Akademik Veri Yönetim Sistemi
3rd Eurasia Biochemical Approaches & Technologies (EBAT) Congress, Antalya, Türkiye, 4 - 07 Kasım 2021, ss.70
Biotransformation of (1R,2R,5R)-(+)-2-Hydroxy-Pinanone by 14 Fungi and
Antimicrobial Evaluation
İsmail Kırana *, Hatice Üçerb, Emine Sıralı İrdemc
a Eskişehir Osmangazi University, Faculty of Science and Letters, Chemistry Department, Meşelik
Campus, 26040, Eskişehir, Turkey
bEskişehir Osmangazi University, Graduate School of Natural and Applied Sciences, Chemistry
Department, Meşelik Campus, 26040, Eskişehir, Turkey
cEskişehir Osmangazi University, Graduate School of Natural and Applied Sciences, Biology
Department, Meşelik Campus, 26040, Eskişehir, Turkey
*ikiran1971@gmail.com, ikiran@ogu.edu.tr
Monoterpenes are a class of terpenes with branched-chain C10 hydrocarbons biosynthesized from two
isoprene units. They are valuable compounds for the pharmaceutical and cosmetic industry since they
exert important biological activities such as antimicrobial, antiviral, and anticancer and high volatility
and strong sensory qualities.1-3 This study aimed to investigate the microbial transformation of
(1R,2R,5R)-(+)-2-hydroxy-3-pinanone with fungi and to assess antimicrobial activities of its
biotransformed metabolites against a panel of pathogenic microorganisms.
Among the pre-screening biotransformation experiments carried out with 14 fungal cultures, both
Aspergillus niger NRRL 326 and Aspergillus fumigatus (wild type) reduced the keto group of (1R,2R,5R)-
(+)-2-hydroxy-3-pinanone to its β-hydroxy derivative, Fusarium culmorum (wild type) reduced the keto
group of (1R,2R,5R)-(+)-2-hydroxy-3-pinanone to its α-hydroxy derivative whereas Alternaria infectoria
(wild type) yielded mono-hydroxylated derivative in an α–medium at 25◦C for 7 days. Antimicrobial
evaluation of (1R,2R,5R)-(+)-2-hydroxy-3-pinanone and its biotransformation metabolites against 5
fungi, 3 yeast, and 6 bacteria were carried out using a broth micro-dilution method recommended by
CLSI (Clinical Laboratory Standards Institute).4,5 The results in bacteria tested indicated moderate
inhibitory activity when compared to the standard, with MICs > 500 μg/mL. The highest activity was
shown by its β-hydroxy derivative against Candida albicans with 2.5 mg/mL where the Fluconazole
(1mg/mL) did not show any inhibition.
Acknowledgement: This study was supported by Eskişehir Osmangazi University Research Fund (Grant
number: 202019018).
References:
1) Fischer, U. Wine aroma, Springer-Verlag, Berlin, Germany, 2007.
2) Onken, J.; Berger, R.G. J. Biotechnol. 1999, 69, 163.
3) Ponzoni, C.; Gasparetti, C.; Goretti, M.; Turchetti, B.; Pagnoni, U.M.; Cramarossa, M.R.; Forti,
L.; Buzzini, P. Chem. Biodiver. 2008, 5, 471.
4) CLSI (Clinical and Laboratory Standards Institute), CLLS document M100-S16, Wayne, PA, USA,
2006.
5) CLSI (Clinical and Laboratory Standards Institute), CLLS document M38-A2, Wayne, PA, USA,
2008.