1,3-dimethylisoguaninium, an antiangiogenic purine analog from the sponge Amphimedon paraviridis

Sei-Joon Jeong; Masanori Inagaki; Ryuichi Higuchi; Tomofumi Miyamoto; Mayumi Ono; Michihiko Kuwano; Rob W M Van Soest

doi:10.1248/cpb.51.731

1,3-dimethylisoguaninium, an antiangiogenic purine analog from the sponge Amphimedon paraviridis

Chem Pharm Bull (Tokyo). 2003 Jun;51(6):731-3. doi: 10.1248/cpb.51.731.

Authors

Sei-Joon Jeong¹, Masanori Inagaki, Ryuichi Higuchi, Tomofumi Miyamoto, Mayumi Ono, Michihiko Kuwano, Rob W M Van Soest

Affiliation

¹ Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan.

PMID: 12808256
DOI: 10.1248/cpb.51.731

Abstract

An antiangiogenic purine analog, 1,3-dimethylisoguaninium (1), was isolated from the ethanol (EtOH) extract of the Okinawan sponge Amphimedon paraviridis. The structure was elucidated on the basis of its spectral properties and X-ray crystallographic analysis. Compound 1 exhibited specific inhibition of the basic fibroblast growth factor (bFGF)-induced proliferation of bovine aorta endothelial cells (BAECs). Moreover, compound 1 reduced the tube formation of BAECs in a time-dependent manner.

Publication types

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

MeSH terms

Angiogenesis Inhibitors / chemistry
Angiogenesis Inhibitors / isolation & purification*
Angiogenesis Inhibitors / pharmacology
Animals
Cattle
Cell Division / drug effects
Crystallography, X-Ray
Endothelial Cells / drug effects*
Fibroblast Growth Factors / pharmacology
Guanine / analogs & derivatives*
Guanine / chemistry*
Magnetic Resonance Spectroscopy
Molecular Structure
Porifera / chemistry*

Substances

1,3-dimethylisoguanine
Angiogenesis Inhibitors
Guanine
Fibroblast Growth Factors