Samioside, a new phenylethanoid glycoside with free-radical scavenging and antimicrobial activities from Phlomis samia.
A new phenylethanoid glycoside, samioside, was isolated from the aerial parts of Phlomis samia and identified as 1-O-3,4-(dihydroxyphenyl)ethyl beta-D-apiofuranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->3)-4-O-caffeoyl-beta-D-glucopyranoside (1). In addition, one known phenylethanoid glycoside and three known flavonoids were identified as acteoside (2), apigenin, chrysoeriol, and ermanin, respectively. The structure of 1 was elucidated on the basis of its spectroscopic data. Samioside (1) demonstrated scavenging properties toward the DPPH radical and antimicrobial activity against Gram-positive and -negative bacteria.
Kyriakopoulou
I
I
Laboratory of Pharmacognosy, University of Athens, Panepistimiopolis, Zografou, GR-15771 Athens, Greece.
Magiatis
P
P
Skaltsounis
A L
AL
Aligiannis
N
N
Harvala
C
C
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D047310:Apigenin; D015764:Bepridil / Q000031:analogs & derivatives* / Q000737:chemistry; D001713:Biphenyl Compounds; D002175:Candida / Q000187:drug effects; D002855:Chromatography, Thin Layer; D016972:Enterobacter cloacae / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D047309:Flavones; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006115:Greece; D007711:Klebsiella pneumoniae / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010636:Phenols; D010851:Picrates; D010946:Plants, Medicinal / Q000737:chemistry*; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013055:Spectrophotometry, Infrared; D013211:Staphylococcus aureus / Q000187:drug effects; D013212:Staphylococcus epidermidis / Q000187:drug effects; D013237:Stereoisomerism; D059808:Polyphenols
D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D047310:Apigenin; D015764:Bepridil; D001713:Biphenyl Compounds; D047309:Flavones; D005419:Flavonoids; D016166:Free Radical Scavengers; D005960:Glucosides; D006027:Glycosides; D010636:Phenols; D010851:Picrates; C436565:samioside; C104804:ermanin; C058956:acteoside; D059808:Polyphenols; C004931:1,1-diphenyl-2-picrylhydrazyl; C007054:chrysoeriol