Repositorio UFRO · Omeka S

Drimane Sesquiterpene Aldehydes Control Candida Yeast Isolated from Candidemia in Chilean Patients

Primer Autor	Paz, Cristian
Co-autores	Marin, Victor Bart, Bryan Cortez, Nicole Jimenez, Veronica A. Silva, Victor Leyton, Oscar Cabrera-Pardo, Jaime R. Schmidt, Bernd Heydenreich, Matthias Burgos, Viviana
Título	Drimane Sesquiterpene Aldehydes Control Candida Yeast Isolated from Candidemia in Chilean Patients
Editorial	MDPI
Revista	INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
Lenguaje	en
Resumen	Drimys winteri J.R. (Winteraceae) produce drimane sesquiterpenoids with activity against Candida yeast. In this work, drimenol, polygodial (1), isotadeonal (2), and a new drimane alpha,beta-unsaturated 1,4-dialdehyde, named winterdial (4), were purified from barks of D. winteri. The oxidation of drimenol produced the monoaldehyde drimenal (3). These four aldehyde sesquiterpenoids were evaluated against six Candida species isolated from candidemia patients in Chilean hospitals. Results showed that 1 displays fungistatic activity against all yeasts (3.75 to 15.0 mu g/mL), but irritant effects on eyes and skin, whereas its non-pungent epimer 2 has fungistatic and fungicide activities at 1.9 and 15.0 mu g/mL, respectively. On the other hand, compounds 3 and 4 were less active. Molecular dynamics simulations suggested that compounds 1-4 are capable of binding to the catalytic pocket of lanosterol 14-alpha demethylase with similar binding free energies, thus suggesting a potential mechanism of action through the inhibition of ergosterol synthesis. According to our findings, compound 2 appears as a valuable molecular scaffold to pursue the future development of more potent drugs against candidiasis with fewer side effects than polygodial. These outcomes are significant to broaden the alternatives to treat fungal infections with increasing prevalence worldwide using natural compounds as a primary source for active compounds.
Tipo de Recurso	artículo original
Description	This research was funded by ANID of the Chilean government under Fondecyt 1220831 granted to C.P. MALDI-TOF-MS analyses were developed using equipment funded by CONICYT/Chile through the project Fondequip EQM160054 2016. Esta investigación fue financiada por la ANID del gobierno de Chile bajo el Fondecyt 1220831 otorgado a C.P. Los análisis MALDI-TOF-MS se desarrollaron utilizando equipos financiados por CONICYT/Chile a través del proyecto Fondequip EQM160054 2016.
doi	10.3390/ijms231911753
Formato Recurso	PDF
Palabras Claves	drimane sesquiterpenoids Drimys winteri isotadeonal winterdial Candida yeast lanosterol 14-alpha-demethylase molecular dynamics TRP CHANNEL ACTIVATION ALBICANS MECHANISM
Ubicación del archivo	http://dx.doi.org/10.3390/ijms231911753
Categoría OCDE	Bioquímica y Biología Molecular Química Multidisciplinar
Materias	driman sesquiterpenoides Drimys winteri isotadeonal winterdial levadura Candida lanosterol 14-alfa-desmetilasa dinámica molecular ACTIVACIÓN DEL CANAL TRP ALBICANOS MECANISMO
Disciplinas de la OCDE	Química Orgánica Micología Farmacología y Farmacia
Título de la cita (Recomendado-único)	Drimane Sesquiterpene Aldehydes Control Candida Yeast Isolated from Candidemia in Chilean Patients
Identificador del recurso (Mandatado-único)	artículo original
Versión del recurso (Recomendado-único)	version publicada
License	CC BY 4.0
Condición de la licencia (Recomendado-repetible)	CC BY 4.0
Derechos de acceso	acceso abierto
Access Rights	acceso abierto
Referencia del Financiador (Mandatado si es aplicable-repetible)	ANID-FONDECYT 1220831 CONICYT-FONDEQUIP EQM160054 ANID FONDECYT 1220831
Id de Web of Science	WOS:000867774900001