Antiviral phenylpropanoid glycosides from the medicinal plant Markhamia lutea.
Three new phenylpropanoid glycosides, named luteoside A (3), luteoside B (4), and luteoside C (5), were isolated together with the known compounds verbascoside (1) and isoverbascoside (2) from the roots of the medicinal plant Markhamia lutea. The structures of the new compounds were determined to be 1-O-(3, 4-dihydroxyphenyl)ethyl beta-D-apiofuranosyl(1-->2)-alpha-l-rhamnopyranosyl(1-->3)-4-O- caffeo yl-6-acetyl-beta-d-glucopyranoside, 1-O-(3,4-dihydroxyphenyl)ethyl beta-d-apiofuranosyl(1-->2)-alpha-l-rhamnopyranosyl(1-->3)-6-O- caffeo yl-beta-d-glucopyranoside, and 1-O-(3,4-dihydroxyphenyl)ethyl beta-D-apiofuranosyl(1-->2)-alpha-l-rhamnopyranosyl(1-->3)-6-O- ferulo yl-beta-d-glucopyranoside, respectively, on the basis of chemical and spectroscopic data. All five phenylpropanoid glycosides exhibited potent in vitro activity against respiratory syncytial virus.
Kernan
M R
MR
Shaman Pharmaceuticals, 213 East Grand Avenue, South San Francisco, California, 94080-4812, USA. mkernan@shaman.com
Amarquaye
A
A
Chen
J L
JL
Chan
J
J
Sesin
D F
DF
Parkinson
N
N
Ye
Z
Z
Barrett
M
M
Bales
C
C
Stoddart
C A
CA
Sloan
B
B
Blanc
P
P
Limbach
C
C
Mrisho
S
S
Rozhon
E J
EJ
D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002478:Cells, Cultured; D009682:Magnetic Resonance Spectroscopy; D009844:Oligosaccharides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D012136:Respiratory Syncytial Viruses / Q000187:drug effects; D016339:Spectrometry, Mass, Fast Atom Bombardment
D000998:Antiviral Agents; D009844:Oligosaccharides; C112708:luteoside A; C112709:luteoside B; C112710:luteoside C