PMID- 3791493
OWN - NLM
STAT- MEDLINE
DCOM- 19870212
LR  - 20190824
IS  - 0009-2797 (Print)
IS  - 0009-2797 (Linking)
VI  - 60
IP  - 3
DP  - 1986 Dec
TI  - Inhibition of acetyl-coenzyme A dependent activation of N-hydroxyarylamines by 
      phenolic compounds, pentachlorophenol and 1-nitro-2-naphthol.
PG  - 275-85
AB  - Pentachlorophenol (PCP) and 1-nitro-2-naphthol were found to be potent inhibitors 
      of enzymatic acetyl-CoA dependent activation, which is suggested as proceeding 
      through direct O-acetylation, of N-hydroxyarylamines to tRNA binding by liver 
      cytosolic enzymes from hamsters and rats. IC50 values of PCP for the activation 
      of 2-hydroxyamino-6-methyldipyrido[1,2-a:3',2'-d]imidazole (N-OH-Glu-P-1), 
      3-hydroxyamino-1-methyl-5H-pyrido[4,3-b]indole (N-OH-Trp-P-2) and 
      N-hydroxy-2-aminofluorene (N-OH-AF) were 20, 25 and 17 microM, respectively, in 
      hamster cytosol system. Similar inhibition was observed with rat liver cytosol 
      (IC50 values of PCP and 1-nitro-2-naphthol were 13 and 12 microM, respectively, 
      for the binding of N-OH-Glu-P-1). PCP is known as an inhibitor of 
      sulfotransferase; however, another potent inhibitor of sulfotransferase, 
      2,6-dichloro-4-nitrophenol, did not inhibit the acetyl-CoA dependent binding. 
      Antibiotic thiolactomycin, which inhibits bacterial O-acetyltransferase, did not 
      affect the activation by hamster and rat cytosol, indicating the difference in 
      property between bacterial and mammalian enzymes. The kinetic data obtained with 
      hamster cytosol suggested the competitive inhibition of PCP with substrate, 
      N-OH-Glu-P-1, and non-competitive inhibition with acetyl-CoA. In addition to the 
      O-acetylation, PCP and 1-nitro-2-naphthol also inhibited N-acetylation of 
      arylamines and N,O-acetyltransfer reaction of N-hydroxy-2-acetylaminofluorene 
      (N-OH-AAF) by hamster cytosol. IC50 values for these two types of acetyltransfer 
      reactions, however, were slightly higher than those observed for acetyl-CoA 
      dependent activations of N-hydroxyarylamines.
FAU - Shinohara, A
AU  - Shinohara A
FAU - Saito, K
AU  - Saito K
FAU - Yamazoe, Y
AU  - Yamazoe Y
FAU - Kamataki, T
AU  - Kamataki T
FAU - Kato, R
AU  - Kato R
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PL  - Ireland
TA  - Chem Biol Interact
JT  - Chemico-biological interactions
JID - 0227276
RN  - 0 (Carbolines)
RN  - 0 (Chlorophenols)
RN  - 0 (Fluorenes)
RN  - 0 (Imidazoles)
RN  - 0 (Naphthalenes)
RN  - 61M94X4V24 (N-hydroxy-2-aminofluorene)
RN  - 72-89-9 (Acetyl Coenzyme A)
RN  - 73341-53-4 (2-hydroxyamino-6-methyldipyrido(1,2-a-3',2'-d)imidazole)
RN  - 74317-45-6 (3-hydroxyamino-1-methyl-5H-pyrido(4,3-b)indole)
RN  - A51NP1DL2T (1-nitronaphthalene)
RN  - D9BSU0SE4T (Pentachlorophenol)
SB  - IM
MH  - Acetyl Coenzyme A/*metabolism
MH  - Animals
MH  - Carbolines/*pharmacology
MH  - Chlorophenols/*pharmacology
MH  - Cricetinae
MH  - Cytosol/drug effects/metabolism
MH  - Fluorenes/*pharmacology
MH  - Imidazoles/*pharmacology
MH  - Liver/drug effects/metabolism
MH  - Male
MH  - Mesocricetus
MH  - Naphthalenes/*pharmacology
MH  - Pentachlorophenol/*pharmacology
MH  - Rats
MH  - Rats, Inbred Strains
EDAT- 1986/12/01 00:00
MHDA- 1986/12/01 00:01
CRDT- 1986/12/01 00:00
PHST- 1986/12/01 00:00 [pubmed]
PHST- 1986/12/01 00:01 [medline]
PHST- 1986/12/01 00:00 [entrez]
AID - 0009-2797(86)90058-X [pii]
AID - 10.1016/0009-2797(86)90058-x [doi]
PST - ppublish
SO  - Chem Biol Interact. 1986 Dec;60(3):275-85. doi: 10.1016/0009-2797(86)90058-x.