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Chlorosphaerolactylates A-D: Natural Lactylates of Chlorinated Fatty Acids Isolated from the Cyanobacterium Sphaerospermopsis sp. LEGE 00249.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-06-01 , DOI: 10.1021/acs.jnatprod.0c00072 Ignacio Gutiérrez-Del-Río 1 , Nelly Brugerolle de Fraissinette 2 , Raquel Castelo-Branco 2 , Flavio Oliveira 2 , João Morais 2 , Saúl Redondo-Blanco 1 , Claudio J Villar 1 , María José Iglesias 3 , Raquel Soengas 3 , Virginio Cepas 4 , Yuly López Cubillos 4 , Giacomo Sampietro 5 , Liliana Rodolfi 5 , Felipe Lombó 1 , Sara M Soto González 4 , Fernando López Ortiz 3 , Vitor Vasconcelos 2, 6 , Mariana A Reis 2
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-06-01 , DOI: 10.1021/acs.jnatprod.0c00072 Ignacio Gutiérrez-Del-Río 1 , Nelly Brugerolle de Fraissinette 2 , Raquel Castelo-Branco 2 , Flavio Oliveira 2 , João Morais 2 , Saúl Redondo-Blanco 1 , Claudio J Villar 1 , María José Iglesias 3 , Raquel Soengas 3 , Virginio Cepas 4 , Yuly López Cubillos 4 , Giacomo Sampietro 5 , Liliana Rodolfi 5 , Felipe Lombó 1 , Sara M Soto González 4 , Fernando López Ortiz 3 , Vitor Vasconcelos 2, 6 , Mariana A Reis 2
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Four natural lactylates of chlorinated fatty acids, chlorosphaerolactylates A–D (1–4), were isolated from the methanolic extract of the cyanobacterium Sphaerospermopsis sp. LEGE 00249 through a combination of bioassay-guided and MS-guided approaches. Compounds 1–4 are esters of (mono-, di-, or tri)chlorinated lauric acid and lactic acid, whose structures were assigned on the basis of spectrometric and spectroscopic methods inclusive of 1D and 2D NMR experiments. High-resolution mass-spectrometry data sets also demonstrated the existence of other minor components that were identified as chlorosphaero(bis)lactylate analogues. The chlorosphaerolactylates were tested for potential antibacterial, antifungal, and antibiofilm properties using bacterial and fungal clinical isolates. Compounds 1–4 showed a weak inhibitory effect on the growth of Staphylococcus aureus S54F9 and Candida parapsilosis SMI416, as well as on the biofilm formation of coagulase-negative Staphylococcus hominis FI31.
中文翻译：
Chlorosphaerolactylates AD：从蓝藻球藻属分离的氯化脂肪酸的天然乳酸盐。LEGE 00249。
的氯化脂肪酸四种天然乳酸盐，chlorosphaerolactylates A-d（1 - 4），从该蓝藻的甲醇提取物中分离Sphaerospermopsis藻。LEGE 00249 通过结合生物测定引导和 MS 引导的方法。化合物1 – 4是（单、二或三）氯化月桂酸和乳酸的酯，其结构是根据光谱和光谱方法（包括 1D 和 2D NMR 实验）确定的。高分辨率质谱数据集还表明存在其他被确定为 chlorosphaero(bis)lactylate 类似物的微量成分。使用细菌和真菌临床分离物测试了氯球形乳酸的潜在抗菌、抗真菌和抗生物膜特性。化合物1 - 4显示出对生长的弱抑制作用金黄色葡萄球菌S54F9和近平滑念珠菌SMI416，以及对生物膜形成凝固酶阴性的人葡萄球菌 FI31。
更新日期：2020-06-26
中文翻译：
Chlorosphaerolactylates AD：从蓝藻球藻属分离的氯化脂肪酸的天然乳酸盐。LEGE 00249。
的氯化脂肪酸四种天然乳酸盐，chlorosphaerolactylates A-d（1 - 4），从该蓝藻的甲醇提取物中分离Sphaerospermopsis藻。LEGE 00249 通过结合生物测定引导和 MS 引导的方法。化合物1 – 4是（单、二或三）氯化月桂酸和乳酸的酯，其结构是根据光谱和光谱方法（包括 1D 和 2D NMR 实验）确定的。高分辨率质谱数据集还表明存在其他被确定为 chlorosphaero(bis)lactylate 类似物的微量成分。使用细菌和真菌临床分离物测试了氯球形乳酸的潜在抗菌、抗真菌和抗生物膜特性。化合物1 - 4显示出对生长的弱抑制作用金黄色葡萄球菌S54F9和近平滑念珠菌SMI416，以及对生物膜形成凝固酶阴性的人葡萄球菌 FI31。
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