Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: leaf
NCBI PubMed ID: 10823708Publication DOI: 10.1248/cpb.48.687Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Correspondence: yoshida
pheasant.pharm.okayama-u.ac.jp
Institutions: Faculty of Pharmaceutical Sciences, Okayama University, Okayama, Japan, Department of Dental Pharmacology, Meikai University School of Dentistry, Sakado, Japan, Department of Oral Pathology, Meikai University School of Dentistry, Sakado, Japan, Analysis Center, School of Pharmaceutical Sciences, Showa University, Tokyo, Japan, Central Research Institute of Lotte Co. Ltd., Urawa, Japan
Three new flavonoid glycosides, together with 15 known flavonoids, have been isolated from the leaves of Eriobotrya japonica, and characterized as (2S)- and (2R)-naringenin 8-C-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosides, and cinchonain Id 7-O-β-D-glucopyranoside, respectively, based on spectral analyses including two dimensional (2D) NMR techniques. Higher proanthocyanidin fraction in the water-soluble portion of the extract was characterized as a procyanidin oligomer mixture mainly composed of undecameric procyanidin. These polyphenols have also been assessed for cytotoxic activity against two human oral tumor (human squamous cell carcinoma and human salivary gland tumor) cell lines. Selective cytotoxicity of the procyanidin oligomer between tumor and normal gingival fibroblast cells, and its possible mechanism, were also described.
Eriobotrya japonica, rosaceae, cinchonain Id 7-O-β-D-glucopyranoside, naringenin 8-C-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside, undecameric procyanidin, human oral tumor cell line
Structure type: monomer
Location inside paper: p. 687, right column, paragraph 2
Trivial name: isoquercitrin
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, ESI-MS, acid hydrolysis, GLC, HPLC, GPC, extraction, optical rotation measurement, acetylation, CD, column chromatography, RP-HPLC, enzymatic assay, HR-ESI-MS, cytotoxicity assay, derivatization, evaporation, ESR, immunocytochemical analyses
Related record ID(s): 66376, 66377, 66378, 66380, 66381, 66382, 66383
NCBI Taxonomy refs (TaxIDs): 2843217Reference(s) to other database(s): CCSD:
49965, CBank-STR:953
Show glycosyltransferases
There is only one chemically distinct structure:
Found 
report error
(later renamed to: Rhaphiolepis bibas)