Iridoid glycosides of Leonurus persicus.
Two new iridoid glucosides, 6-O-acetylajugol (1) and 7, 8-epoxy-8-epi-loganic acid (2), together with five known iridoid glucosides, galiridoside (3), ajugoside (4), 10-deoxygeniposidic acid (5), 7-deoxy-8-epi-loganic acid (6), and 8-O-acetylharpagide (7), have been isolated from the aerial parts of Leonurus persicus. Leucosceptoside A (8), eugenyl beta-rutinoside (9), and kaempferol 3-O-glucoside (10) were also isolated. The structures of 1 and 2 were elucidated by extensive 1D- and 2D-NMR spectroscopy and molecular modeling. The structure of 3 was confirmed by single-crystal X-ray diffraction. Antimicrobial activity of compounds (1-10) was also evaluated against a panel of gram-positive and gram-negative bacteria and two strains of fungi.
Department of Pharmacy, Swiss Federal Institute of Technology (ETH) Zurich, Winterthurerstrasse 190, CH-8057 Zürich, Switzerland. deniz@ocean.pharm.utah.edu
D
D
Tasdemir
L
L
Scapozza
O
O
Zerbe
A
A
Linden
I
I
Calis
O
O
Sticher
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D005658:Fungi / Q000187:drug effects; D006027:Glycosides / Q000302:isolation & purification* / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D019686:Lamiaceae / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D014421:Turkey
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D006027:Glycosides