New acylated iridoid glucosides from Vitex altissima.

Abstract

Six new iridoid glucosides, 6'-O-trans-feruloylnegundoside (1), 6'-O-trans-caffeoylnegundoside (2), 2'-O-p-hydroxybenzoyl-6'-O-trans-caffeoylgardoside (3), 2'-O-p-hydroxybenzoyl-6'-O-trans-caffeoyl-8-epiloganic acid (4), 2'-O-p-hydroxybenzoyl gardoside (5), and 2'-O-p-hydroxybenzoyl-8-epiloganic acid (6), along with two known iridoids, agnuside and negundoside, have been isolated from the ethyl acetate extractive of the leaves of Vitex altissima. The structures of these compounds were elucidated on the basis of spectral data interpretation. These isolates did not exhibit significant 5-lipoxygenase enzyme inhibitory activity, but compounds 2-4 showed potent antioxidant activity by both the superoxide (NBT riboflavin photoreduction) free-radical-scavenging and DPPH-radical-scavenging methods. Compounds 1, 2, and negundoside were evaluated in a rat paw edema assay.

• Authors: Chenchugari Sridhar, Gottumukkala V Subbaraju, Yenamandra Venkateswarlu, Raju T Venugopal
• Journal: Journal of natural products (J Nat Prod) Vol. 67 Issue 12 Pg. 2012-6 (Dec 2004) ISSN: 0163-3864 [Print] United States
• PMID: 15620243 (Publication Type: Journal Article)

Chemical References

• Anti-Inflammatory Agents, Non-Steroidal
• Biphenyl Compounds
• Enzyme Inhibitors
• Free Radical Scavengers
• Glucosides
• Iridoids
• Lipoxygenase Inhibitors
• Picrates
• 1,1-diphenyl-2-picrylhydrazyl

Topics

• Animals
• Anti-Inflammatory Agents, Non-Steroidal (pharmacology)
• Biphenyl Compounds
• Edema
• Enzyme Inhibitors (chemistry, isolation & purification, pharmacology)
• Free Radical Scavengers (chemistry, isolation & purification, pharmacology)
• Glucosides (chemistry, isolation & purification, pharmacology)
• India
• Iridoids (chemistry, isolation & purification, pharmacology)
• Lipoxygenase Inhibitors
• Molecular Structure
• Picrates (pharmacology)
• Plant Leaves (chemistry)
• Plants, Medicinal (chemistry)
• Rats
• Rats, Wistar
• Vitex (chemistry)