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
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
Methods: 13C NMR, 1H NMR, NMR-2D, ESI-MS, acid hydrolysis, GLC, HPLC, GPC, extraction, optical rotation measurement, acetylation, CD, CC, RP-HPLC, HR-ESI-MS, enzymatic assay, cytotoxicity assay, derivatization, evaporation, ESR, immunocytochemical analyses
Found