Abstract
Purpurin (1,2,4-trihydroxy-9,10-anthraquinone) is a naturally occurring anthraquinone pigment found in species of madder root. We have found that the presence of purpurin in bacterial mutagenicity assays is responsible for a marked inhibition of mutagenicity induced by food-derived heterocyclic amines. Purpurin was found to be a better inhibitor of Trp-P-2-dependent mutagenicity than either epigallocatechin gallate or chlorophyllin both of which are well-established anti-mutagenic components of diet. Inhibition of Trp-P-2(NHOH) mutagenicity by purpurin was dependent upon pH. It was a better inhibitor in neutral than acidic conditions. Purpurin was protective against the direct mutagen Trp-P-2(NHOH) in both the presence and the absence of hepatic S9 but required pre-incubation. Finally, purpurin was responsible for the inhibition of human CYP1A2 and human NADPH-cytochrome P450 reductase and a decrease in the bioactivation of Trp-P-2 by these enzymes when they were expressed in Salmonella typhimurium TA1538ARO. However, inhibition of Trp-P-2(NHOH)-dependent mutations suggests purpurin also has a direct effect on this mutagen in addition to inhibiting its formation by CYP1A2. Copyright (C) 1999 Elsevier Science B.V.
| Original language | English |
|---|---|
| Pages (from-to) | 451-461 |
| Number of pages | 11 |
| Journal | Mutation Research - Genetic Toxicology and Environmental Mutagenesis |
| Volume | 444 |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - Aug 18 1999 |
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Keywords
- Anti-mutagenesis
- CYP
- Heterocyclic amine
- Purpurin
- Trp-P-2
ASJC Scopus subject areas
- Health, Toxicology and Mutagenesis
- Genetics
Cite this
Protection against the bacterial mutagenicity of heterocyclic amines by purpurin, a natural anthraquinone pigment. / Marczylo, Timothy H.; Hayatsu, Toshiko; Arimoto, Sakae; Tada, Mikio; Fujita, Ken Ichi; Kamataki, Tetsuya; Nakayama, Kazuo; Hayatsu, Hikoya.
In: Mutation Research - Genetic Toxicology and Environmental Mutagenesis, Vol. 444, No. 2, 18.08.1999, p. 451-461.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Protection against the bacterial mutagenicity of heterocyclic amines by purpurin, a natural anthraquinone pigment
AU - Marczylo, Timothy H.
AU - Hayatsu, Toshiko
AU - Arimoto, Sakae
AU - Tada, Mikio
AU - Fujita, Ken Ichi
AU - Kamataki, Tetsuya
AU - Nakayama, Kazuo
AU - Hayatsu, Hikoya
PY - 1999/8/18
Y1 - 1999/8/18
N2 - Purpurin (1,2,4-trihydroxy-9,10-anthraquinone) is a naturally occurring anthraquinone pigment found in species of madder root. We have found that the presence of purpurin in bacterial mutagenicity assays is responsible for a marked inhibition of mutagenicity induced by food-derived heterocyclic amines. Purpurin was found to be a better inhibitor of Trp-P-2-dependent mutagenicity than either epigallocatechin gallate or chlorophyllin both of which are well-established anti-mutagenic components of diet. Inhibition of Trp-P-2(NHOH) mutagenicity by purpurin was dependent upon pH. It was a better inhibitor in neutral than acidic conditions. Purpurin was protective against the direct mutagen Trp-P-2(NHOH) in both the presence and the absence of hepatic S9 but required pre-incubation. Finally, purpurin was responsible for the inhibition of human CYP1A2 and human NADPH-cytochrome P450 reductase and a decrease in the bioactivation of Trp-P-2 by these enzymes when they were expressed in Salmonella typhimurium TA1538ARO. However, inhibition of Trp-P-2(NHOH)-dependent mutations suggests purpurin also has a direct effect on this mutagen in addition to inhibiting its formation by CYP1A2. Copyright (C) 1999 Elsevier Science B.V.
AB - Purpurin (1,2,4-trihydroxy-9,10-anthraquinone) is a naturally occurring anthraquinone pigment found in species of madder root. We have found that the presence of purpurin in bacterial mutagenicity assays is responsible for a marked inhibition of mutagenicity induced by food-derived heterocyclic amines. Purpurin was found to be a better inhibitor of Trp-P-2-dependent mutagenicity than either epigallocatechin gallate or chlorophyllin both of which are well-established anti-mutagenic components of diet. Inhibition of Trp-P-2(NHOH) mutagenicity by purpurin was dependent upon pH. It was a better inhibitor in neutral than acidic conditions. Purpurin was protective against the direct mutagen Trp-P-2(NHOH) in both the presence and the absence of hepatic S9 but required pre-incubation. Finally, purpurin was responsible for the inhibition of human CYP1A2 and human NADPH-cytochrome P450 reductase and a decrease in the bioactivation of Trp-P-2 by these enzymes when they were expressed in Salmonella typhimurium TA1538ARO. However, inhibition of Trp-P-2(NHOH)-dependent mutations suggests purpurin also has a direct effect on this mutagen in addition to inhibiting its formation by CYP1A2. Copyright (C) 1999 Elsevier Science B.V.
KW - Anti-mutagenesis
KW - CYP
KW - Heterocyclic amine
KW - Purpurin
KW - Trp-P-2
UR - http://www.scopus.com/inward/record.url?scp=0032853399&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0032853399&partnerID=8YFLogxK
U2 - 10.1016/S1383-5718(99)00109-6
DO - 10.1016/S1383-5718(99)00109-6
M3 - Article
VL - 444
SP - 451
EP - 461
JO - Mutation Research - Genetic Toxicology and Environmental Mutagenesis
JF - Mutation Research - Genetic Toxicology and Environmental Mutagenesis
SN - 1383-5718
IS - 2
ER -