Total synthesis and biological evaluation of methylgerambullone

Jong Taik Moon; Sung Hoon Ha; So Hyung Lee; Tae Hui Kwon; Chun Rim Oh; Young Deuk Kim; Jungahn Kim; Dong Joon Choo; Jae Yeol Lee

doi:10.1016/j.bmcl.2009.11.040

Total synthesis and biological evaluation of methylgerambullone

Bioorg Med Chem Lett. 2010 Jan 1;20(1):52-5. doi: 10.1016/j.bmcl.2009.11.040. Epub 2009 Nov 14.

Authors

Jong Taik Moon¹, Sung Hoon Ha, So Hyung Lee, Tae Hui Kwon, Chun Rim Oh, Young Deuk Kim, Jungahn Kim, Dong Joon Choo, Jae Yeol Lee

Affiliation

¹ Research Institute for Basic Sciences and Department of Chemistry, College of Sciences, Kyung Hee University, Seoul 130-701, Republic of Korea.

PMID: 19945876
DOI: 10.1016/j.bmcl.2009.11.040

Abstract

First total synthesis of methylgerambullone (MGB, 1) isolated from Glycosmis angustifolia was completed via a convergent route. The effect of MGB on the contractile responses of the isolated guinea-pig ileum induced by acetylcholine was investigated. As a result, it showed a potent relaxation rate (78.66+/-4.30% at 100mg/L) in a concentration-dependent manner on longitudinal smooth muscle contraction of isolated guinea-pig ileum induced by 1microM acetylcholine.

Publication types

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

MeSH terms

Acetylcholine / pharmacology
Acrylamides / chemical synthesis*
Acrylamides / chemistry
Acrylamides / pharmacology
Animals
Biological Products / chemical synthesis*
Biological Products / chemistry
Biological Products / pharmacology
Guinea Pigs
Ilium / drug effects
Muscle Relaxation / drug effects
Muscle, Smooth / drug effects
Rutaceae / chemistry
Sulfones / chemical synthesis*
Sulfones / chemistry
Sulfones / pharmacology

Substances

Acrylamides
Biological Products
Sulfones
methylgerambullone
Acetylcholine