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1.
Chem Biodivers ; 19(3): e202100757, 2022 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-35092349

RESUMEN

Candida species are responsible for causing invasive candidiasis with high mortality rate and their resistance to available antifungal drugs is a major clinical challenge. Biotransformation process of the labdane diterpene ent-labd-8(17)-en-15,18-dioic acid (1) carried out with Cunninghamella elegans afforded five new derivatives (compounds 2-6). Unusual regioselective hydroxylation of the methyl group at the C-20 position of labdane-type diterpene was achieved and all compounds were subjected to cytotoxicity and antifungal evaluations. Compound 1 and its derivatives were not cytotoxic to normal (MCF-10A) and tumor (MCF-7) cell lines. Compounds 2 and 3 exhibited fungistatic activity against all tested Candida strains at lower concentrations than fluconazole. Both compounds also showed the strongest fungicidal activity against C. albicans, which is the most prevalent fungal agent involved in candidemia.


Asunto(s)
Candida , Diterpenos , Antifúngicos/farmacología , Biotransformación , Candida/metabolismo , Cunninghamella , Diterpenos/metabolismo , Diterpenos/farmacología , Fluconazol , Pruebas de Sensibilidad Microbiana
2.
Nat Prod Res ; 34(23): 3423-3427, 2020 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-30784314

RESUMEN

Dermatophytosis is a dermic disease caused by fungi. The aim of this study was to search anti-dermatophyte bioactive compounds in Piper umbellatum leaves. Cytotoxicity evaluation was performed against MRC-5 and HepG2 as a selectivity parameter. Crude ethanol extract presented MIC value of 39.1 µg/mL against M. canis and no cytotoxicity to Hep G2 (human liver cancer) and MRC-5 (normal lung fibroblast). 4-nerolydilcatechol was isolated from P. umbellatum ethanolic extract. MIC values for 4-NC were 7.6µM to M. canisand 15.6µM to Trichophyton rubrum. 4-NC presented activity against M. canis14 times lower than to MRC-5 (non-tumoral human cell line), which suggest selective activity for this fungus. Molecular modeling suggests 4-NC could bind to CYP51, present in lanosterol synthesis, blocking fungi development. In conclusion, P. umbellatum crude ethanol extract and 4-NC demonstrated high and selective in vitro antifungal activity.[Formula: see text].


Asunto(s)
Antifúngicos/farmacología , Arthrodermataceae/efectos de los fármacos , Catecoles/farmacología , Microsporum/efectos de los fármacos , Piper/química , Antifúngicos/química , Antifúngicos/aislamiento & purificación , Bioensayo , Dominio Catalítico , Catecoles/química , Catecoles/metabolismo , Dermatomicosis/microbiología , Evaluación Preclínica de Medicamentos/métodos , Etanol/química , Proteínas Fúngicas/química , Proteínas Fúngicas/metabolismo , Células Hep G2 , Humanos , Pruebas de Sensibilidad Microbiana , Modelos Moleculares , Extractos Vegetales/química , Hojas de la Planta/química , Esterol 14-Desmetilasa/química , Esterol 14-Desmetilasa/metabolismo
3.
Nat Prod Res ; 33(17): 2579-2582, 2019 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-29620451

RESUMEN

Plinia cauliflora is a plant species with edible fruits but its chemical composition is not totally known yet although former studies showed its potential as antifungal agent. This work aimed the chemical analysis of the leaves, the activity against fungi species and evaluated cytotoxicity. Extract was obtained with 70% ethanol. An ethyl acetate fraction was obtained and glycosylated quercetin and myricetin were isolated. Samples were tested against Candida species, dermatophytes and entomopathogenic fungi. Cytotoxicity was evaluated against fibroblast cells. Extract showed good activity against C. albicans (minimum inhibitory concentration at 156 µg/mL), C. parapsilosis (78 µg/mL), C. krusei (19 µg/mL), Trichophyton rubrum (78 µg/mL) and Microsporum canis (156 µg/mL). Isolated compounds were more active against C. krusei and T. rubrum. The extract, which was the more active sample, demonstrated low cytotoxic effect and encourage more studies against rising non-albicans species and dermatophyte T. rubrum.


Asunto(s)
Antifúngicos/aislamiento & purificación , Flavonoides/aislamiento & purificación , Myrtaceae/química , Hojas de la Planta/química , Animales , Antifúngicos/farmacología , Arthrodermataceae/efectos de los fármacos , Candida/efectos de los fármacos , Citotoxinas/aislamiento & purificación , Citotoxinas/farmacología , Fibroblastos/efectos de los fármacos , Flavonoides/farmacología , Humanos , Pruebas de Sensibilidad Microbiana , Microsporum/efectos de los fármacos , Extractos Vegetales/química , Extractos Vegetales/farmacología , Quercetina/aislamiento & purificación , Quercetina/farmacología , Trichophyton/efectos de los fármacos
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