Solubility enhancement of a hydrophobic flavonoid, luteolin by the complexation with cyclosophoraoses isolated from Rhizobium meliloti.
A plant flavone, luteolin is a well-known inducer of nod genes in the Rhizobium meliloti. Its poor aqueous solubility was greatly enhanced by the complexation with a family of cyclosophoraoses synthesized in R.meliloti. Nuclear magnetic resonance (NMR) spectroscopic analysis showed that the chemical shifts of the aromatic ring moieties of the luteolin were changed greatly by the complexation with cyclosophoraoses. Fourier transform infrared (FTIR) spectroscopic analysis also showed a restricted vibrational pattern in carbonyl stretching region of the luteolin due to the complexation. This effective complex formation of cyclosophoraoses with a plant flavone, luteolin, suggests that rhizobial cyclosophoraoses play an important role as a solubility enhancer of the hydrophobic legume-derived flavonoids.
Department of Microbial Engineering and Bio/Molecular Informatics Center, Konkuk University, 1 Hwayang-dong,Gwangjin-gu, Seoul 143- 701, South Korea.
Sanghoo
S
Lee
Dong-Hyuk
DH
Seo
Hey-Lin
HL
Park
Youngjin
Y
Choi
Seunho
S
Jung
D005419:Flavonoids / Q000737:chemistry*; D047311:Luteolin; D009682:Magnetic Resonance Spectroscopy; D009844:Oligosaccharides / Q000737:chemistry* / Q000302:isolation & purification*; D016962:Sinorhizobium meliloti / Q000737:chemistry* / Q000254:growth & development; D012995:Solubility; D017550:Spectroscopy, Fourier Transform Infrared
D005419:Flavonoids; D009844:Oligosaccharides; D047311:Luteolin