• Something wrong with this record ?

Glycosides of benzodioxole-indole alkaloids from Narcissus having axial chirality

T. Rezanka, P. Rezanka, K. Sigler,

. 2010 ; 71 (2-3) : 301-6.

Language English Country United States

Document type Journal Article, Research Support, Non-U.S. Gov't

Persistent link   https://www.medvik.cz/link/bmc12026003

Glycosides of benzodioxole-indole alkaloid 6-hydroxy-galanthindole (7-(6'-(hydroxymethyl)benzo[d][1',3']dioxol-5'-yl)-1-methyl-1H-indol-6-ol) having axial chirality were isolated from Narcissus cultivar 'Dutch Master'. The structure, including absolute configuration, was determined by means of extensive spectroscopic data such as UV, IR, CD, MS, 1D and 2D NMR spectra, and computational chiroptical methods. The aglycone has a structure containing two aromatic moieties with substituents hindering rotation about the biaryl axis and is connected to a saccharide moiety linked at C-6 and made up of one, two, or three sugars (glucose, alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranose, and trisaccharide ([beta-D-xylopyranosyl(1-->2)]-[alpha-L-rhamnopyranosyl-(1-->6)]-beta-D-glucopyranose).

References provided by Crossref.org

000      
00000naa a2200000 a 4500
001      
bmc12026003
003      
CZ-PrNML
005      
20121207113514.0
007      
ta
008      
120817s2010 xxu f 000 0#eng||
009      
AR
024    7_
$a 10.1016/j.phytochem.2009.10.016 $2 doi
035    __
$a (PubMed)19919872
040    __
$a ABA008 $b cze $d ABA008 $e AACR2
041    0_
$a eng
044    __
$a xxu
100    1_
$a Rezanka, Tomás $u Institute of Microbiology, Academy of Sciences of the Czech Republic, Vídenská 1083, 14220 Prague, Czech Republic. rezanka@biomed.cas.cz
245    10
$a Glycosides of benzodioxole-indole alkaloids from Narcissus having axial chirality / $c T. Rezanka, P. Rezanka, K. Sigler,
520    9_
$a Glycosides of benzodioxole-indole alkaloid 6-hydroxy-galanthindole (7-(6'-(hydroxymethyl)benzo[d][1',3']dioxol-5'-yl)-1-methyl-1H-indol-6-ol) having axial chirality were isolated from Narcissus cultivar 'Dutch Master'. The structure, including absolute configuration, was determined by means of extensive spectroscopic data such as UV, IR, CD, MS, 1D and 2D NMR spectra, and computational chiroptical methods. The aglycone has a structure containing two aromatic moieties with substituents hindering rotation about the biaryl axis and is connected to a saccharide moiety linked at C-6 and made up of one, two, or three sugars (glucose, alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranose, and trisaccharide ([beta-D-xylopyranosyl(1-->2)]-[alpha-L-rhamnopyranosyl-(1-->6)]-beta-D-glucopyranose).
650    _2
$a alkaloidy amarylkovitých $x chemie $7 D047151
650    _2
$a benzodioxoly $x chemie $x izolace a purifikace $7 D052117
650    _2
$a sacharidy $7 D002241
650    _2
$a glykosidy $x chemie $x izolace a purifikace $7 D006027
650    _2
$a indolové alkaloidy $x chemie $x izolace a purifikace $7 D026121
650    _2
$a molekulární struktura $7 D015394
650    _2
$a Narcissus $x chemie $7 D031427
650    _2
$a rostlinné extrakty $x chemie $7 D010936
655    _2
$a časopisecké články $7 D016428
655    _2
$a práce podpořená grantem $7 D013485
700    1_
$a Rezanka, Pavel
700    1_
$a Sigler, Karel
773    0_
$w MED00003829 $t Phytochemistry $x 1873-3700 $g Roč. 71, č. 2-3 (2010), s. 301-6
856    41
$u https://pubmed.ncbi.nlm.nih.gov/19919872 $y Pubmed
910    __
$a ABA008 $b sig $c sign $y m
990    __
$a 20120817 $b ABA008
991    __
$a 20121207113549 $b ABA008
999    __
$a ok $b bmc $g 948045 $s 783349
BAS    __
$a 3
BAS    __
$a PreBMC
BMC    __
$a 2010 $b 71 $c 2-3 $d 301-6 $i 1873-3700 $m Phytochemistry $n Phytochemistry $x MED00003829
LZP    __
$a Pubmed-20120817/10/03

Find record

Citation metrics

Archiving options