Eucophylline, a Tetracyclic Vinylquinoline Alkaloid from Leuconotis eugenifolius

Jun Deguchi; Tomokazu Shoji; Alfarius E Nugroho; Yusuke Hirasawa; Takahiro Hosoya; Osamu Shirota; Khalijah Awang; A Hamid A Hadi; Hiroshi Morita

doi:10.1021/np100458b

Eucophylline, a Tetracyclic Vinylquinoline Alkaloid from Leuconotis eugenifolius

J Nat Prod. 2010 Oct 22;73(10):1727-9. doi: 10.1021/np100458b. Epub 2010 Sep 13.

Authors

Jun Deguchi¹, Tomokazu Shoji, Alfarius E Nugroho, Yusuke Hirasawa, Takahiro Hosoya, Osamu Shirota, Khalijah Awang, A Hamid A Hadi, Hiroshi Morita

Affiliation

¹ Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41 Shinagawa, Tokyo 142-8501, Japan.

PMID: 20836516
DOI: 10.1021/np100458b

Abstract

Eucophylline (1), a new tetracyclic vinylquinoline alkaloid, was isolated from the bark of Leuconotis eugenifolius together with leucophyllidine (2). The structure and absolute configuration of 1 were elucidated on the basis of 2D NMR correlations and simulated CD analysis. Leucophyllidine (2) showed iNOS inhibitory activity and decreased the iNOS protein expression dose-dependently.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkaloids / chemistry
Alkaloids / isolation & purification*
Alkaloids / pharmacology
Azabicyclo Compounds / chemistry
Azabicyclo Compounds / isolation & purification*
Azabicyclo Compounds / pharmacology
Dose-Response Relationship, Drug
Indole Alkaloids / chemistry
Indole Alkaloids / isolation & purification
Indole Alkaloids / pharmacology
Malaysia
Molecular Structure
Nitric Oxide Synthase Type II / drug effects
Nitric Oxide Synthase Type II / metabolism
Nuclear Magnetic Resonance, Biomolecular
Plant Bark / chemistry

Substances

Alkaloids
Azabicyclo Compounds
Indole Alkaloids
eucophylline
leucophyllidine
Nitric Oxide Synthase Type II