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 inTetrahedron Vol. 130; p. 133170
Main Authors Xiaozheng, Wang, Jing, Wo, Fei, Xu, Xinyue, Xie, Tingting, Huang, Shuangjun, Lin
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 09.01.2023
Subjects
alkaloids
biochemical pathways
biosynthesis
genetic engineering
indoles
multigene family
mutants
spectroscopy
Streptomyces flocculus
streptonigrin
β-carboline
Streptomyces flocculus
β-carboline
streptonigrin
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Summary: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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content type line 23
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2022.133170