Kozłowska Joanna, Potaniec Bartłomiej, Żarowska Barbara, Anioł Mirosław
Department of Chemistry, Wrocław University of Environmental and Life Sciences Norwida 25 50-375 Wrocław Poland
Department of Biotechnology and Food Microbiology, Wrocław University of Environmental and Life Sciences Chełmońskiego 37 51-630 Wrocław Poland.
RSC Adv. 2018 Aug 30;8(53):30379-30386. doi: 10.1039/c8ra04669g. eCollection 2018 Aug 24.
Biotransformations are an alternative method of receiving dihydrochalcones as a result of the reduction of α,β-unsaturated ketones - chalcones. In presented research, two strains of bacteria - sp. DSM44456 and sp. DSM364 - were selected as effective biocatalysts that are able to transform chalcones in a short period of time. As a result of our investigation 3 new dihydrochalcones and one novel alcohol were obtained with high isolated yields. All 4'-methylchalcone derivatives and biotransformations products were tested for antimicrobial activity against ATCC10536, DSM799, DSM1386, CBS1526, KB-F1, and DSM1957. The best inhibitory effect was observed for all chalcones against ATCC10536 - compounds 1-6 and 8 prevented thorough growth of this strain (ΔOD = 0). Moreover, dihydrochalcones showed about 2-3 times stronger inhibitory effect against DSM799 in comparison to their chalcones. Excluding the ATCC10536 strain, 3-(4-carboxyphenyl)-1-(4-methylphenyl)propan-1-ol (8b) had weaker biological activity than 4-carboxy-4'-methyl-α,β-dihydrochalcone (8a).
生物转化是一种通过还原α,β-不饱和酮(查耳酮)来获得二氢查耳酮的替代方法。在本研究中,选择了两种细菌菌株——sp. DSM44456和sp. DSM364作为有效的生物催化剂,它们能够在短时间内转化查耳酮。通过我们的研究,以高分离产率获得了3种新的二氢查耳酮和一种新型醇。对所有4'-甲基查耳酮衍生物和生物转化产物针对ATCC10536、DSM799、DSM1386、CBS1526、KB-F1和DSM1957进行了抗菌活性测试。观察到所有查耳酮对ATCC10536的抑制效果最佳——化合物1-6和8可阻止该菌株的完全生长(ΔOD = 0)。此外,与它们的查耳酮相比,二氢查耳酮对DSM799的抑制作用强约2-3倍。除了ATCC10536菌株外,3-(4-羧基苯基)-1-(4-甲基苯基)丙-1-醇(8b)的生物活性比4-羧基-4'-甲基-α,β-二氢查耳酮(8a)弱。