Literature DB >> 7867663

The metabolism of alicyclic amines to reactive iminium ion intermediates.

J W Gorrod1, G Aislaitner.   

Abstract

The evidence implicating the formation of iminium ions as reactive intermediates in the metabolism of alicyclic amines has been reviewed. The mechanism of formation of iminium ions and their conversion to alpha-carbonyl compounds or demethylated amines is discussed. The use of a simple cyanide trapping technique for iminium ions has been demonstrated to monitor a large number of alicyclic drugs for iminium ion formation. The possible role of iminium ions in the pharmacology and toxicology of alicyclic amines is considered.

Entities:  

Mesh：

Substances：

Year:  1994        PMID： 7867663     DOI： 10.1007/BF03188923

Source DB:  PubMed          Journal:  Eur J Drug Metab Pharmacokinet        ISSN： 0378-7966            Impact factor:   2.441


  31 in total

1.  Letter: Nicotine chemistry. 5'-cyanonicotine.

Authors:  E B Sanders; J F DeBardeleben; T S Osdene
Journal:  J Org Chem       Date:  1975-09-19       Impact factor: 4.354

2.  Selective inhibition of alternative oxidative pathways of nicotine metabolism.

Authors:  J W Gorrod; P Jenner; G Keysell; A H Beckett
Journal:  Chem Biol Interact       Date:  1971-08       Impact factor: 5.192

3.  Modification of nicotine toxicity by pretreatment with different drugs.

Authors:  B C Barrass; J W Blackburn; R W Brimblecombe; P Rich
Journal:  Biochem Pharmacol       Date:  1969-09       Impact factor: 5.858

4.  Enzymatic oxidation of nicotine to nicotine 1'(5') iminium ion. A newly discovered intermediate in the metabolism of nicotine.

Authors:  P J Murphy
Journal:  J Biol Chem       Date:  1973-04-25       Impact factor: 5.157

5.  Cytochrome P-450-dependent nicotine oxidation by liver microsomes of guinea pigs. Immunochemical evidence with antibody against phenobarbital-inducible cytochrome P-450.

Authors:  H Nakayama; T Nakashima; Y Kurogochi
Journal:  Biochem Pharmacol       Date:  1985-07-01       Impact factor: 5.858

6.  The metabolism of nicotine-delta 1'(5')-iminium ion, in vivo and in vitro.

Authors:  J W Gorrod; A R Hibberd
Journal:  Eur J Drug Metab Pharmacokinet       Date:  1982 Oct-Dec       Impact factor: 2.441

7.  Metabolic oxidation of nicotine to chemically reactive intermediates.

Authors:  T L Nguyen; L D Gruenke; N Castagnoli
Journal:  J Med Chem       Date:  1979-03       Impact factor: 7.446

8.  The role of cytochromes P-450 and flavin-containing monooxygenase in the metabolism of (S)-nicotine by rabbit lung.

Authors:  D E Williams; M K Shigenaga; N Castagnoli
Journal:  Drug Metab Dispos       Date:  1990 Jul-Aug       Impact factor: 3.922

9.  Metabolic studies on phencyclidine: characterization of a phencyclidine iminium ion metabolite.

Authors:  M K Hoag; M Schmidt-Peetz; P Lampen; A Trevor; N Castagnoli
Journal:  Chem Res Toxicol       Date:  1988 Mar-Apr       Impact factor: 3.739

10.  The cholinergic properties of some amino-acid esters and amides.

Authors:  B C Barrass; R W Brimblecombe; D C Parkes; P Rich
Journal:  Br J Pharmacol       Date:  1968-10       Impact factor: 8.739
View more
  10 in total

Review 1.  Role of biotransformation studies in minimizing metabolism-related liabilities in drug discovery.

Authors:  Yue-Zhong Shu; Benjamin M Johnson; Tian J Yang
Journal:  AAPS J       Date:  2008-03-13       Impact factor: 4.009

2.  Structure-metabolism-relationships in the microsomal clearance of piperazin-1-ylpyridazines.

Authors:  Sabin Llona-Minguez; Artin Ghassemian; Pawel Baranczewski; Matthieu Desroses; Tobias Koolmeister; Per Artursson; Martin Scobie; Thomas Helleday
Journal:  Medchemcomm       Date:  2017-07-04       Impact factor: 3.597

3.  Metabolism of (-)-(S)-nicotine in the isolated perfused rabbit lung.

Authors:  G Aislaitner; A Bello; S C Tan; A J Hutt; C Marriott; J W Gorrod
Journal:  Eur J Drug Metab Pharmacokinet       Date:  1997 Oct-Dec       Impact factor: 2.441

4.  Metabolism of (-)-(S)-nicotine by guinea pig and rat brain: identification of cotinine.

Authors:  P Jacob; M Ulgen; J W Gorrod
Journal:  Eur J Drug Metab Pharmacokinet       Date:  1997 Oct-Dec       Impact factor: 2.441

5.  Pharmacokinetics and metabolism of N-(2-hydroxyethyl)-2,5-[14C]-pyrrolidine (HEP, Epolamine) in male healthy volunteers.

Authors:  C Giachetti; A Assandri; G Mautone; E Tajana; B Palumbo; R Palumbo
Journal:  Eur J Drug Metab Pharmacokinet       Date:  1996 Jul-Sep       Impact factor: 2.441

6.  Discovery and Evaluation of Enantiopure 9H-pyrimido[4,5-b]indoles as Nanomolar GSK-3β Inhibitors with Improved Metabolic Stability.

Authors:  Stanislav Andreev; Tatu Pantsar; Ahmed El-Gokha; Francesco Ansideri; Mark Kudolo; Débora Bublitz Anton; Giulia Sita; Jenny Romasco; Christian Geibel; Michael Lämmerhofer; Márcia Ines Goettert; Andrea Tarozzi; Stefan A Laufer; Pierre Koch
Journal:  Int J Mol Sci       Date:  2020-10-22       Impact factor: 5.923

7.  Metabolism of 4-Aminopiperidine Drugs by Cytochrome P450s: Molecular and Quantum Mechanical Insights into Drug Design.

Authors:  Hao Sun; Dennis O Scott
Journal:  ACS Med Chem Lett       Date:  2011-06-18       Impact factor: 4.345

8.  Design, synthesis and antibacterial potential of 5-(benzo[d][1,3]dioxol-5-yl)-3-tert-butyl-1-substituted-4,5-dihydropyrazoles.

Authors:  Mohammed F El-Behairy; Tarek E Mazeed; Aida A El-Azzouny; Mohamed N Aboul-Enein
Journal:  Saudi Pharm J       Date:  2014-07-28       Impact factor: 4.330

9.  Application of in vitro Drug Metabolism Studies in Chemical Structure Optimization for the Treatment of Fibrodysplasia Ossificans Progressiva (FOP).

Authors:  Elias C Padilha; Jianyao Wang; Ed Kerns; Arthur Lee; Wenwei Huang; Jian-Kang Jiang; John McKew; Abdul Mutlib; Rosangela G Peccinini; Paul B Yu; Philip Sanderson; Xin Xu
Journal:  Front Pharmacol       Date:  2019-04-24       Impact factor: 5.810

10.  In Vitro Metabolism of Donepezil in Liver Microsomes Using Non-Targeted Metabolomics.

Authors:  Sin-Eun Kim; Hyung-Ju Seo; Yeojin Jeong; Gyung-Min Lee; Seung-Bae Ji; So-Young Park; Zhexue Wu; Sangkyu Lee; Sunghwan Kim; Kwang-Hyeon Liu
Journal:  Pharmaceutics       Date:  2021-06-23       Impact factor: 6.321
  10 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.