Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats.

Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats. Research Abstract Details 

Research Abstract Table of Contents

Jump to the:

Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats. Abstract Text:

Y Kobayashi,Y Matsuura,E Kotani,T Fukuda,T Aoyagi,S Tobinaga,T Yoshida,Y Kuroiwa,

We investigated the structural requirements for the induction of hepatic microsomal cytochrome P450 2B1/2 (P450 2B1/2) and cytochrome P450 1A1/2 (P450 1A1/2) by imidazole- and pyridine-containing compounds in rats. Clotrimazole, an azole antifungal drug, and 1-diphenylmethylimidazole preferentially induced P450 2B1/2 in a dose-dependent manner, and slightly induced P450 1A1/2. 1-Benzylimidazole preferentially induced P450 1A1/2. 1-Phenylimidazole, which lacks the methylene bridge of 1-benzylimidazole, only induced P450 1A1/2. In turn, loss of aromaticity of the N-substituted moiety of imidazole, as in 1-cyclohexylmethylimidazole and 1-tert-butylimidazole, resulted in a preferential induction of P450 2B1/2. Likewise, various pyridine-containing compounds showed structure-dependent induction of P450 species. Namely, 4-diphenylmethylpyridine induced P450 2B1/2. 4-Benzylpyridine induced both P450 2B1/2 and P450 1A1/2. 4-Cyclohexylmethylpyridine and 4-tert-butylpyridine predominantly induced P450 2B1/2. 4-Phenylpyridine preferentially induced P450 1A1/2 rather than P450 2B1/2. Oxygenation products at the methylene bridge, 4-benzoylpyridine and phenyl-4-pyridylmethanol, could not induce P450 1A1/2. In turn, 2,4'-dipyridyl induced both P450 2B1/2 and P450 1A1/2, but not 2,2'-dipyridyl. 4,4'-Trimethylenedipyridine preferentially induced P450 1A1/2 at very low doses. These findings indicate that imidazole- and pyridine-containing compounds having lipophilic groups are inducers of hepatic P450, and that such compounds having aromatic groups and taking coplanar conformational structures are potent inducers of P450 1A1/2.

Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats. Publishing Authors By Initials

Y Kobayashi,Y Matsuura,E Kotani,T Fukuda,T Aoyagi,S Tobinaga,T Yoshida,Y Kuroiwa,

For similar animals: chordata: vertebrates: mammals: rodentia: muridae: murinae: rats: rats, wistar research abstracts see: animals: chordata: vertebrates: mammals: rodentia: muridae: murinae: rats: rats, wistar research

PUBMED ID PMID:

MEDLINE DATE:

Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Journal of biochemistry

VOLUME: 114

Page Numbers: 697-701

Journal Abbreviation: J. Biochem.

ISSN: 0021-924X

DAY: 19

MONTH: Nov

YEAR: 1993

Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 376600

Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats. Keywords Mesh Terms:

KEYWORDS: Rats, Wistar

MESH TERMS: pharmacology

Chemical & Substance for Abstract: Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats. Information

Substance Name: Cytochrome P-450 Enzyme System

Registry Number: 9035-51-2

Grant and Affiliation Information for Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats.

AFFILIATION: Showa College of Pharmaceutical Sciences, Tokyo.

Country: JAPAN

AGENCY:

GRANT:

ACRONYM:

MEDLINETA: J Biochem

REFSOURCE:

DATABASENAME:

ACCESSION NUMBER:

Number Hits: 0

Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats Related Publications

• Accurate record keeping in referral hospitals in Pakistan's north west frontier province and Punjab: a crucial step needed to improve maternal health.
• Acute mountain sickness with reversible vasospasm.
• Astrocytic swelling in the ipsilateral substantia nigra after occlusion of the middle cerebral artery in rats.
• Centromere repositioning in the X chromosome of XO/XO mammals, Ryukyu spiny rat.
• Characterization of specific antibodies to phenobarbital.
• Cortical evoked potentials in hepatolenticular degeneration.
• Diffusion tensor imaging in chronic subdural hematoma: correlation between clinical signs and fractional anisotropy in the pyramidal tract.
• Electroencephalographic correlates of myoclonus.
• Electrophysiological studies of myoclonus in sialidosis type 2.
• Emergency obstetric care in Punjab, Pakistan: Improvement needed.
• Evaluation of fluoride-labeled boronophenylalanine-PET imaging for the study of radiation effects in patients with glioblastomas.
• Further observations on the effects of aging on the wave form of the somatosensory cortical evoked potential.
• Genome analysis and its significance in four unicellular algae, Cyanidioshyzon merolae, Ostreococcus tauri, Chlamydomonas reinhardtii, and Thalassiosira pseudonana.
• Identification and mitotic partitioning strategies of vacuoles in the unicellular red alga Cyanidioschyzon merolae.
• Jugular phlebectasia: A manometric study in an unanesthetized patient.
• Monitoring malaria control in Khammouane province, Laos: an active case detection survey of Plasmodium falciparum malaria using the Paracheck rapid diagnostic test.
• Novel method for preparing vesicles from a monodisperse emulsion aimed at controlling the size and improving the entrapment yield.
• Parasitic infestation and nutritional status among schoolchildren in Vientiane, Lao PDR.
• Pathology of the cerebral artery in Binswanger's disease in the aged: observation by serial sections and morphometry of the cerebral arteries.
• Percutaneous endoscopic gastrostomy in amyotrophic lateral sclerosis: a word of caution.
• Percutaneous transfemoral hepatic arterial infusion catheter placement with the use of a downsized coaxial catheter system: technical feasibility study.
• Production of cattle lacking prion protein.
• Regional cerebral blood flow after acetazolamide challenge in patients with dural arteriovenous fistula: simple way to evaluate intracranial venous hypertension.
• Short latency somatosensory evoked spinal and scalp-recorded potentials following posterior tibial nerve stimulation in man.
• Structural requirements for the induction of hepatic microsomal cytochrome P450 by imidazole- and pyridine-containing compounds in rats.
• [Cancer of vulva in a 17-year old girl, with special reference to its histological features.]
• [Disagreement between cytology and biochemistry/molecular biology in studies of organelle inheritance--observation]
• [Personality: Dr. Takuo Kuroiwa and home nursing. An interview]
• [Recurrent bacterial meningitis in a case of Crouzon syndrome after craniofacial surgery]
• [Surgical treatment of intramyocardial needles (author's transl)]