Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: leaf
The structure was elucidated in this paperNCBI PubMed ID: 9468642Publication DOI: 10.1248/cpb.46.113Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan
The methanolic extract and ethyl acetate-soluble portion from a Brazilian natural medicine, the leaves of Myrcia multiflora DC., which has been used as a specific medicine against diabetes, were found to show inhibitory activities on aldose reductase and α-glucosidase and on the increase of serum glucose level in sucrose-loaded rats and in alloxan- induced diabetic mice. From the ethyl acetate-soluble portion, new flavanone glucosides, myrciacitrins I and II, and new acetophenone glucosides, myrciaphenones A and B, were isolated together with several known compounds such as five flavonol glycosides, myricitrin, mearnsitrin, quercitrin, desmanthin-1, and guaijaverin. The structures of new compounds were determined on the basis of physicochemical and chemical evidence. The principal components of this natural medicine including new glucosides, myrciacitrin I and myrciaphenone B, were found to show potent inhibitory activities on aldose reductase and α-glucosidase.
α-glucosidase inhibitor, Myrcia multiflora, myrciacitrin, myrciaphenone, aldose ruductase inhibitor, flavonone glucoside
Structure type: monomer
Location inside paper: Chart 1, compound 11
Trivial name: avicularin, foeniculin, guaijaverin
Compound class: glycoside, flavonoid glycoside, flavonol glycoside
Methods: 13C NMR, 1H NMR, NOE, methylation, IR, FAB-MS, enzymatic hydrolysis, acid hydrolysis, GLC, HPLC, UV, extraction, optical rotation measurement, CD, CC, HMBC, inhibition assays
Biological activity: aldose reductase inhibitory activity: IC50 = 1.8*10^-6 m; rat small intestinal α-glucosidase inhitory activity: IC50 = 2.9*10^-4m (with maltase)
Enzymes that release or process the structure: β-glucosidase
Related record ID(s): 62046, 62047, 62048, 62049, 62050, 62051, 62052, 62053
NCBI Taxonomy refs (TaxIDs): 375255Reference(s) to other database(s): CCSD:
49972, CBank-STR:524
Show glycosyltransferases
There is only one chemically distinct structure: