New iridoids from the medicinal plant Barleria prionitis with potent activity against respiratory syncytial virus.
Two new iridoid glycosides (1 and 2), together with the known compounds barlerin (3) and verbascoside (4), were isolated from Barleria prionitis. The new iridoid glycosides were determined to be 6-O-trans-p-coumaroyl-8-O-acetylshanzhiside methyl ester (1) and its cis isomer (2) by using spectroscopic, especially 2D NMR, data. A 3:1 mixture of 1 and 2 was shown to have potent in vitro activity against respiratory syncytial virus (EC50 2.46 microgram/mL, IC50 42.2 microgram/mL).
Chen
J L
JL
Shaman Pharmaceuticals, Inc., 213 East Grand Avenue, South San Francisco, California 94080, USA.
Blanc
P
P
Stoddart
C A
CA
Bogan
M
M
Rozhon
E J
EJ
Parkinson
N
N
Ye
Z
Z
Cooper
R
R
Balick
M
M
Nanakorn
W
W
Kernan
M R
MR
D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D003588:Cytopathogenic Effect, Viral; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D010946:Plants, Medicinal / Q000737:chemistry*; D012136:Respiratory Syncytial Viruses / Q000187:drug effects*; D013785:Thailand
C115562:6-O-4-coumaroyl-8-O-acetylshanzhiside methyl ester; D000998:Antiviral Agents; D006027:Glycosides