Nat Prod Sci.  2015 Mar;21(1):25-29. 10.0000/nps.2015.21.1.25.

Isolation and Structure Determination of an Imidazo-pyrimidine, 5-Chlorocavernicolin, Maleimide oximes and Nucleosides from a Marine Sponge Extract

Affiliations
  • 1College of Pharmacy, Chungnam National University, Daejeon 305-764, Korea. mkna@cnu.ac.kr
  • 2Department of Bio and Fermentation Convergence Technology, Kookmin University, Seoul 136-702, Korea.

Abstract

In a continuation of our studies to discover bioactive secondary metabolites from marine sources, we further investigated samples from a tryptamine and phenyl-alkane producing sponge, which resulted in the isolation of four uncommon small molecules and five nucleosides. Their structures were determined to be 7,8-dihydroimidazo[1,5-c]pyrimidin-5(6H)-one (1), 5-chlorocavernicolin (2), maleimide-5-oxime (3), 3-methylmaleimide-5-oxime (4), uridine (5), 2'-deoxyuridine (6), thymidine (7), adenine (8), and adenosine (9) by spectroscopic analyses. The isolated compounds were evaluated for inhibitory activity against soluble epoxide hydrolase (sEH) as well as the Wnt/beta-catenine signaling pathway.

Keyword

Imidazo-pyrimidine; 5-Chlorocavernicolin; Maleimide-5-oxime; Nucleoside; Soluble epoxide hydrolase; Wnt/beta-catenine signaling

MeSH Terms

Adenine
Adenosine
Nucleosides*
Oximes*
Porifera*
Thymidine
Uridine
Adenine
Adenosine
Nucleosides
Oximes
Thymidine
Uridine
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