Tropolone Ring Construction in the Biosynthesis of Rubrolone B, a Cationic Tropolone Alkaloid from Endophytic Streptomyces
Yan, Yijun1; Ma, Ya-Tuan1; Yang, Jing1; Horsman, Geoff P.2; Luo, Dan1; Ji, Xu1; Huang, Sheng-Xiong1
2016-03-18
Source PublicationORGANIC LETTERS
Volume18Issue:6Pages:1254-1257
AbstractRubrolones are tropolonoid natural products with a unique carbon skeleton. Extensive secondary metabolite analysis of the endophytic Streptomyces sp. KIB-H033 revealed a new class of rubrolone analogue possessing a rare benzoic acid pyridine inner salt moiety. Precursor feeding with [C-13] -acetate revealed a labeling pattern consistent with tropolone moiety construction via type-II PKS chemistry followed by complex oxidative rearrangements. This bacterial biosynthetic route represents a surprising departure from fungal tropolone assembly during stipitatic acid biosynthesis.
DOI10.1021/acs.orglett.6b00074
Indexed BySCI
Language英语
WOS Research AreaChemistry
WOS SubjectChemistry, Organic
WOS IDWOS:000372664600010
Citation statistics
Cited Times:24[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/26179
Collection植物化学与西部植物资源持续利用国家重点实验室
Affiliation1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
2.Wilfrid Laurier Univ, Dept Chem & Biochem, Waterloo, ON N2L 3C5, Canada
Recommended Citation
GB/T 7714
Yan, Yijun,Ma, Ya-Tuan,Yang, Jing,et al. Tropolone Ring Construction in the Biosynthesis of Rubrolone B, a Cationic Tropolone Alkaloid from Endophytic Streptomyces[J]. ORGANIC LETTERS,2016,18(6):1254-1257.
APA Yan, Yijun.,Ma, Ya-Tuan.,Yang, Jing.,Horsman, Geoff P..,Luo, Dan.,...&Huang, Sheng-Xiong.(2016).Tropolone Ring Construction in the Biosynthesis of Rubrolone B, a Cationic Tropolone Alkaloid from Endophytic Streptomyces.ORGANIC LETTERS,18(6),1254-1257.
MLA Yan, Yijun,et al."Tropolone Ring Construction in the Biosynthesis of Rubrolone B, a Cationic Tropolone Alkaloid from Endophytic Streptomyces".ORGANIC LETTERS 18.6(2016):1254-1257.
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