Microwave-assisted synthesis of borneol esters and their antimicrobial activity

被引:25
|
作者
Maciel e Silva, Aline Teixeira [1 ]
Pereira, Vinicius Viana [1 ]
Takahashi, Jacqueline Aparecida [2 ]
Silva, Roqueline Rodrigues [3 ]
Duarte, Lucienir Pains [2 ]
机构
[1] Univ Fed Minas Gerais, Fac Farm, Belo Horizonte, MG, Brazil
[2] Univ Fed Minas Gerais, Dept Quim, Belo Horizonte, MG, Brazil
[3] Univ Fed Vales Jequitinhonha & Mucuri, Dept Quim, Diamantina, Brazil
关键词
Borneol esters; microwave irradiation; DIC; DMAP; antibacterial activity; ORGANIC-SYNTHESIS; NATURAL-PRODUCTS; IRRADIATION;
D O I
10.1080/14786419.2017.1399380
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Seventeen borneol esters (1-17) were synthesised by conventional and microwave-assisted methodology using DIC/DMAP, and seven are described for the first time (8, 9, 10, 12, 13, 16 and 17). The microwave-assisted methodology was carried out without use of solvents, displayed short reaction times, and showed equal or higher yields for all the long-chain esters and three aromatic compounds (11, 12 and 14) when compared to the conventional approach. All the borneol esters were evaluated against the bacteria Streptococcus sanguinis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and the fungus Candida albicans. Compounds 12, 13 and 14 displayed promising antibacterial activity with a MIC equal to ampicilin (62.5mgmL(-1)) for some microorganisms. In fact, bornyl 3,4-dimethoxybenzoate (13) was active against all tested bacteria and fungus. [GRAPHICS] .
引用
收藏
页码:1714 / 1720
页数:7
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