Department of Molecular Microbiology, Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, 9747 AG Groningen, The Netherlands.
Department of Chemical Engineering (ENTEG), University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
Molecules. 2021 Mar 6;26(5):1436. doi: 10.3390/molecules26051436.
In order to replace the huge amounts of copper salts used in citrus orchards, alternatives have been sought in the form of organic compounds of natural origin with activity against the causative agent of citrus canker, the phytopathogen subsp. . We synthesized a series of 4-alkoxy-1,2-benzene diols (alkyl-BDOs) using 1,2,4-benzenetriol (BTO) as a starting material through a three-step synthesis route and evaluated their suitability as antibacterial compounds. Our results show that alkyl ethers derived from 1,2,4-benzenetriol have bactericidal activity against , disrupting the bacterial cell membrane within 15 min. Alkyl-BDOs were also shown to remain active against the bacteria while in solution, and presented low toxicity to (human) MRC-5 cells. Therefore, we have demonstrated that 1,2,4-benzenetriol-a molecule that can be obtained from agricultural residues-is an adequate precursor for the synthesis of new compounds with activity against .
为了替代柑橘园大量使用的铜盐,人们一直在寻找替代物,即具有抗柑橘溃疡病病原菌活性的天然来源的有机化合物。我们以 1,2,4-苯三酚(BTO)为起始原料,通过三步合成路线合成了一系列 4-烷氧基-1,2-苯二酚(烷基-BDOs),并评估了它们作为抗菌化合物的适用性。我们的结果表明,1,2,4-苯三醇衍生的烷基醚对具有杀菌活性,在 15 分钟内破坏细菌细胞膜。烷基-BDOs 在溶液中仍对细菌保持活性,并且对(人)MRC-5 细胞的毒性较低。因此,我们已经证明 1,2,4-苯三醇-一种可以从农业废弃物中获得的分子-是合成具有抗活性的新型化合物的合适前体。