Flavonoid glucosides from the hairy roots of Catharanthus roseus.
Four new flavonoid glucosides, 3',4'-di-O-methylquercetin-7-O-[(4''-->13''')-2''',6''',10''',14'''-tetramethylhexadec-13'''-ol-14'''-enyl]-beta-D-glucopyranoside (1), 4'-O-methylkaempferol-3-O-[(4''-->13''')- 2''',6''',10''',14'''-tetramethylhexadecan-13'''-olyl]-beta-D-glucopyranoside (2), 3',4'-di-O-methylbutin-7-O-[(6''-->1''')-3''',11'''-dimethyl-7'''-methylenedodeca-3''',10'''-dienyl]-beta-D-glucopyranoside (3), and 4'-O-methylbutin-7-O-[(6''-->1''')-3''',11'''-dimethyl-7'''-hydroxymethylenedodecanyl]-beta-D-glucopyranoside (4), along with the three known compounds were isolated from the methanol extract of Catharanthus roseus hairy roots. Their structures were elucidated spectroscopically. The new flavonoid glucosides inhibited both MMP-9 activity and TNF-alpha production in THP-1 cells treated with lipopolysaccharide.
Chung
Ill-Min
IM
Department of Applied Life Science, Konkuk University, Seoul, Korea.
Ahmad
Ateeque
A
Ali
Mohd
M
Lee
Oh-Kyu
OK
Kim
Min-Young
MY
Kim
Jung-Hee
JH
Yoon
Do-Young
DY
Peebles
Christie A M
CA
San
Ka Yiu
KY
D000818:Animals; D030008:Catharanthus / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D008070:Lipopolysaccharides / Q000494:pharmacology; D061965:Matrix Metalloproteinase Inhibitors; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D014409:Tumor Necrosis Factor-alpha / Q000037:antagonists & inhibitors*
D005419:Flavonoids; D005960:Glucosides; D008070:Lipopolysaccharides; D061965:Matrix Metalloproteinase Inhibitors; D014409:Tumor Necrosis Factor-alpha