The tubulin-bound conformation of discodermolide derived by NMR
studies in solution supports a common pharmacophore model for
epothilone and discodermolide

J 2006

The tubulin-bound conformation of discodermolide derived by NMR studies in solution supports a common pharmacophore model for epothilone and discodermolide

SANCHEZ-PEDREGAL, Victor M; Karel KUBÍČEK; Jens MEILER; Isabelle LYOTHIER; Ian PATERSON et al.

Základní údaje

Originální název

The tubulin-bound conformation of discodermolide derived by NMR studies in solution supports a common pharmacophore model for epothilone and discodermolide

Název česky

NMR studium konformace discodermolidu vázaném na tubulin podporuje společný model farmakoforu pro epothilone a discodermolid

Autoři

SANCHEZ-PEDREGAL, Victor M; Karel KUBÍČEK ; Jens MEILER; Isabelle LYOTHIER; Ian PATERSON a Teresa CARLOMAGNO

Vydání

Angewandte Chemie International Edition, Weinheim, Wiley-VCH Verlag GmbH & Co. 2006, 1433-7851

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10610 Biophysics

Stát vydavatele

Německo

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 10.232

Označené pro přenos do RIV

Ano

Kód RIV

RIV/00216224:14310/06:00032342

Organizační jednotka

Přírodovědecká fakulta

UT WoS

000242285700014

Klíčová slova anglicky

conformation analysis; discodermolide; NMR spectroscopy; structure-activity relationships; tubulin

Štítky

conformation analysis, discodermolide, NMR Spectroscopy, structure-activity relationships, tubulin

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 29. 3. 2010 16:03, doc. Mgr. Karel Kubíček, Ph.D.

Anotace

ORIG CZ

V originále

Bound to have similarities: Although the overall shape of discodermolide bound to tubulin resembles the structure of the free ligand, the precise conformation and orientation of the lactone ring are different. A partially overlapping pharmacophore model supported by protein-mediated interligand NOE signals is proposed to explain the similar (but not fully equivalent) biological activity of discodermolide and epothilone A.

Česky

Vázané vykazují podobnosti: Přestože je celkový tvar discodermolidu navázaného na tubulin vvelmi podobný tvaru ve volné formě, orientace a konformace laktonového kruhu jsou jiné. K vysvětlení podobných (ne však plně ekvivalentních) biologických funkcí navrhujeme částečně překrývající se farmakoforový model podporovaný interliganovými NOE signálu.

Citovat

SANCHEZ-PEDREGAL, Victor M; Karel KUBÍČEK; Jens MEILER; Isabelle LYOTHIER; Ian PATERSON a Teresa CARLOMAGNO. The tubulin-bound conformation of discodermolide derived by NMR studies in solution supports a common pharmacophore model for epothilone and discodermolide. Angewandte Chemie International Edition. Weinheim: Wiley-VCH Verlag GmbH & Co., 2006, roč. 45, č. 44, s. 7388-7394. ISSN 1433-7851.

@article{724892,
   author = {SanchezandPedregal, Victor M and Kubíček, Karel and Meiler, Jens and Lyothier, Isabelle and Paterson, Ian and Carlomagno, Teresa},
   article_location = {Weinheim},
   article_number = {44},
   keywords = {conformation analysis; discodermolide; NMR spectroscopy; structure-activity relationships; tubulin},
   language = {eng},
   issn = {1433-7851},
   journal = {Angewandte Chemie International Edition},
   title = {The tubulin-bound conformation of discodermolide derived by NMR studies in solution supports a common pharmacophore model for epothilone and discodermolide},
   url = {http://www3.interscience.wiley.com/cgi-bin/abstract/113394631/ABSTRACT?CRETRY=1&SRETRY=0},
   volume = {45},
   year = {2006}
}

TY  - JOUR
ID  - 724892
AU  - Sanchez-Pedregal, Victor M - Kubíček, Karel - Meiler, Jens - Lyothier, Isabelle - Paterson, Ian - Carlomagno, Teresa
PY  - 2006
TI  - The tubulin-bound conformation of discodermolide derived by NMR studies in solution supports a common pharmacophore model for epothilone and discodermolide
JF  - Angewandte Chemie International Edition
VL  - 45
IS  - 44
SP  - 7388-7394
EP  - 7388-7394
PB  - Wiley-VCH Verlag GmbH & Co.
SN  - 14337851
KW  - conformation analysis
KW  - discodermolide
KW  - NMR spectroscopy
KW  - structure-activity relationships
KW  - tubulin
UR  - http://www3.interscience.wiley.com/cgi-bin/abstract/113394631/ABSTRACT?CRETRY=1&SRETRY=0
N2  - Bound to have similarities: Although the overall shape of discodermolide bound to tubulin resembles the structure of the free ligand, the precise conformation and orientation of the lactone ring are different. A partially overlapping pharmacophore model supported by protein-mediated interligand NOE signals is proposed to explain the similar (but not fully equivalent) biological activity of discodermolide and epothilone A.
ER  -

SANCHEZ-PEDREGAL, Victor M; Karel KUBÍČEK; Jens MEILER; Isabelle LYOTHIER; Ian PATERSON a Teresa CARLOMAGNO. The tubulin-bound conformation of discodermolide derived by NMR studies in solution supports a common pharmacophore model for epothilone and discodermolide. \textit{Angewandte Chemie International Edition}. Weinheim: Wiley-VCH Verlag GmbH \&{} Co., 2006, roč.~45, č.~44, s.~7388-7394. ISSN~1433-7851.

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