Investigation of macrocyclization sites for the synthesis of dendroamide A—an approach from a conformational search

The systematic conformational analysis of three linear precursors for the synthesis of dendroamide A has revealed that these three precursors have the distance between the N- and C-terminal in the range of 3.43–3.93 Å, which suggests the possibility of macrocyclization. This result coincides with th...

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Bibliographic Details
Published inTetrahedron Vol. 63; no. 35; pp. 8571 - 8575
Main Authors Matsumoto, Takatoshi, Morishita, Eiichi, Shioiri, Takayuki
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 27.08.2007
Subjects
Conformational analysis
Cyclic peptide
Dendroamide A
Macrocyclization
Rational synthetic strategy
Cyclic peptide
Dendroamide A
Rational synthetic strategy
Macrocyclization
Conformational analysis
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Summary:The systematic conformational analysis of three linear precursors for the synthesis of dendroamide A has revealed that these three precursors have the distance between the N- and C-terminal in the range of 3.43–3.93 Å, which suggests the possibility of macrocyclization. This result coincides with the results of the actual synthesis of dendroamide A, but contradicts the reported calculated results. [Display omitted] From a detailed conformational analysis, three precursors of dendroamide A have the distance between the N- and C-terminals in the range of 3.43∼3.93 Å which suggests the possibility of macrocyclization.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2007.04.096