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Synthesis of 2-dimethylaminoimidazole derivatives: a new access to indolyl-imidazole alkaloids of marine origin.

✍ Scribed by Angeliki Dalkafouki; Janick Ardisson; Nicole Kunesch; Liliane Lacombe; Jacques E. Poisson

Book ID: 104225304
Publisher: Elsevier Science
Year: 1991
Tongue: French
Weight: 291 KB
Volume: 32
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)92376-1

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✦ Synopsis

The first preparauon of 2-&methylaminoimidazole la, a structural feature of several marine products was undertaken and its reactivity mvesbgated. The synthesis of natural alkalcuds 5 and 12b was aclueved by dvect couphng of the easdy accessible oxi&zed 2-d~methylammo~m~daoles 7 and 8 with mdole-3-carboxaldehyde and mdole respectively, demonstrahng the usefulness of this approach for other structurally related natural products.

Marine products are among the most promising sources of new and biologically active molecules. Certain metabolites possessing a cyclic guanidine subunit exhibit an interesting pharmacological activity. This cychc guamdine moiety is most frequently found in the guise of a 2-aminoimidazole which may or may not be joined to other heterocycles.' In contrast to the well known 2-aminoimidazole, the 2-dimethylaminoimidazole substructure

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