Structure elucidation and synthesis of hydroxylated isatins from Streptomycetes

Shaaban Khaled A.; Shaaban Mohamed; Nair Vimal; Schuhmann Imelda; Win Hnin Yu; Lei Lei; Dittrich Birger; Helmke Elisabeth; Schueffler Anja; Laatsch Hartmut

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Structure elucidation and synthesis of hydroxylated isatins from Streptomycetes

机译：链霉菌属的羟基化靛红的结构阐明和合成

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Chemical investigation of terrestrial and marine streptomycete isolates led to the identification of two new natural pigments, namely, 6-hydroxyisatin (3) and 6-hydroxy-5-methoxyisatin (4). Additionally, the strains delivered numerous known compounds, among them N-beta-acetyltryptamine, N-acetyltyramine, phenylacetamide, N-(2-phenethyl) acetamide, 1-acetyl-beta-carboline, tyrosol, 2'-deoxyadenosine, 2'-deoxythymidine, anthranilic acid, 2'-deoxyuridine, indolyl-3-acetic acid, indolyl-3-carboxylic acid, and p-hydroxybenzoic acid. The isatin structures were deduced by NMR and mass studies and further confirmed by synthesis and by X-ray diffraction of the isomeric 5-hydroxy-6-methoxyisatin (5).

机译：对陆地和海洋链霉菌分离物的化学研究导致鉴定了两种新的天然色素，即6-羟基异丁香素（3）和6-羟基-5-甲氧基异丁香素（4）。此外，该菌株还提供了许多已知的化合物，其中包括N-β-乙酰基色胺，N-乙酰酪胺，苯基乙酰胺，N-（2-苯乙基）乙酰胺，1-乙酰基-β-咔啉，酪醇，2'-脱氧腺苷，2'-脱氧胸苷，邻氨基苯甲酸，2'-脱氧尿苷，吲哚基-3-乙酸，吲哚基-3-羧酸和对羟基苯甲酸。通过NMR和质量研究推导了所述靛红的结构，并且通过合成和通过异构的5-羟基-6-甲氧基靛红（5）的X射线衍射进一步证实了所述靛红的结构。

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《Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences》 |2016年第12期|共8页
作者
Shaaban Khaled A.; Shaaban Mohamed; Nair Vimal; Schuhmann Imelda; Win Hnin Yu; Lei Lei; Dittrich Birger; Helmke Elisabeth; Schueffler Anja; Laatsch Hartmut;
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正文语种 eng
中图分类化学;
关键词
isatins; natural pigments; streptomycetes; synthesis; X-ray diffraction;

机译：靛红;天然色素;链霉菌;合成;X射线衍射;

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1. Structure elucidation and synthesis of hydroxylated isatins from Streptomycetes [J] . Shaaban Khaled A., Shaaban Mohamed, Nair Vimal, Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences . 2016,第12期

机译：链霉菌属的羟基化靛红的结构阐明和合成
2. Transformation of Isatin 2-Acylhydrazones under Acetylating Conditions: Synthesis and Structure Elucidation of 1,5'-Disubstituted 3'-Acetylspiro[oxindole-3,2'-[1,3,4]oxadiazolines] [J] . Laszlo Somogyi Bulletin of the Chemical Society of Japan . 2001,第5期

机译：乙酰化条件下Isatin 2-酰基hydr的转化：1,5'-双取代的3'-乙酰基螺并[oxindole-3,2'-[1,3,4]恶二唑啉的合成和结构解析
3. Transformation of Isatin 3-Acylhydrazones under Acetylating Conditions: Synthesis and Structure Elucidation of 1,5'-Disubstituted 3'-Acetylspiro[oxindole-3,2'-[1,3,4]oxadiazolines] [J] . Laszlo Somogyi Bulletin of the Chemical Society of Japan . 2001,第5期

机译：乙酰化条件下Isatin 3-Acylhydrazones的转化：1,5'-双取代的3'-乙酰基螺并[oxindole-3,2'-[1,3,4] oxadiazolines]的合成和结构解析
4. Structure Elucidation of Novel Natural Products of Streptomycetes by Molecular Networking and Ion-Mobility Spectrometry [C] . Andrew R. Johnson, Chan Gao, Marie Elliott, ASMS Conference on Mass Spectrometry and Allied Topics . 2014

机译：分子网络和离子迁移光谱法的结构阐明了链霉菌的新型天然产物
5. Chemical synthesis of lantibiotics and their analogues for structure elucidation and structure-activity relationship (SAR) studies. [D] . Pattabiraman, Vijaya Raghavan. 2008

机译：羊毛硫抗生素及其类似物的化学合成，用于结构阐明和结构-活性关系（SAR）研究。
6. Novel tetracyclic structures from the synthesis of thiolactone-isatin hybrids [O] . Renate Hazel Hans, Hong Su, Kelly Chibale 2010

机译：硫代内酯-靛红杂种合成的新型四环结构
7. Hydroxylated PCB Derivatives. Synthesis and Structure Elucidation by NMR Spectroscopy and X-Ray Diffraction. [O] . Erkki Mannila, Erkki Kolehmainen, Kari Rissanen, 1994

机译：羟基化的PCB衍生物。 NMR光谱与X射线衍射的合成和结构阐明。

Structure elucidation and synthesis of hydroxylated isatins from Streptomycetes

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