PubMed Health⌕ Search
Home/Archive/PubMed

PubMed · 15579976

Swertisin dihydrate.

Shigeru Ohba·Kumi Yoshida·Tadao Kondo
View original source ↗Export metadata ↓

Abstract

The title compound, 6-C-glucopyranosyl-7-O-methylapigenin dihydrate, C(22)H(22)O(10).2H(2)O, is a natural C-glucosylflavone. The flavone skeleton is almost planar, the dihedral angle between the pyran moiety and the 4-hydroxyphenyl ring being 9.8 (3) degrees. The basal plane of the pyranosyl ring of the glucose moiety is almost perpendicular to the benzopyran ring system. The flavone skeletons are stacked along the a axis, forming layers parallel to (001). Between these hydrophobic layers, the glucose groups and water molecules of crystallization are connected via O-H...O hydrogen bonds, forming hydrophilic layers.

Explore related subjects

FlavonesHydrogen BondingModels, MolecularMolecular ConformationMonosaccharidesJournal Article

Keep this discovery

Explore connections, maps & timelines

BibTeXRIS

Shigeru Ohba, Kumi Yoshida, Tadao Kondo. 2004-11-30. Swertisin dihydrate.. https://doi.org/10.1107/s0108270104028355

Cite the original work for its findings. Save a collection to share your selection of sources.

KEEP EXPLORING

Related citations

PubMed2006

Regioselectivity of 7-O-methyltransferase of poplar to flavones.

POMT-7, an O-methyltransferase from poplar (Populus deltoids) was used to modify a variety of flavonoid compounds. POMT-7 was able to transfer a methyl group to several flavonoids containing a C-7 hydroxyl group. However, POMT-7 showed a higher affinity toward flavonol and flavone such as apigenin, kaempferol, luteolin, and quercetin than flavanone and isoflavone. Based on comparison of HPLC retention times with authentic compounds and corresponding nuclear magnetic resonance spectroscopy data, the methylation position of the reaction products was determined to be at the hydroxyl group of C-7. Biotransformation kinetics indicated that the enzyme converted more than 80% of the apigenin, kaempferol, luteolin and quercetin substrates, which were added at concentration of 70 microM, into corresponding 7-methoxy compounds within 24 h.

Flavones↗
PubMed2006

[Studies on involatile constituents of Mentha haplocalyx].

OBJECTIVE: To promote its comprehensive utilization, the involatile constituents of Mentha haplocalyx were studied systematically. METHOD: The chemical components were isolated and purified by silca gel column chromatography and recrystallization. The chemical structures were elucidated on the basis of physico-chemical properties and spectral data. RESULT: Eight compounds were isolated and identified as: acacetin (I), tilianine (II), linarin (III), n-butyl-beta-D-fructopyranoside (IV), ursolic acid (V), oleanolic acid (VI), beta-sitosterol (VII), daucosterol (VIII). CONCLUSION: Compounds I approximately V were obtained from this plant for the first time.

Flavones↗
PubMed2006

[Studies on chemical constituents in herb of Myricaria bracteata].

OBJECTIVE: To study the chemical constituents of Myricaria bracteata. METHOD: The chemical constituents were isolated by silica gel column chromatography and the structures were elucidated by spectroscopic methods. RESULT: Eleven compounds were obtained and identified as rhamnetin, 3,5,4'-trihydroxy-7,3'-dimethoxyflavone, 3,5,4'-trihydroxy-7-methoxyflavone, quercetin-3-O-alpha-L-rhamnopyranoside, kaempferol, quercetin, chrysoerio, gallic acid, gallic acid ethylester, beta-sitosterol, daucosterol. CONCLUSION: All compounds were obtained from M. bracteata for the first time.

Flavones↗