A new β-carboline alkaloid from the Streptomyces flocculus CGMCC4.1223 mutant ΔstnK4
The β-carboline alkaloids are a large group of natural and synthetic indole alkaloids with various pharmacological properties. Previously, the gene cluster of streptonigrin biosynthesis (stn) was identified in Streptomyces flocculus CGMCC4.1223, revealing a hypothetical protein (StnK4). In this work...
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Published in | Tetrahedron Vol. 130; p. 133170 |
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Language | English |
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Abstract | The β-carboline alkaloids are a large group of natural and synthetic indole alkaloids with various pharmacological properties. Previously, the gene cluster of streptonigrin biosynthesis (stn) was identified in Streptomyces flocculus CGMCC4.1223, revealing a hypothetical protein (StnK4). In this work, a mutant ΔstnK4 was constructed by genetic manipulation and the mutant produced three β-carboline alkaloids, including two known compounds (oxoproopaline D and oxoproopaline G) and one new compound, namely oxoproopaline H. Structure of the new β-carboline was established by spectroscopic analyses. A biosynthetic pathway for these β-carboline alkaloids was proposed. |
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AbstractList | The β-carboline alkaloids are a large group of natural and synthetic indole alkaloids with various pharmacological properties. Previously, the gene cluster of streptonigrin biosynthesis (stn) was identified in Streptomyces flocculus CGMCC4.1223, revealing a hypothetical protein (StnK4). In this work, a mutant ΔstnK4 was constructed by genetic manipulation and the mutant produced three β-carboline alkaloids, including two known compounds (oxoproopaline D and oxoproopaline G) and one new compound, namely oxoproopaline H. Structure of the new β-carboline was established by spectroscopic analyses. A biosynthetic pathway for these β-carboline alkaloids was proposed. |
ArticleNumber | 133170 |
Author | Fei, Xu Xinyue, Xie Tingting, Huang Shuangjun, Lin Jing, Wo Xiaozheng, Wang |
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Cites_doi | 10.1016/S0065-2725(08)60542-5 10.1021/acsinfecdis.9b00380 10.1021/ja3069243 10.1248/cpb.48.108 10.1073/pnas.1106919108 10.1016/j.bmcl.2007.05.070 10.1002/cbic.200800008 10.1016/S0040-4039(98)00149-X 10.1021/acs.jnatprod.9b01285 10.1039/C8NP00092A 10.1016/j.bmcl.2011.02.087 10.1039/C6NP00025H 10.7164/antibiotics.46.1678 10.1007/s10295-013-1327-x 10.1007/s12272-018-1034-2 10.1039/C7NP00026J 10.1016/j.ejmech.2014.11.038 10.1039/C8OB02710B |
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SubjectTerms | alkaloids biochemical pathways biosynthesis genetic engineering indoles multigene family mutants spectroscopy Streptomyces flocculus streptonigrin β-carboline |
Title | A new β-carboline alkaloid from the Streptomyces flocculus CGMCC4.1223 mutant ΔstnK4 |
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