions with the case of Prothioconazole. Thus, compound 7g deserved further study as an antifungal leading compound.
Palabras clave
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Antifúngicos
Tipo de estudio:
Prognostic_studies
Idioma:
En
Revista:
Chem Biodivers
Asunto de la revista:
BIOQUIMICA
/
QUIMICA
Año:
2022
Tipo del documento:
Article