Department of Science and Technology, State University of Bahia Southwest, José Moreira Sobrinho Avenue, 45206-191, Jequié, Bahia, Brazil.
Laboratory of Microbiology, Federal University of Triângulo Mineiro, Pça Manoel Terra, 330, Abadia, 38025-015, Uberaba, Minas Gerais, Brazil.
Chem Biodivers. 2022 Mar;19(3):e202100788. doi: 10.1002/cbdv.202100788. Epub 2022 Feb 10.
Mauritia flexuosa Linnaeus filius (buriti or aguage; Arecaceae) is a palm used by traditional medicine in Brazil to treat dysentery and diarrhea. Our group showed that the soluble dichloromethane (CH Cl ) fraction from EtOH extract from M. flexuosa stems inhibited the growth of methicillin-susceptible Staphylococcus aureus (MSSA) and methicillin-resistant S. aureus (MRSA) and it is rich in phenolic compounds. This study aimed to isolate new phenolic compounds from CH Cl fraction from M. flexuosa stems with in vitro antibacterial activity. The crude CH Cl fraction was fractionated by gel permeation chromatography (GPC) followed by semi-preparative RP-HPLC. The antibacterial activity was evaluated using the broth microdilution method against MSSA (ATCC 29213) and MRSA (clinical isolate 155). All compounds were also tested against Gram-negative (Escherichia coli; ATCC 35218) bacteria and two fungi species (Candida albicans; ATCC 14053 and Trichophyton rubrum; ATCC MYA 4438). The chemical structures of isolated compounds were determined by analysis and comparison with literature data of their NMR and HRMS spectra and optical activity. The chemical investigation yielded seven aromatic compounds, of which four, (2S,15S)-2,15-dimethyl-2,15-dioxa-1,8(1,4)-dibenzenacyclotetradecaphane (1), (2S,5S)-1-(4-hydroxyphenyl)hexane-2,5-diol (3), bruguierol E (4), and buritin (5) were previously unreported and three are known compounds identified as 6-(4'-hydroxyphenyl) hexan-2-one (2), (+)-(2R,3R)-dihydrokaempferol (6), and (+)-(2R)-naringenin (7). Compounds 1 and 7 showed antibacterial activity against MRSA and MSSA with minimum inhibitory concentrations (MICs) of between 62.5 and 31.3 μg/mL, respectively. Our preliminary findings support that CH Cl fraction from buriti, a typical species of flooded areas of Brazilian savanna, and its aromatic phenolic compounds are active against MSSA and MRSA contributing with understanding about the traditional use of this species.
巴西的传统医学使用 Mauritia flexuosa Linnaeus filius(buriti 或 aguage;棕榈科)来治疗痢疾和腹泻。我们的研究小组表明,从 Mauritia flexuosa 茎的乙醇提取物的可溶解二氯甲烷(CHCl)部分抑制了耐甲氧西林金黄色葡萄球菌(MRSA)和甲氧西林敏感金黄色葡萄球菌(MSSA)的生长,并且它富含酚类化合物。本研究旨在从 Mauritia flexuosa 茎的 CHCl 部分分离具有体外抗菌活性的新酚类化合物。粗 CHCl 部分通过凝胶渗透色谱(GPC)进行分离,然后通过半制备 RP-HPLC 进行分离。使用肉汤微量稀释法评估抗菌活性,针对 MSSA(ATCC 29213)和 MRSA(临床分离株 155)。所有化合物还针对革兰氏阴性(大肠杆菌;ATCC 35218)细菌和两种真菌(白色念珠菌;ATCC 14053 和红色毛癣菌;ATCC MYA 4438)进行了测试。通过分析并与文献中 NMR 和 HRMS 光谱和旋光数据比较确定了分离化合物的化学结构。化学研究得到了七种芳香族化合物,其中四种,(2S,15S)-2,15-二甲基-2,15-二氧代-1,8(1,4)-二苯并环十四烷(1),(2S,5S)-1-(4-羟基苯基)己烷-2,5-二醇(3),bruguierol E(4)和 buritin(5)以前没有报道过,三种是已知的化合物,分别鉴定为 6-(4'-羟基苯基)己烷-2-酮(2),(+)-(2R,3R)-二氢山柰酚(6)和(+)-(2R)-柚皮素(7)。化合物 1 和 7 对 MRSA 和 MSSA 表现出抗菌活性,最低抑菌浓度(MIC)分别为 62.5 和 31.3μg/mL。我们的初步研究结果支持巴西稀树草原洪水地区的典型物种 buriti 及其芳香族酚类化合物对 MSSA 和 MRSA 具有活性,为了解该物种的传统用途提供了依据。