Crystal structure analysis of warfarin binding to human serum albumin: anatomy of drug site I

I Petitpas, AA Bhattacharya, S Twine, M East… - Journal of Biological …, 2001 - ASBMB
Human serum albumin (HSA) is an abundant transport protein found in plasma that binds a
wide variety of drugs in two primary binding sites (I and II) and can have a significant impact …

Warfarin: history, tautomerism and activity

WR Porter - Journal of computer-aided molecular design, 2010 - Springer
The anticoagulant drug warfarin, normally administered as the racemate, can exist in
solution in potentially as many as 40 topologically distinct tautomeric forms. Only 11 of these …

Warfarin: metabolism and mode of action

BK Park - Biochemical pharmacology, 1988 - Elsevier
The various stages involved in the transport, pharmacological action and elimination of
warfarin involve the specific binding of warfarin to a chiral macromolecular complex …

An asymmetric approach to coumarin anticoagulants via hetero-Diels–Alder cycloaddition

G Cravotto, GM Nano, G Palmisano… - Tetrahedron …, 2001 - Elsevier
We have developed a general, two-step protocol for the synthesis of chiral non-racemic
coumarin anticoagulants (eg warfarin, coumachlor and acenocoumarol). This approach …

Synthesis and structure–activity relationships of novel warfarin derivatives

M Gebauer - Bioorganic & medicinal chemistry, 2007 - Elsevier
4-Hydroxycoumarins such as warfarin 1 have been the mainstay of oral anticoagulation
therapy for over 20 years. Yet little detail is known about the molecular interactions between …

Structural forms of phenprocoumon and warfarin that are metabolized at the active site of CYP2C9

M He, KR Korzekwa, JP Jones, AE Rettie… - Archives of biochemistry …, 1999 - Elsevier
Possible reasons for the observed differences in metabolic behavior and drug interaction
liability between the structurally similar oral anticoagulants warfarin and phenprocoumon …

Tautomerism of warfarin: combined chemoinformatics, quantum chemical, and NMR investigation

L Guasch, ML Peach, MC Nicklaus - The Journal of organic …, 2015 - ACS Publications
Warfarin, an important anticoagulant drug, can exist in solution in 40 distinct tautomeric
forms through both prototropic tautomerism and ring–chain tautomerism. We have …

Interaction of ochratoxin A with human serum albumin. A common binding site of ochratoxin A and warfarin in subdomain IIA

YV Il'ichev, JL Perry, JD Simon - The Journal of Physical Chemistry …, 2002 - ACS Publications
Optical spectroscopy was used to examine the binding of ochratoxin A (OTA) and warfarin
(WAR) to human serum albumin (HSA). Both molecules in the deprotonated form showed …

Enumeration of Ring–Chain Tautomers Based on SMIRKS Rules

L Guasch, M Sitzmann, MC Nicklaus - Journal of Chemical …, 2014 - ACS Publications
A compound exhibits (prototropic) tautomerism if it can be represented by two or more
structures that are related by a formal intramolecular movement of a hydrogen atom from …

The spectrophysics of warfarin: Implications for protein binding

BCG Karlsson, AM Rosengren… - The Journal of …, 2007 - ACS Publications
The photophysical behavior of the isomers of the anticoagulant drug warfarin in various
solvents and solvent mixtures was investigated using absorption, 1H NMR, and steady-state …