Terrazoanthines, 2-Aminoimidazole Alkaloids from the Tropical Eastern Pacific Zoantharian Terrazoanthus onoi | Zendy

Paúl O. Guillén | Zendy; Karla B. Jaramillo | Zendy; Grégory GentaJouve | Zendy; Frédéric Sinniger | Zendy; Jenny Rodrı́guez | Zendy; Olivier P. Thomas | Zendy

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Terrazoanthines, 2-Aminoimidazole Alkaloids from the Tropical Eastern Pacific Zoantharian Terrazoanthus onoi

Author(s) -

Paúl O. Guillén,

Karla B. Jaramillo,

Grégory GentaJouve,

Frédéric Sinniger,

Jenny Rodrı́guez,

Olivier P. Thomas

Publication year - 2017

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.7b00369

Subject(s) - chemistry , stereochemistry , imidazole , carbon 13 nmr

The first chemical study of the common species Terrazoanthus onoi, present off the coast of Ecuador, led to the identification of a new family of 2-aminoimidazole alkaloids named terrazoanthines A-C (1-3). Homologues 1 and 2 feature an unprecedented 6-(imidazol-5-yl)benzo[d]imidazole. Acyl substitution pattern and complete configurational assignments were deduced from comparison between experimental and theoretical 13 C NMR and ECD data, respectively. These compounds may represent key derivatives in the biosynthesis of zoanthoxanthins.

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