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.

Basic information

Original name

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

Name in Czech

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

Authors

SANCHEZ-PEDREGAL, Victor M (724 Spain), Karel KUBÍČEK (203 Czech Republic, guarantor), Jens MEILER (276 Germany), Isabelle LYOTHIER (250 France), Ian PATERSON (826 United Kingdom of Great Britain and Northern Ireland) and Teresa CARLOMAGNO (380 Italy)

Edition

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

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10610 Biophysics

Country of publisher

Germany

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 10.232

RIV identification code

RIV/00216224:14310/06:00032342

Organization unit

Faculty of Science

UT WoS

000242285700014

Keywords in English

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

Abstract

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.

In Czech

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 and 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, vol. 45, No 44, p. 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 and 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, vol.~45, No~44, p.~7388-7394. ISSN~1433-7851.

Detailed Information on Publication Record