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Flavonoid glycosides from Adina racemosa and their inhibitory activities on eukaryotic protein synthesis.
J Nat Prod. 2004 Mar; 67(3):427-31.JN

Abstract

From the dried leaves, flowers, and twigs of Adina racemosa, five new flavonoid glycosides, quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-(3-O-trans-p-coumaroyl)-beta-d-galactopyranoside (1), quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-p-coumaroyl)-alpha-l-rhamnopyranosyl(1-->2)]-(4-O-trans-p-coumaroyl)-beta-d-galactopyranoside (2), kaempferol 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-p-coumaroyl)-alpha-l-rhamnopyranosyl(1--> 2)]-(4-O-trans-p-coumaroyl)-beta-d-galactopyranoside (3), quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-p-coumaroyl)-alpha-l-rhamnopyranosyl(1-->2)]-(3-O-trans-p-coumaroyl)-beta-d-galactopyranoside (4), and quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-caffeoyl)-alpha-l-rhamnopyranosyl(1-->2)]-(3-O-trans-p-coumaroyl)-beta-d-galactopyranoside (5), and eight known compounds were isolated. The structures of the new compounds were determined by spectroscopic and chemical means. Their inhibitory activities on protein synthesis were assessed. The new glycosides were found to be inhibitors of eukayrotic, but not prokaryotic, protein synthesis.

Authors+Show Affiliations

Itoh A
Kobe Pharmaceutical University, Higashinada-ku, Kobe 658-8558, Japan.
Tanahashi T
No affiliation info available
Nagakura N
No affiliation info available
Takenaka Y
No affiliation info available
Chen CC
No affiliation info available
Pelletier J
No affiliation info available

MeSH

Eukaryotic CellsFlavonoidsFlowersGlycosidesMolecular StructureNuclear Magnetic Resonance, BiomolecularPlant LeavesProkaryotic CellsProtein Synthesis InhibitorsRibosomesRubiaceaeStereoisomerismTaiwan

Pub Type(s)

Comparative Study
Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

15043423

Citation

Itoh, Atsuko, et al. "Flavonoid Glycosides From Adina Racemosa and Their Inhibitory Activities On Eukaryotic Protein Synthesis." Journal of Natural Products, vol. 67, no. 3, 2004, pp. 427-31.
Itoh A, Tanahashi T, Nagakura N, et al. Flavonoid glycosides from Adina racemosa and their inhibitory activities on eukaryotic protein synthesis. J Nat Prod. 2004;67(3):427-31.
Itoh, A., Tanahashi, T., Nagakura, N., Takenaka, Y., Chen, C. C., & Pelletier, J. (2004). Flavonoid glycosides from Adina racemosa and their inhibitory activities on eukaryotic protein synthesis. Journal of Natural Products, 67(3), 427-31.
Itoh A, et al. Flavonoid Glycosides From Adina Racemosa and Their Inhibitory Activities On Eukaryotic Protein Synthesis. J Nat Prod. 2004;67(3):427-31. PubMed PMID: 15043423.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Flavonoid glycosides from Adina racemosa and their inhibitory activities on eukaryotic protein synthesis. AU - Itoh,Atsuko, AU - Tanahashi,Takao, AU - Nagakura,Naotaka, AU - Takenaka,Yukiko, AU - Chen,Cheng-Chang, AU - Pelletier,Jerry, PY - 2004/3/27/pubmed PY - 2004/5/15/medline PY - 2004/3/27/entrez SP - 427 EP - 31 JF - Journal of natural products JO - J Nat Prod VL - 67 IS - 3 N2 - From the dried leaves, flowers, and twigs of Adina racemosa, five new flavonoid glycosides, quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-(3-O-trans-p-coumaroyl)-beta-d-galactopyranoside (1), quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-p-coumaroyl)-alpha-l-rhamnopyranosyl(1-->2)]-(4-O-trans-p-coumaroyl)-beta-d-galactopyranoside (2), kaempferol 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-p-coumaroyl)-alpha-l-rhamnopyranosyl(1--> 2)]-(4-O-trans-p-coumaroyl)-beta-d-galactopyranoside (3), quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-p-coumaroyl)-alpha-l-rhamnopyranosyl(1-->2)]-(3-O-trans-p-coumaroyl)-beta-d-galactopyranoside (4), and quercetin 3-O-alpha-l-rhamnopyranosyl(1-->6)-[(4-O-trans-caffeoyl)-alpha-l-rhamnopyranosyl(1-->2)]-(3-O-trans-p-coumaroyl)-beta-d-galactopyranoside (5), and eight known compounds were isolated. The structures of the new compounds were determined by spectroscopic and chemical means. Their inhibitory activities on protein synthesis were assessed. The new glycosides were found to be inhibitors of eukayrotic, but not prokaryotic, protein synthesis. SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/15043423/Flavonoid_glycosides_from_Adina_racemosa_and_their_inhibitory_activities_on_eukaryotic_protein_synthesis_ DB - PRIME DP - Unbound Medicine ER -