메뉴 건너뛰기




Volumn 10, Issue 6, 2003, Pages 649-654

Stereochemistry in clinical medicine: A neurological perspective

Author keywords

Chirality; Enantiomers; Stereoisomers

Indexed keywords

ANTICONVULSIVE AGENT; ANTIPARKINSON AGENT; APOMORPHINE; BARBITURIC ACID DERIVATIVE; CHOLINESTERASE INHIBITOR; CLOPIDOGREL; DICLOFENAC; ENTACAPONE; ETHOSUXIMIDE; ETIRACETAM; HEXOBARBITAL; IBUPROFEN; INDOMETACIN; KETOROLAC; LEVODOPA; METHYLPHENOBARBITAL; NAPROXEN; OXCARBAZEPINE; PENTOBARBITAL; PHENOBARBITAL; PLASMA PROTEIN; REMACEMIDE; RIVASTIGMINE; SECOBARBITAL; SELEGILINE; THIAMYLAL; THIOPENTAL; TIAGABINE; UNINDEXED DRUG; VIGABATRIN;

EID: 0242390952     PISSN: 09675868     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jocn.2002.10.001     Document Type: Review
Times cited : (37)

References (40)
  • 1
    • 0009705193 scopus 로고
    • Stereochemistry and its relevance in anaesthesiology
    • Mather LE, Rutten AJ. Stereochemistry and its relevance in anaesthesiology. Curr Opin Anaesthesiol 1991; 4: 473-479.
    • (1991) Curr Opin Anaesthesiol , vol.4 , pp. 473-479
    • Mather, L.E.1    Rutten, A.J.2
  • 2
    • 0029999950 scopus 로고    scopus 로고
    • Drug chirality and its clinical significance
    • Hutt AJ, Tan SC. Drug chirality and its clinical significance. Drugs 1996; 52(Suppl 5): 1-12.
    • (1996) Drugs , vol.52 , Issue.SUPPL. 5 , pp. 1-12
    • Hutt, A.J.1    Tan, S.C.2
  • 3
    • 0026795741 scopus 로고
    • Effect of chirality on pharmacokinetics and pharmacodynamics
    • Crom WR. Effect of chirality on pharmacokinetics and pharmacodynamics. Am J Hosp Pharm 1992; 49(Suppl 1): S9-S14.
    • (1992) Am J Hosp Pharm , vol.49 , Issue.SUPPL. 1
    • Crom, W.R.1
  • 4
    • 0023025052 scopus 로고
    • Stereochemistry: A source of problems in medicinal chemistry
    • Ariens EJ. Stereochemistry: a source of problems in medicinal chemistry. Med Res Rev 1986; 6: 451-466.
    • (1986) Med Res Rev , vol.6 , pp. 451-466
    • Ariens, E.J.1
  • 5
    • 84995190716 scopus 로고
    • Isomerism an anaesthetic drugs
    • Calvey TN. Isomerism an anaesthetic drugs. Acta Anaesthesiol Scand 1995; 39(Suppl 106): 83-90.
    • (1995) Acta Anaesthesiol Scand , vol.39 , Issue.SUPPL. 106 , pp. 83-90
    • Calvey, T.N.1
  • 7
    • 0031868916 scopus 로고    scopus 로고
    • Chirality in anaesthesia - Ropivacaine, ketamine and thiopentone
    • Mather LE, Edwards. Chirality in anaesthesia - ropivacaine, ketamine and thiopentone. Curr Opin Anaesthesiol 1998; 11: 383-390.
    • (1998) Curr Opin Anaesthesiol , vol.11 , pp. 383-390
    • Mather, L.E.1    Edwards2
  • 8
    • 0002128309 scopus 로고
    • The early history of stereochemistry. From the discovery of molecular asymmetry and the first resolution of a racemate by Pasteur to the asymmetrical chiral carbon of van't Hoff and Le Bel
    • Wainer IW (ed). Marcel Dekker, New York
    • Drayer DE. The early history of stereochemistry. From the discovery of molecular asymmetry and the first resolution of a racemate by Pasteur to the asymmetrical chiral carbon of van't Hoff and Le Bel. In: Wainer IW (ed) Drug Stereochemistry Analytical Methods and Pharmacology. second ed. Marcel Dekker, New York 1993; 1-24.
    • (1993) Drug Stereochemistry Analytical Methods and Pharmacology. Second Ed. , pp. 1-24
    • Drayer, D.E.1
  • 9
    • 85007731541 scopus 로고    scopus 로고
    • When I use a word ...: Grapes
    • Aronson J. When I use a word ...: Grapes. BMJ 1998; 317: 688-689.
    • (1998) BMJ , vol.317 , pp. 688-689
    • Aronson, J.1
  • 10
    • 34250557159 scopus 로고
    • The specification of asymmetric configuration in organic chemistry
    • Cahn RS, Ingold CK, Prelog V. The specification of asymmetric configuration in organic chemistry. Experientia 1956; 1: 81-124.
    • (1956) Experientia , vol.1 , pp. 81-124
    • Cahn, R.S.1    Ingold, C.K.2    Prelog, V.3
  • 11
    • 0014208039 scopus 로고
    • Aromatic amino acids and modification of Parkinsonism
    • Cotzias GC, Van Woert MH, Schiffer LM. Aromatic amino acids and modification of Parkinsonism. NEJM 1967; 276: 374-379.
    • (1967) NEJM , vol.276 , pp. 374-379
    • Cotzias, G.C.1    Van Woert, M.H.2    Schiffer, L.M.3
  • 12
    • 0014673226 scopus 로고
    • Modification of Parkinsonism - Chronic treatment with L-Dopa
    • Cotzias GC, Papavasiliou PS, Gallene R. Modification of Parkinsonism - chronic treatment with L-Dopa. NEJM 1969; 280: 337-345.
    • (1969) NEJM , vol.280 , pp. 337-345
    • Cotzias, G.C.1    Papavasiliou, P.S.2    Gallene, R.3
  • 14
    • 0035085603 scopus 로고    scopus 로고
    • Effects of R- and S-apomorphine on MPTP-induced nigro-striatal dopamine neuronal loss
    • Grunblatt E, Mandel S, Maor G, Youdim MB. Effects of R- and S-apomorphine on MPTP-induced nigro-striatal dopamine neuronal loss. J Neurochem 2001; 77: 146-156.
    • (2001) J Neurochem , vol.77 , pp. 146-156
    • Grunblatt, E.1    Mandel, S.2    Maor, G.3    Youdim, M.B.4
  • 15
    • 0028203007 scopus 로고
    • Inhibition of soluble catechol-O-methyltransferase and single dose pharmacokinetics after oral and intravenous administration of entacapone
    • Keranen T, Gordin A, Karlsson M, Korpela K, Pentikainen PJ et al. Inhibition of soluble catechol-O-methyltransferase and single dose pharmacokinetics after oral and intravenous administration of entacapone. Eur J Clin Pharmacol 1994; 46: 151-157.
    • (1994) Eur J Clin Pharmacol , vol.46 , pp. 151-157
    • Keranen, T.1    Gordin, A.2    Karlsson, M.3    Korpela, K.4    Pentikainen, P.J.5
  • 16
    • 0020319708 scopus 로고
    • Structural specificity of barbiturates and related drugs
    • Andrews PR, Mark LC. Structural specificity of barbiturates and related drugs. Anesthesiology 1982; 57: 314-320.
    • (1982) Anesthesiology , vol.57 , pp. 314-320
    • Andrews, P.R.1    Mark, L.C.2
  • 17
    • 0029838492 scopus 로고    scopus 로고
    • Pharmacokinetics of thiopental and pentobarbital enantiomers after intravenous administration of racemic thiopental
    • Nguyen KT, Stephens DP, McLeish MJ, Crankshaw DP, Morgan DJ. Pharmacokinetics of thiopental and pentobarbital enantiomers after intravenous administration of racemic thiopental. Anesth Analg 1996; 83: 552-558.
    • (1996) Anesth Analg , vol.83 , pp. 552-558
    • Nguyen, K.T.1    Stephens, D.P.2    McLeish, M.J.3    Crankshaw, D.P.4    Morgan, D.J.5
  • 18
    • 0030941624 scopus 로고    scopus 로고
    • Pharmacokinetics of thiopentone enantiomers following intravenous injection or prolonged infusion of rac-thiopentone
    • Cordato DJ, Gross AS, Herkes GK, Mather LE. Pharmacokinetics of thiopentone enantiomers following intravenous injection or prolonged infusion of rac-thiopentone. Br J Clin Pharmacol 1997; 43: 355-362.
    • (1997) Br J Clin Pharmacol , vol.43 , pp. 355-362
    • Cordato, D.J.1    Gross, A.S.2    Herkes, G.K.3    Mather, L.E.4
  • 19
    • 0032712615 scopus 로고    scopus 로고
    • Pharmacokinetics of thiopental enantiomers during and following prolonged high-dose therapy
    • Cordato DJ, Mather LE, Gross AS, Herkes GK. Pharmacokinetics of thiopental enantiomers during and following prolonged high-dose therapy. Anesthesiology 1999; 91: 1693-1702.
    • (1999) Anesthesiology , vol.91 , pp. 1693-1702
    • Cordato, D.J.1    Mather, L.E.2    Gross, A.S.3    Herkes, G.K.4
  • 21
    • 0026660491 scopus 로고
    • Determination of the R-(-)- and S-(+)-enantiomers of the monohydroxylated metabolite of oxcarbazepine in human plasma by enantioselective high-performance liquid chromatography
    • Flesch G, Francotte E, Hell F, Degen PH. Determination of the R-(-)- and S-(+)-enantiomers of the monohydroxylated metabolite of oxcarbazepine in human plasma by enantioselective high-performance liquid chromatography. J Chromatogr A 1992; 581: 147-151.
    • (1992) J Chromatogr A , vol.581 , pp. 147-151
    • Flesch, G.1    Francotte, E.2    Hell, F.3    Degen, P.H.4
  • 23
    • 0033391871 scopus 로고    scopus 로고
    • Enantioselective pharmacokinetics of 10-hydroxycarbazepine after oral administration of oxcarbazepine to healthy Chinese subjects
    • Volosov A, Xiaodong S, Perucca E, Yagen B, Sintov A, Bialer M. Enantioselective pharmacokinetics of 10-hydroxycarbazepine after oral administration of oxcarbazepine to healthy Chinese subjects. Clin Pharmacol Therap 1999; 66: 547-553.
    • (1999) Clin Pharmacol Therap , vol.66 , pp. 547-553
    • Volosov, A.1    Xiaodong, S.2    Perucca, E.3    Yagen, B.4    Sintov, A.5    Bialer, M.6
  • 24
    • 0026957969 scopus 로고
    • Vigabatrin-plasma enantiomer concentrations and clinical effects
    • Sheean G, Schramm T, Anderson DS, Eadie MJ. Vigabatrin-plasma enantiomer concentrations and clinical effects. Clin Exp Neurol 1992; 29: 107-116.
    • (1992) Clin Exp Neurol , vol.29 , pp. 107-116
    • Sheean, G.1    Schramm, T.2    Anderson, D.S.3    Eadie, M.J.4
  • 25
    • 0028365784 scopus 로고
    • New antiepileptic drugs
    • Harden CL. New antiepileptic drugs. Neurology 1994; 44: 787-795.
    • (1994) Neurology , vol.44 , pp. 787-795
    • Harden, C.L.1
  • 26
    • 84951655736 scopus 로고
    • New antiepileptic drugs. A review of their current status and clinical potential
    • Patsalos PN, Duncan JS. New antiepileptic drugs. A review of their current status and clinical potential. CNS Drugs 1994; 2: 40-77.
    • (1994) CNS Drugs , vol.2 , pp. 40-77
    • Patsalos, P.N.1    Duncan, J.S.2
  • 27
  • 28
    • 0031938906 scopus 로고    scopus 로고
    • A review of its pharmacodynamic and pharmacokinetic properties and therapeutic potential in the management of epilepsy
    • Adkins JC, Noble S. Tiagabine. A review of its pharmacodynamic and pharmacokinetic properties and therapeutic potential in the management of epilepsy. Drugs 1998; 55: 437-460.
    • (1998) Drugs , vol.55 , pp. 437-460
    • Adkins, J.C.1    Tiagabine, N.S.2
  • 29
    • 0021086740 scopus 로고
    • The metabolic chiral inversion of 2-arylproprionic acids - A novel route with pharmacological consequences
    • Hutt AJ, Caldwell J. The metabolic chiral inversion of 2-arylproprionic acids - a novel route with pharmacological consequences. J Pharm Pharm 1983; 35: 693-704.
    • (1983) J Pharm Pharm , vol.35 , pp. 693-704
    • Hutt, A.J.1    Caldwell, J.2
  • 30
    • 0028149258 scopus 로고
    • Drug chirality: On the mechanism of R-aryl proprionic acid class NSAIDs. Epimerization in humans and the clinical implications for the use of racemates
    • Wechter WJ. Drug chirality: on the mechanism of R-aryl proprionic acid class NSAIDs. Epimerization in humans and the clinical implications for the use of racemates. J Clin Pharmacol 1994; 34: 1036-1042.
    • (1994) J Clin Pharmacol , vol.34 , pp. 1036-1042
    • Wechter, W.J.1
  • 31
    • 0028960702 scopus 로고
    • Enantioselective disposition of ibuprofen in elderly persons with and without renal impairment
    • Rudy AC, Knight PM, Brater DC, Hall SD. Enantioselective disposition of ibuprofen in elderly persons with and without renal impairment. J Pharmacol Exp Ther 1995; 273: 88-93.
    • (1995) J Pharmacol Exp Ther , vol.273 , pp. 88-93
    • Rudy, A.C.1    Knight, P.M.2    Brater, D.C.3    Hall, S.D.4
  • 33
    • 0033893537 scopus 로고    scopus 로고
    • Tramadol: A review of its use in perioperative pain
    • Scott LJ, Perry CM. Tramadol: a review of its use in perioperative pain. Drugs 2000; 60: 139-176.
    • (2000) Drugs , vol.60 , pp. 139-176
    • Scott, L.J.1    Perry, C.M.2
  • 34
    • 0023635559 scopus 로고
    • Comparison of L-baclofen and racemic baclofen in trigeminal neuralgia
    • Fromm GH, Terrence CF. Comparison of L-baclofen and racemic baclofen in trigeminal neuralgia. Neurology 1987; 37: 1725-1728.
    • (1987) Neurology , vol.37 , pp. 1725-1728
    • Fromm, G.H.1    Terrence, C.F.2
  • 35
    • 0003190954 scopus 로고
    • A chiral challenge to the pharmacokinetic and pharmacodynamic assessment of bioavailability and bioequivalence
    • Wainer IW (ed). Marcel Dekker, New York
    • Longstreth JA, Verapamil. A chiral challenge to the pharmacokinetic and pharmacodynamic assessment of bioavailability and bioequivalence. In: Wainer IW (ed) Drug Stereochemistry Analytical Methods and Pharmacology. Second ed. Marcel Dekker, New York 1993; 315-336.
    • (1993) Drug Stereochemistry Analytical Methods and Pharmacology. Second Ed. , pp. 315-336
    • Longstreth, J.A.1    Verapamil2
  • 36
    • 0034872136 scopus 로고    scopus 로고
    • Pharmacogenetics of warfarin and its clinical implications
    • Takahashi H, Echizen H. Pharmacogenetics of warfarin and its clinical implications. Clin Pharmcokinet 2001; 40: 587-603.
    • (2001) Clin Pharmcokinet , vol.40 , pp. 587-603
    • Takahashi, H.1    Echizen, H.2
  • 37
    • 0030700392 scopus 로고    scopus 로고
    • Human liver cytochrome P450 enzymes involved in the 7-hydroxylation of R- and S-warfarin enantiomers
    • Yamazaki H, Shimada T. Human liver cytochrome P450 enzymes involved in the 7-hydroxylation of R- and S-warfarin enantiomers. Biochem Pharmacol 1997; 54: 1195-1203.
    • (1997) Biochem Pharmacol , vol.54 , pp. 1195-1203
    • Yamazaki, H.1    Shimada, T.2
  • 38
    • 0037133519 scopus 로고    scopus 로고
    • Kinetic and structural studies on the interaction of cholinesterases with the anti-Alzheimer drug rivastigmine
    • Bar-On P, Millard CB, Harel M, Dvir H, Enz A, Sussman JL et al. Kinetic and structural studies on the interaction of cholinesterases with the anti-Alzheimer drug rivastigmine. Biochemistry 2002; 41: 3555-3564.
    • (2002) Biochemistry , vol.41 , pp. 3555-3564
    • Bar-On, P.1    Millard, C.B.2    Harel, M.3    Dvir, H.4    Enz, A.5    Sussman, J.L.6
  • 39
    • 0030590746 scopus 로고    scopus 로고
    • A randomized, blinded, trial of clopidogrel versus aspirin in patients at risk of ischaemic events (CAPRIE)
    • CAPRIE Steering Committee. A randomized, blinded, trial of clopidogrel versus aspirin in patients at risk of ischaemic events (CAPRIE). Lancet 1996; 348: 1329-1339.
    • (1996) Lancet , vol.348 , pp. 1329-1339
  • 40
    • 0034712572 scopus 로고    scopus 로고
    • Chiral switches
    • Tucker GT. Chiral switches. Lancet 2000; 355(9209): 1085-1087.
    • (2000) Lancet , vol.355 , Issue.9209 , pp. 1085-1087
    • Tucker, G.T.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.