About: New Analogues of the Potent Cytotoxic Saponin OSW-1

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	New Analogues of the Potent Cytotoxic Saponin OSW-1. (cs) 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. (en)
Title	New Analogues of the Potent Cytotoxic Saponin OSW-1 New Analogues of the Potent Cytotoxic Saponin OSW-1 (en) New Analogues of the Potent Cytotoxic Saponin OSW-1 (cs)
skos:prefLabel	New Analogues of the Potent Cytotoxic Saponin OSW-1 New Analogues of the Potent Cytotoxic Saponin OSW-1 (en) New Analogues of the Potent Cytotoxic Saponin OSW-1 (cs)
skos:notation	RIV/61389030:_____/07:00308795!RIV08-AV0-61389030
http://linked.open.../vavai/riv/strany	3667;3673
http://linked.open...avai/riv/aktivita	Z
http://linked.open...avai/riv/aktivity	Z(AV0Z50380511), Z(MSM6198959216)
http://linked.open...iv/cisloPeriodika	15
http://linked.open...vai/riv/dodaniDat	2008
http://linked.open...aciTvurceVysledku	Strnad, Miroslav Oklešťková, Jana
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Ústav experimentální botaniky AV ČR, v. v. i.
http://linked.open...dnocenehoVysledku	437062
http://linked.open...ai/riv/idVysledku	RIV/61389030:_____/07:00308795
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	NATURAL PRODUCT OSW-1; ANTITUMOR SAPONIN; ORNITHOGALUM-SAUNDERSIAE (en)
http://linked.open.../riv/klicoveSlovo	ANTITUMOR SAPONIN NATURAL PRODUCT OSW-1 ORNITHOGALUM-SAUNDERSIAE
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[22370D6D77E2]
http://linked.open...i/riv/nazevZdroje	Journal of Medicinal Chemistry
http://linked.open...in/vavai/riv/obor	ED
http://linked.open...ichTvurcuVysledku	2 (xsd:int)
http://linked.open...cetTvurcuVysledku	10 (xsd:int)
http://linked.open...UplatneniVysledku	2007
http://linked.open...v/svazekPeriodika	50
http://linked.open...iv/tvurceVysledku	Strnad, Miroslav Maj, J. Morzycki, J. W. Wojtkielewicz, A. Swaczynová, Jana Wojcik, J. Dlugosz, M. Nowakowski, M. Renkiewicz, J. Wilczewska, A. Z.
http://linked.open...n/vavai/riv/zamer	Mechanismy regulace růstu a vývoje rostlin na úrovni buněk, orgánů a celých organismů: fyziologické, genetické a molekulárně biologické základy Modulation of signalling and regulatory pathways in normal and cancer cells
issn	0022-2623
number of pages	7 (xsd:int)
is http://linked.open...avai/riv/vysledek of	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

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