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4'-甲基查耳酮的微生物转化作为一种获得具有抗菌活性的新型醇和二氢查耳酮衍生物的有效方法。

Microbial transformations of 4'-methylchalcones as an efficient method of obtaining novel alcohol and dihydrochalcone derivatives with antimicrobial activity.

作者信息

Kozłowska Joanna, Potaniec Bartłomiej, Żarowska Barbara, Anioł Mirosław

机构信息

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.

出版信息

RSC Adv. 2018 Aug 30;8(53):30379-30386. doi: 10.1039/c8ra04669g. eCollection 2018 Aug 24.

DOI:10.1039/c8ra04669g
PMID:35546852
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9085419/
Abstract

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).

摘要

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。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8ce2/9085419/77ef1bb59fea/c8ra04669g-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8ce2/9085419/aaffbd882bc1/c8ra04669g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8ce2/9085419/77ef1bb59fea/c8ra04669g-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8ce2/9085419/aaffbd882bc1/c8ra04669g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8ce2/9085419/77ef1bb59fea/c8ra04669g-s2.jpg

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