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Statements

Subject Item
n2:RIV%2F61389030%3A_____%2F07%3A00308795%21RIV08-AV0-61389030
rdf:type
skos:Concept n16:Vysledek
dcterms:description
New Analogues of the Potent Cytotoxic Saponin OSW-1. Saponin OSW-1 (5e-G2; 3 beta,16 beta,17 alpha-trihydroxycholest-5-en-22-one 16-O-{O-[2-O-(4-methoxybenzoyl)-beta-D-xylopyranosyl]-(1 -> 3)-2-O-acetyl-alpha-arabinopyranoside}) analogues: with modified side chain (5a/d-G2), 22-deoxo-23,24,25,26,27-pentanor- (14), 22-deoxo-23-oxa- (17), glycosylated with various monosaccharides (5e-G4/G6/G8), and OSW-1 structural isomer (10) were obtained. The analogues were synthesized using a previously published method for the synthesis of OSW-1. The structures of analogues were fully confirmed by spectroscopic methods, and the S-chirality at C-22 of the structural isomer was established by conformational analysis combined with the NMR spectrometry. The cytotoxicity of the analogues toward several types of malignant tumor cells was examined and compared with that of OSW-1. The results suggest that modification of the steroidal aglycone may lead to compounds with high cytotoxicity. Saponin OSW-1 (5e-G2; 3 beta,16 beta,17 alpha-trihydroxycholest-5-en-22-one 16-O-{O-[2-O-(4-methoxybenzoyl)-beta-D-xylopyranosyl]-(1 -> 3)-2-O-acetyl-alpha-arabinopyranoside}) analogues: with modified side chain (5a/d-G2), 22-deoxo-23,24,25,26,27-pentanor- (14), 22-deoxo-23-oxa- (17), glycosylated with various monosaccharides (5e-G4/G6/G8), and OSW-1 structural isomer (10) were obtained. The analogues were synthesized using a previously published method for the synthesis of OSW-1. The structures of analogues were fully confirmed by spectroscopic methods, and the S-chirality at C-22 of the structural isomer was established by conformational analysis combined with the NMR spectrometry. The cytotoxicity of the analogues toward several types of malignant tumor cells was examined and compared with that of OSW-1. The results suggest that modification of the steroidal aglycone may lead to compounds with high cytotoxicity.
dcterms:title
New Analogues of the Potent Cytotoxic Saponin OSW-1 New Analogues of the Potent Cytotoxic Saponin OSW-1 New Analogues of the Potent Cytotoxic Saponin OSW-1
skos:prefLabel
New Analogues of the Potent Cytotoxic Saponin OSW-1 New Analogues of the Potent Cytotoxic Saponin OSW-1 New Analogues of the Potent Cytotoxic Saponin OSW-1
skos:notation
RIV/61389030:_____/07:00308795!RIV08-AV0-61389030
n3:strany
3667;3673
n3:aktivita
n10:Z
n3:aktivity
Z(AV0Z50380511), Z(MSM6198959216)
n3:cisloPeriodika
15
n3:dodaniDat
n5:2008
n3:domaciTvurceVysledku
n13:4952340 n13:4712048
n3:druhVysledku
n17:J
n3:duvernostUdaju
n6:S
n3:entitaPredkladatele
n9:predkladatel
n3:idSjednocenehoVysledku
437062
n3:idVysledku
RIV/61389030:_____/07:00308795
n3:jazykVysledku
n15:eng
n3:klicovaSlova
NATURAL PRODUCT OSW-1; ANTITUMOR SAPONIN; ORNITHOGALUM-SAUNDERSIAE
n3:klicoveSlovo
n7:NATURAL%20PRODUCT%20OSW-1 n7:ORNITHOGALUM-SAUNDERSIAE n7:ANTITUMOR%20SAPONIN
n3:kodStatuVydavatele
US - Spojené státy americké
n3:kontrolniKodProRIV
[22370D6D77E2]
n3:nazevZdroje
Journal of Medicinal Chemistry
n3:obor
n11:ED
n3:pocetDomacichTvurcuVysledku
2
n3:pocetTvurcuVysledku
10
n3:rokUplatneniVysledku
n5:2007
n3:svazekPeriodika
50
n3:tvurceVysledku
Morzycki, J. W. Wojtkielewicz, A. Swaczynová, Jana Nowakowski, M. Renkiewicz, J. Maj, J. Strnad, Miroslav Wilczewska, A. Z. Wojcik, J. Dlugosz, M.
n3:zamer
n14:AV0Z50380511 n14:MSM6198959216
s:issn
0022-2623
s:numberOfPages
7