Biotransformation of dehydroepiandrosterone (DHEA) by environmental strains of filamentous fungi?
RSC Advances Pub Date: 2017-06-21 DOI: 10.1039/C7RA04608A
Abstract
Microbial transformations of steroids are an important method of obtaining new steroid derivatives of potential pharmaceutical activity, which follows the principles of green chemistry. We studied the ability of selected filamentous fungus species to transform dehydroepiandrosterone (DHEA) and interesting DHEA derivatives were obtained. Twenty-five strains of filamentous fungi were isolated from soil and air in Wroclaw and they were used as biocatalysts. Strains of the genus Penicillium transformed the substrate into the products of Baeyer–Villiger lactonization in the D ring. Biotransformation of DHEA by Fusarium acuminatum KCh S1 strain led to a stereoselective hydroxylation at 7α (the product was obtained with 97% conversion). Androst-5-ene-3β,7α,17α-triol, compound with high anticancer activity towards glioblastoma and lymphoma cell lines was obtained with 65% yield in the culture of Mucor hiemalis KCh W2 strain. In the culture of Aspergillus versicolor KCh TJ1 strain, DHEA was transformed into androst-1,4-diene-3,17-dione (ADD) with high isolated yield.
Recommended Literature
- [1] Fe3O4 nanosphere@microporous organic networks: enhanced anode performances in lithium ion batteries through carbonization? Byungho Lim,Jaewon Jin,Jin Yoo,Seung Yong Han,Kyeongyeol Kim,Sungah Kang,Nojin Park,Sang Moon Lee,Hae Jin Kim,Seung Uk SonChem. Commun., 2014,50, 7723-7726 10.1039/C4CC02068E
- [2] Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR? Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing XiaNanoscale, 2020,12, 20456-20466 10.1039/D0NR04995F
- [3] Dissociative electron attachment to HGaF4 Lewis–Br?nsted superacid Marcin Czapla,Jack SimonsPhys. Chem. Chem. Phys., 2018,20, 21739-21745 10.1039/C8CP04007A
- [4] Evolution of dealloying induced strain in nanoporous gold crystals? Ross Harder,David C. Dunand,Ian McNultyNanoscale, 2017,9, 5686-5693 10.1039/C6NR09635B
- [5] Examination of ammonia–poly(pyrrole) interactions by piezoelectric and conductivity measurements Analyst, 1991,116, 1125-1130 10.1039/AN9911601125
- [6] Estimates of hydride ion stability in condensed systems: energy of formation and solvation in aqueous and polar-organic solvents Craig A. Kelly,David R. RosseinskyPhys. Chem. Chem. Phys., 2001,3, 2086-2090 10.1039/B010092G
- [7] Excellent humidity sensor based on ultrathin HKUST-1 nanosheets? Qiaoe Wang,Meiling Lian,Xiaowen Zhu,Xu ChenRSC Adv., 2021,11, 192-197 10.1039/D0RA08354B
- [8] Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent? Yukiya KitayamaPolym. Chem., 2014,5, 2784-2792 10.1039/C3PY01539D
- [9] Excitation energies from ground-state density-functionals by means of generator coordinates A. B. F. da Silva,K. CapellePhys. Chem. Chem. Phys., 2009,11, 4564-4569 10.1039/B902529D
- [10] Emerging investigator series: bacteriophages as nano engineering tools for quality monitoring and pathogen detection in water and wastewater Fereshteh BayatEnviron. Sci.: Nano, 2021,8, 367-389 10.1039/D0EN00962H
Journal Name:RSC Advances
research_products
-
CAS no.: 89640-58-4