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Título : | Efficient production of the flavoring agent zingerone and of both (r)- and (s)-zingerols via green fungal biocatalysis: comparative antifungal activities between enantiomers | Autor : | Svetaz, Laura A. Di Liberto, Melina G. Zanardi, María Marta Suárez, Alejandra G. Zacchino, Susana A. |
Palabras clave : | ANTIFUNGICO; HONGOS | Fecha de publicación : | 2014 | Editorial : | MDPI | Cita : | Svetaz, L. A., Di Liberto, M. G., Zanardi, M. M., Suárez, A. G., Zacchino, S.A. Efficient production of the flavoring agent zingerone and of both (r)- and (s)-zingerols via green fungal biocatalysis: comparative antifungal activities between enantiomers [en línea]. International Journal of Molecular Sciences. 2014 (15). Disponible en: https://repositorio.uca.edu.ar/handle/123456789/11468 | Resumen : | Abstract: Zingerone (1) and both chiral forms of zingerol (2) were obtained from dehydrozingerone (3) by biotransformation with filamentous fungi. The bioconversion of 3 with A. fumigatus, G. candidum or R. oryzae allowed the production of 1 as the sole product at 8 h and in 81%–90% at 72 h. In turn, A. flavus, A. niger, C. echinulata, M. circinelloides and P. citrinum produced 1 at 8 h, but at 72 h alcohol 2 was obtained as the major product (74%–99%). Among them, A. niger and M. circinelloides led to the anti-Prelog zingerol (R)-2 in only one step with high conversion rates and ee. Instead, C. echinulata and P. citrinum allowed to obtain (S)-2 in only one step, with high conversion rates and ee. Both chiral forms of 2 were tested for antifungal properties against a panel of clinically important fungi, showing that (R)-, but not (S)-2 possessed antifungal activity. | URI : | https://repositorio.uca.edu.ar/handle/123456789/11468 | ISSN : | 1422-0067 | Disciplina: | QUIMICA | DOI: | 10.3390/ijms151222042 | Derechos: | Acceso abierto |
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