New synthetic catecholate-type siderophores with triamine backbone

New analogues of triscatecholate siderophores based on linear or tripodal triamines with or without spacer groups or lipophilic and hydrophilic substituents were synthesized. The catecholate moieties were prepared in OH-forms, as acetylated compounds or masked as 8-methoxycarbonyloxy-2,4-dioxo-1,3-b...

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Published inBiometals Vol. 15; no. 2; pp. 133 - 144
Main Authors Heinisch, Lothar, Gebhardt, Peter, Heidersbach, Renate, Reissbrodt, Rolf, Möllmann, Ute
Format Journal Article
LanguageEnglish
Dutch
Published Netherlands Springer Nature B.V 01.06.2002
Subjects
Amines - chemistry
Bacteria
Catechols - chemical synthesis
Catechols - chemistry
Catechols - pharmacology
Cell Division - drug effects
Molecular Structure
Morganella morganii - drug effects
Morganella morganii - growth & development
Pseudomonas aeruginosa - drug effects
Pseudomonas aeruginosa - growth & development
Siderophores - chemical synthesis
Siderophores - chemistry
Siderophores - pharmacology
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Summary:New analogues of triscatecholate siderophores based on linear or tripodal triamines with or without spacer groups or lipophilic and hydrophilic substituents were synthesized. The catecholate moieties were prepared in OH-forms, as acetylated compounds or masked as 8-methoxycarbonyloxy-2,4-dioxo-1,3-benzoxazine derivatives. Some of the new compounds were active as siderophores tested by growth promotion assays using various gram-negative bacteria and mycobacteria under iron limitation and by CAS-assay. Structure-activity-correlations have been studied.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0966-0844
1572-8773
DOI:10.1023/A:1015293900133