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Azodyrecins A–C: Azoxides from a Soil-Derived Streptomyces Species
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-11-20 , DOI: 10.1021/acs.jnatprod.0c00339 Mario Wibowo 1 , Charlotte H Gotfredsen 2 , Elisa Sassetti 3 , Jette Melchiorsen 1 , Mads Hartvig Clausen 3 , Lone Gram 1 , Ling Ding 1
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-11-20 , DOI: 10.1021/acs.jnatprod.0c00339 Mario Wibowo 1 , Charlotte H Gotfredsen 2 , Elisa Sassetti 3 , Jette Melchiorsen 1 , Mads Hartvig Clausen 3 , Lone Gram 1 , Ling Ding 1
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Azoxy compounds belong to a small group of natural products sharing a common functional group with the general structure RN = N+(O–)R. Three new azoxides, azodyrecins A–C (1–3), were isolated from a soil-derived Streptomyces sp. strain P8-A2. The cis-alkenyl unit in 1–3 was found to readily isomerize to the trans-congeners (4–6). The structures of the new compounds were determined by detailed spectroscopic (1D/2D NMR) and HRMS data analysis. Azodyrecins belong to a new class of natural azoxy compounds and are proposed to derive from l-alanine and alkylamines. The absolute configurations of 1–6 were defined by comparison of ECD spectra. While no antimicrobial effects were observed for 1 against Staphylococcus aureus, Vibrio anguillarum, or Candida albicans, azodyrecin B (2) exhibited cytotoxicity against the human leukemia cell line HL-60 with an IC50 value of 2.2 μM.
中文翻译：
Azodyrecins A–C：来自土壤来源的链霉菌属物种的偶氮氧化物
偶氮化合物属于一小组天然产物，它们具有通用结构 RN = N + (O – )R的公共官能团。从土壤衍生的链霉菌属中分离出三种新的偶氮氧化物，偶氮染料 A–C ( 1 – 3 ) 。菌株 P8-A2。的顺式中-链烯基单元1 - 3被发现容易异构化的反式-congeners（4 - 6）。新化合物的结构通过详细的光谱（1D/2D NMR）和 HRMS 数据分析确定。Azodyrecins 属于一类新的天然偶氮化合物，并被提议衍生自l-丙氨酸和烷基胺。1 – 6的绝对构型是通过比较 ECD 光谱来定义的。虽然没有观察到1对金黄色葡萄球菌、弧菌或白色念珠菌的抗菌作用，但偶氮菌素 B ( 2 ) 对人白血病细胞系 HL-60 表现出细胞毒性，IC 50值为 2.2 μM。
更新日期：2020-12-24
中文翻译：
Azodyrecins A–C：来自土壤来源的链霉菌属物种的偶氮氧化物
偶氮化合物属于一小组天然产物，它们具有通用结构 RN = N + (O – )R的公共官能团。从土壤衍生的链霉菌属中分离出三种新的偶氮氧化物，偶氮染料 A–C ( 1 – 3 ) 。菌株 P8-A2。的顺式中-链烯基单元1 - 3被发现容易异构化的反式-congeners（4 - 6）。新化合物的结构通过详细的光谱（1D/2D NMR）和 HRMS 数据分析确定。Azodyrecins 属于一类新的天然偶氮化合物，并被提议衍生自l-丙氨酸和烷基胺。1 – 6的绝对构型是通过比较 ECD 光谱来定义的。虽然没有观察到1对金黄色葡萄球菌、弧菌或白色念珠菌的抗菌作用，但偶氮菌素 B ( 2 ) 对人白血病细胞系 HL-60 表现出细胞毒性，IC 50值为 2.2 μM。
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