来自热带东太平洋珊瑚虫 Terrazoanthus onoi 的石珊瑚生物碱——地索啡烷类生物碱

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

机构信息

Escuela Superior Politécnica del Litoral, ESPOL, Centro Nacional de Acuicultura e Investigaciones Marinas, CENAIM , Campus Gustavo Galindo Km 30.5 Vía Perimetral, P.O. Box 09-01-5863, Guayaquil, Ecuador.

School of Chemistry, Marine Biodiscovery, National University of Ireland Galway , University Road, Galway, Ireland.

出版信息

Org Lett. 2017 Apr 7;19(7):1558-1561. doi: 10.1021/acs.orglett.7b00369. Epub 2017 Mar 23.

DOI:10.1021/acs.orglett.7b00369

PMID:28332845

Abstract

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 C NMR and ECD data, respectively. These compounds may represent key derivatives in the biosynthesis of zoanthoxanthins.

摘要

对厄瓜多尔沿海常见物种 Terrazoanthus onoi 的首次化学研究，发现了一类新的 2-氨基咪唑生物碱，命名为 terrazoanthines A-C（1-3）。同系物 1 和 2 具有前所未有的 6-(咪唑-5-基)苯并[d]咪唑。酰基取代模式和完整的构型分配是通过实验和理论 C NMR 和 ECD 数据的比较分别推断出来的。这些化合物可能代表 zoanthoxanthins 生物合成中的关键衍生物。