ABSTRACT
Eutypenoids A-C (1-3), pimarane diterpenoid alkaloid and two ring A rearranged pimarane diterpenoids, were isolated from the culture of Eutypella sp. D-1 obtained from high-latitude soil of the Arctic. Their structures, including absolute configurations, were authenticated on the basis of the mass spectroscopy (MS), nuclear magnetic resonance (NMR), X-ray crystallography, and electronic circular dichroism (ECD) analysis. The immunosuppressive effects of eutypenoids A-C (1-3) were studied using a ConA-induced splenocyte proliferation model, which suggested that 2 exhibited potent immunosuppressive activities.
Subject(s)
Abietanes/isolation & purification , Ascomycota/chemistry , Immunosuppressive Agents/isolation & purification , Abietanes/chemistry , Abietanes/pharmacology , Animals , Arctic Regions , Cell Proliferation/drug effects , Circular Dichroism , Concanavalin A/pharmacology , Crystallography, X-Ray , Immunosuppressive Agents/chemistry , Immunosuppressive Agents/pharmacology , Magnetic Resonance Spectroscopy , Mass Spectrometry , Mice , Mice, Inbred BALB C , Soil Microbiology , Spleen/cytology , Spleen/drug effectsABSTRACT
Phytochemical investigation of the roots of Scrophularia buergeriana Miq. (Scrophulariaceae), resulted in the isolation of a new iridoid derivative named as buergerinin (1). Its structure was elucidated as rel-(1R, 5R, 6R)-(2-oxa-bicyclo[3.3.0]oct-7-en-6, 7-diyl)dimethoxypropane based mainly on MS and 1D and 2D NMR spectroscopic analyses.
