Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: leaf,
stem
NCBI PubMed ID: 10967490Publication DOI: 10.1016/s0378-8741(00)00251-8Journal NLM ID: 7903310Publisher: Limerick: Elsevier Sequoia
Institutions: Gazi University, Faculty of Pharmacy, Ankara, Turkey, Hacettepe University, Faculty of Pharmacy, Ankara, Turkey, İstanbul University, Faculty of Pharmacy, İstanbul, Turkey
Viscum album L. has been used in the indigenous system of medicine for treatment of various diseases such as atherosclerosis and hypertension. In the literature, phenylpropan and flavonoid derivatives were suggested to play a role in the inhibition of cyclic adenosine monophosphate (cAMP)-phosphodiesterase (PDE) and a correlation was proposed between the in vitro inhibition of PDE and in vivo pharmacological activity. The vascular effects of the phenolic compounds and subfractions isolated from n-butanolic fraction of V. album ssp. album were studied on noradrenaline-contracted rat aortic rings. Isolated phenolic compounds (Syringin (VA-1), Coniferin (VA-9), 5, 7-dimethoxy-flavanone-4'-O-[β-D-apiofuranosyl(1→2)]-β-D-glucopyranoside (VA-4)) produced concentration-dependent contractions in rat aortic rings. Only one compound (Kalopanaxin D (VA-15)) displayed very slight relaxant response. The weak concentration-dependent relaxing effect of the subfractions gave the idea that vasodilator activity were observed in the less polar subfractions. In addition, there was no clear correlation between the weak relaxant effects of subfractions and an inhibitory effect on cAMP-PDE.
Viscum album ssp. album, Loranthaceae, rat aorta, vascular effects, Cyclic adenosine monophosphate-phosphodiesterase
Structure type: oligomer
C
21H
30O
12
Trivial name: kalopanaxin D
Compound class: glycoside, phenylpropanoid glycoside, glucosyringic acid
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, IR, TLC, biological assays, MS, UV, extraction, column chromatography, evaporation, MPLC
Related record ID(s): 65277, 65278, 65279
NCBI Taxonomy refs (TaxIDs): 104253Reference(s) to other database(s): CCSD:
39897, CBank-STR:2989
Show glycosyltransferases
There is only one chemically distinct structure:
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: bark
The structure was elucidated in this paperPublication DOI: 10.1248/cpb.39.865Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Institutions: School of Pharmaceutical Sciences, Showa University, Hatanodai, Japan
Five new compounds, kalopanaxsaponin G (2) and kalopanaxins A (6), B (8), C (11) and D (13), were isolated from the bark of Kalopanax pictus together with nine known compounds, kalopanaxsaponins A (1) and B (5), pericarpsaponin P_ (3), hederasaponin B (4), syringin (7), protocatechuic acid (9), coniferin (10), liriodendrin (=dl-syringaresinol di-O-glucopyranoside) (12), glucosyringic acid (14) and chlorogenic acid (15). The structures of the new compounds were characterized as hederagenin 28-O-α-L-rhamnopyranosyl(1→4)-β-glucopyranosyl(1→6)-β-D-glucopyranoside (2), ferulyldehyde (=coniferylaldehyde) 4-O-β-D-glucopyranoside (6), coniferin 6'-O-(4-O-α-L-rhamnopyranosyl)-syringate (8), 2-methoxyhydroquinone 4-O-[6-O-(4-O-α-L-rhamnopyranosyl)-syringyl]-β-D-glucopyranoside (11) and coniferyl alcohol 4-O-β-D-apiofuranosyl(1→2)-β-D-glucopyranoside (=coniferin 2'-O-β-D-apiofuranoside) (13).
glycoside, hederagenin, triterpenoid, araliaceae, oleanolic acid, saponin, Kalopanax pictus, phenylpropanoid, kalopanaxin, phenolic compound
Structure type: oligomer
C
21H
30O
12Location inside paper: 13
Trivial name: kalopanaxin D
Compound class: glycoside, phenylpropanoid glycoside, glucosyringic acid
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, GLC, MS, methanolysis, alkaline hydrolysis, enzymatic digestion, CC
Comments, role: parts of 13C NMR spectra for compound 7 and 13 are swapped in the paper
NCBI Taxonomy refs (TaxIDs): 228393Reference(s) to other database(s): CCSD:
39897, CBank-STR:2989
Show glycosyltransferases
NMR conditions: in DMSO-d6
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
4,2 bDApif 108.3 76.1 79.4 74.0 64.5
4 bDGlcp 98.5 76.9 75.1 70.0 77.2 60.7
Subst
1H NMR data: present in publication
|
13C NMR data:
Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
4,2 | bDApif | 108.3 | 76.1 | 79.4 | 74.0 | 64.5 | |
4 | bDGlcp | 98.5 | 76.9 | 75.1 | 70.0 | 77.2 | 60.7 |
| Subst | |
|
There is only one chemically distinct structure: