Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: aerial part
NCBI PubMed ID: 10395493Publication DOI: 10.1021/np980376eJournal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: Tasdemir D <deniz
ocean.pharm.utah.edu>
Institutions: Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey, Department of Pharmacy, Swiss Federal Institute of Technology (ETH) Zurich, Winterthurerstrasse 190, CH-8057 Zürich, Switzerland, Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zürich, Switzerland
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 β-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.
antibacterial activity, iridoid glycoside, Leonurus persicus, glavonoid glycoside
Structure type: monomer
Location inside paper: compound 10
Trivial name: astragalin, kaempferol 3-O-glucoside
Compound class: glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NOE, IR, FAB-MS, X-ray, TLC, UV, molecular modeling, optical rotation measurement, ROESY, antibacterial assay, HMBC, HMQC, COSY, MPLC, conformational analysis, LR-FAB-MS, DFQ-COSY, quantumchemical calculations, semi-empirical calculations, GOESY
Comments, role: structure was identified by comparison with literature data, see ref. [26]
Related record ID(s): 63176, 63177, 63178, 63179, 63180, 63181, 63182, 63183, 63184
NCBI Taxonomy refs (TaxIDs): 4137Reference(s) to other database(s): CCSD:
49928, CBank-STR:4070
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
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