PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
17094478-2	2006	The aim of this study was to study the effect of 2,5 bis-[1-aziridinyl]-1,4 benzoquinone (DZQ), an antitumor quinone bioactivated by NQO1, on HeLa and HepG2 cells cultured at various cell densities.	ethylenimine quinone	49-88	NAD(P)H quinone dehydrogenase 1	Homo sapiens	133-137
17094478-2	2006	The aim of this study was to study the effect of 2,5 bis-[1-aziridinyl]-1,4 benzoquinone (DZQ), an antitumor quinone bioactivated by NQO1, on HeLa and HepG2 cells cultured at various cell densities.	ethylenimine quinone	90-93	NAD(P)H quinone dehydrogenase 1	Homo sapiens	133-137
17094478-8	2006	The growth inhibition effect of DZQ, correlated with NQO1 activity within a given cell type, but HepG2 was always much more sensitive to DZQ than HeLa cells, even under conditions where NQO1 activity was high in HeLa but low in HepG2.	ethylenimine quinone	32-35	NAD(P)H quinone dehydrogenase 1	Homo sapiens	53-57
17094478-8	2006	The growth inhibition effect of DZQ, correlated with NQO1 activity within a given cell type, but HepG2 was always much more sensitive to DZQ than HeLa cells, even under conditions where NQO1 activity was high in HeLa but low in HepG2.	ethylenimine quinone	32-35	NAD(P)H quinone dehydrogenase 1	Homo sapiens	186-190
17094478-9	2006	CONCLUSION: These results suggest that NQO1 activity is a major factor for DZQ bioactivation, but this enzyme is not likely the sole factor involved in the growth inhibition mediated by DZQ.	ethylenimine quinone	75-78	NAD(P)H quinone dehydrogenase 1	Homo sapiens	39-43
9690517-3	1998	We have shown earlier that the quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) leads to the increased expression of p21waf1/cip1/sdi1 protein, an inhibitor of cyclin-dependent kinases.	ethylenimine quinone	39-72	cyclin dependent kinase inhibitor 1A	Homo sapiens	116-128
11211879-3	2000	DZQ-induced DNA adduct was first formed in the radiolabeled restriction enzyme DNA fragment, and excision of the DNA adduct was analyzed following treatment with homogeneous 3-methyladenine-DNA glycosylase from E. coli, rat, and human, respectively.	ethylenimine quinone	0-3	N-methylpurine DNA glycosylase	Homo sapiens	174-205
9690517-8	1998	Restoration of wild type p53 status in HL60 myeloid leukemia cells significantly increases the cells" sensitivity to the cytotoxic effects of DZQ.	ethylenimine quinone	142-145	tumor protein p53	Homo sapiens	25-28
9690517-3	1998	We have shown earlier that the quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) leads to the increased expression of p21waf1/cip1/sdi1 protein, an inhibitor of cyclin-dependent kinases.	ethylenimine quinone	39-72	cyclin dependent kinase inhibitor 1A	Homo sapiens	129-133
9690517-3	1998	We have shown earlier that the quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) leads to the increased expression of p21waf1/cip1/sdi1 protein, an inhibitor of cyclin-dependent kinases.	ethylenimine quinone	74-77	cyclin dependent kinase inhibitor 1A	Homo sapiens	116-128
9690517-3	1998	We have shown earlier that the quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) leads to the increased expression of p21waf1/cip1/sdi1 protein, an inhibitor of cyclin-dependent kinases.	ethylenimine quinone	74-77	cyclin dependent kinase inhibitor 1A	Homo sapiens	129-133
9690517-4	1998	Because p21 has been established as an important negative regulator of the cell cycle, we further investigated the molecular basis of p21 induction by DZQ.	ethylenimine quinone	151-154	cyclin dependent kinase inhibitor 1A	Homo sapiens	8-11
9690517-4	1998	Because p21 has been established as an important negative regulator of the cell cycle, we further investigated the molecular basis of p21 induction by DZQ.	ethylenimine quinone	151-154	cyclin dependent kinase inhibitor 1A	Homo sapiens	134-137
9690517-5	1998	Here we report that the induction of p21 by DZQ is regulated at the transcriptional level, and requires the activation of p53, a tumor suppressor protein.	ethylenimine quinone	44-47	cyclin dependent kinase inhibitor 1A	Homo sapiens	37-40
9690517-5	1998	Here we report that the induction of p21 by DZQ is regulated at the transcriptional level, and requires the activation of p53, a tumor suppressor protein.	ethylenimine quinone	44-47	tumor protein p53	Homo sapiens	122-125
9690517-6	1998	In cells that lack functional p53 protein, DZQ-mediated p21 induction is greatly diminished.	ethylenimine quinone	43-46	tumor protein p53	Homo sapiens	30-33
9690517-6	1998	In cells that lack functional p53 protein, DZQ-mediated p21 induction is greatly diminished.	ethylenimine quinone	43-46	cyclin dependent kinase inhibitor 1A	Homo sapiens	56-59
9690517-7	1998	However, the introduction of a wild type p53 gene into p53-negative cells restores the strong DZQ-inducibility of p21.	ethylenimine quinone	94-97	tumor protein p53	Homo sapiens	41-44
9690517-7	1998	However, the introduction of a wild type p53 gene into p53-negative cells restores the strong DZQ-inducibility of p21.	ethylenimine quinone	94-97	tumor protein p53	Homo sapiens	55-58
9690517-7	1998	However, the introduction of a wild type p53 gene into p53-negative cells restores the strong DZQ-inducibility of p21.	ethylenimine quinone	94-97	cyclin dependent kinase inhibitor 1A	Homo sapiens	114-117
8943236-7	1996	The redox transitions of DZQ involved hydroxyl radical formation and were strongly inhibited by catalase, whereas those of AZQ showed a strong superoxide anion component sensitive to superoxide dismutase.	ethylenimine quinone	25-28	catalase	Homo sapiens	96-104
9586815-1	1998	Reactive oxygen species generated during the metabolism of the antitumor quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) in human colonic carcinoma HCT116 cells lead to the induction of p21 (WAF1, Cip1, or sdi1), an upstream regulator of the retinoblastoma gene product pRb involved G1 cell cycle control.	ethylenimine quinone	81-114	cyclin dependent kinase inhibitor 1A	Homo sapiens	186-189
9586815-1	1998	Reactive oxygen species generated during the metabolism of the antitumor quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) in human colonic carcinoma HCT116 cells lead to the induction of p21 (WAF1, Cip1, or sdi1), an upstream regulator of the retinoblastoma gene product pRb involved G1 cell cycle control.	ethylenimine quinone	81-114	cyclin dependent kinase inhibitor 1A	Homo sapiens	191-195
9586815-1	1998	Reactive oxygen species generated during the metabolism of the antitumor quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) in human colonic carcinoma HCT116 cells lead to the induction of p21 (WAF1, Cip1, or sdi1), an upstream regulator of the retinoblastoma gene product pRb involved G1 cell cycle control.	ethylenimine quinone	81-114	cyclin dependent kinase inhibitor 1A	Homo sapiens	197-201
9586815-1	1998	Reactive oxygen species generated during the metabolism of the antitumor quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) in human colonic carcinoma HCT116 cells lead to the induction of p21 (WAF1, Cip1, or sdi1), an upstream regulator of the retinoblastoma gene product pRb involved G1 cell cycle control.	ethylenimine quinone	81-114	cyclin dependent kinase inhibitor 1A	Homo sapiens	206-210
9586815-1	1998	Reactive oxygen species generated during the metabolism of the antitumor quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) in human colonic carcinoma HCT116 cells lead to the induction of p21 (WAF1, Cip1, or sdi1), an upstream regulator of the retinoblastoma gene product pRb involved G1 cell cycle control.	ethylenimine quinone	81-114	RB transcriptional corepressor 1	Homo sapiens	270-273
9586815-1	1998	Reactive oxygen species generated during the metabolism of the antitumor quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) in human colonic carcinoma HCT116 cells lead to the induction of p21 (WAF1, Cip1, or sdi1), an upstream regulator of the retinoblastoma gene product pRb involved G1 cell cycle control.	ethylenimine quinone	116-119	cyclin dependent kinase inhibitor 1A	Homo sapiens	186-189
9586815-1	1998	Reactive oxygen species generated during the metabolism of the antitumor quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) in human colonic carcinoma HCT116 cells lead to the induction of p21 (WAF1, Cip1, or sdi1), an upstream regulator of the retinoblastoma gene product pRb involved G1 cell cycle control.	ethylenimine quinone	116-119	cyclin dependent kinase inhibitor 1A	Homo sapiens	191-195
9586815-1	1998	Reactive oxygen species generated during the metabolism of the antitumor quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) in human colonic carcinoma HCT116 cells lead to the induction of p21 (WAF1, Cip1, or sdi1), an upstream regulator of the retinoblastoma gene product pRb involved G1 cell cycle control.	ethylenimine quinone	116-119	cyclin dependent kinase inhibitor 1A	Homo sapiens	197-201
9586815-1	1998	Reactive oxygen species generated during the metabolism of the antitumor quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) in human colonic carcinoma HCT116 cells lead to the induction of p21 (WAF1, Cip1, or sdi1), an upstream regulator of the retinoblastoma gene product pRb involved G1 cell cycle control.	ethylenimine quinone	116-119	cyclin dependent kinase inhibitor 1A	Homo sapiens	206-210
9586815-1	1998	Reactive oxygen species generated during the metabolism of the antitumor quinone 3,6-diaziridinyl-1,4-benzoquinone (DZQ) in human colonic carcinoma HCT116 cells lead to the induction of p21 (WAF1, Cip1, or sdi1), an upstream regulator of the retinoblastoma gene product pRb involved G1 cell cycle control.	ethylenimine quinone	116-119	RB transcriptional corepressor 1	Homo sapiens	270-273
9586815-2	1998	We here demonstrate that the cell cycle was arrested in G2/M phase following supplementation with DZQ of human osteosarcoma Saos-2 cells (lacking both p53 and pRb) and HCT116 cells.	ethylenimine quinone	98-101	tumor protein p53	Homo sapiens	151-154
9586815-2	1998	We here demonstrate that the cell cycle was arrested in G2/M phase following supplementation with DZQ of human osteosarcoma Saos-2 cells (lacking both p53 and pRb) and HCT116 cells.	ethylenimine quinone	98-101	RB transcriptional corepressor 1	Homo sapiens	159-162
9586815-3	1998	DZQ also induced p21 and apoptosis in Saos-2 cells.	ethylenimine quinone	0-3	cyclin dependent kinase inhibitor 1A	Homo sapiens	17-20
9343371-17	1997	The metabolism of DZQ and AZQ in BE cells was associated with a significant increase of p21 mRNA levels; the former quinone was approximately 2-fold more efficient than the latter.	ethylenimine quinone	18-21	cyclin dependent kinase inhibitor 1A	Homo sapiens	88-91
9343371-18	1997	DZQ metabolism in HT29 cells led to an increase of p21 mRNA levels 15-fold higher than that observed with AZQ activation.	ethylenimine quinone	0-3	cyclin dependent kinase inhibitor 1A	Homo sapiens	51-54
9343371-23	1997	It may be surmised that the higher efficiency of DZQ in p21 induction may be related to its efficient metabolism by NQOR in HT29 cells and the associated high level of reactive oxygen species.	ethylenimine quinone	49-52	cyclin dependent kinase inhibitor 1A	Homo sapiens	56-59
8943236-3	1996	In this context, we have examined the induction of the cell cycle inhibitor p21 (WAF1, CIP1, or sdi1), whose overexpression suppresses the growth of various tumor cells, in human tumor cells metabolizing 3,6-diaziridinyl-1,4-benzoquinone (DZQ) and its C2,C5-substituted derivatives: 2,5-bis-(carboethoxyamino) (AZQ) and 2, 5-bis-2(-hydroxyethylamino) (BZQ).	ethylenimine quinone	204-237	cyclin dependent kinase inhibitor 1A	Homo sapiens	76-79
8943236-3	1996	In this context, we have examined the induction of the cell cycle inhibitor p21 (WAF1, CIP1, or sdi1), whose overexpression suppresses the growth of various tumor cells, in human tumor cells metabolizing 3,6-diaziridinyl-1,4-benzoquinone (DZQ) and its C2,C5-substituted derivatives: 2,5-bis-(carboethoxyamino) (AZQ) and 2, 5-bis-2(-hydroxyethylamino) (BZQ).	ethylenimine quinone	204-237	cyclin dependent kinase inhibitor 1A	Homo sapiens	81-85
8943236-3	1996	In this context, we have examined the induction of the cell cycle inhibitor p21 (WAF1, CIP1, or sdi1), whose overexpression suppresses the growth of various tumor cells, in human tumor cells metabolizing 3,6-diaziridinyl-1,4-benzoquinone (DZQ) and its C2,C5-substituted derivatives: 2,5-bis-(carboethoxyamino) (AZQ) and 2, 5-bis-2(-hydroxyethylamino) (BZQ).	ethylenimine quinone	204-237	cyclin dependent kinase inhibitor 1A	Homo sapiens	87-91
8943236-3	1996	In this context, we have examined the induction of the cell cycle inhibitor p21 (WAF1, CIP1, or sdi1), whose overexpression suppresses the growth of various tumor cells, in human tumor cells metabolizing 3,6-diaziridinyl-1,4-benzoquinone (DZQ) and its C2,C5-substituted derivatives: 2,5-bis-(carboethoxyamino) (AZQ) and 2, 5-bis-2(-hydroxyethylamino) (BZQ).	ethylenimine quinone	204-237	cyclin dependent kinase inhibitor 1A	Homo sapiens	96-100
8943236-3	1996	In this context, we have examined the induction of the cell cycle inhibitor p21 (WAF1, CIP1, or sdi1), whose overexpression suppresses the growth of various tumor cells, in human tumor cells metabolizing 3,6-diaziridinyl-1,4-benzoquinone (DZQ) and its C2,C5-substituted derivatives: 2,5-bis-(carboethoxyamino) (AZQ) and 2, 5-bis-2(-hydroxyethylamino) (BZQ).	ethylenimine quinone	239-242	cyclin dependent kinase inhibitor 1A	Homo sapiens	76-79
8943236-3	1996	In this context, we have examined the induction of the cell cycle inhibitor p21 (WAF1, CIP1, or sdi1), whose overexpression suppresses the growth of various tumor cells, in human tumor cells metabolizing 3,6-diaziridinyl-1,4-benzoquinone (DZQ) and its C2,C5-substituted derivatives: 2,5-bis-(carboethoxyamino) (AZQ) and 2, 5-bis-2(-hydroxyethylamino) (BZQ).	ethylenimine quinone	239-242	cyclin dependent kinase inhibitor 1A	Homo sapiens	81-85
8943236-10	1996	DZQ and AZQ induced significantly the expression of p21 in HCT116 cells, but a 10-fold higher concentration of AZQ was required to achieve the level of induction elicited by DZQ.	ethylenimine quinone	0-3	cyclin dependent kinase inhibitor 1A	Homo sapiens	52-55
8943236-10	1996	DZQ and AZQ induced significantly the expression of p21 in HCT116 cells, but a 10-fold higher concentration of AZQ was required to achieve the level of induction elicited by DZQ.	ethylenimine quinone	174-177	cyclin dependent kinase inhibitor 1A	Homo sapiens	52-55
8943236-17	1996	This study suggests that p21 induction is mediated by an increase in the cellular steady-state concentration of oxygen radicals and that the greater effectiveness in p21 induction by DZQ may be related to its efficient metabolism by NAD(P)H:quinone oxidoreductase activity in HCT116 cells.	ethylenimine quinone	183-186	cyclin dependent kinase inhibitor 1A	Homo sapiens	25-28
8943236-17	1996	This study suggests that p21 induction is mediated by an increase in the cellular steady-state concentration of oxygen radicals and that the greater effectiveness in p21 induction by DZQ may be related to its efficient metabolism by NAD(P)H:quinone oxidoreductase activity in HCT116 cells.	ethylenimine quinone	183-186	cyclin dependent kinase inhibitor 1A	Homo sapiens	166-169
8461296-3	1993	Analysis of the principal cross-linked products by piperidine fragmentation revealed that the preferential site of cross-linking was altered from a 5"-GNC to a 5"-GC sequence upon reduction of DZQ to the hydroquinone form by the enzyme DT-diaphorase.	ethylenimine quinone	193-196	NAD(P)H quinone dehydrogenase 1	Homo sapiens	236-249
9101243-1	1995	Activation of 2,5-diaziridinyl-1,4-benzoquinones bearing halogen (Cl, Br, or F) substituents at C3 and C6 by NADPH-cytochrome P450 reductase and glutathione nucleophilic substitution was examined in terms of free radical production and DNA strand scission.	ethylenimine quinone	14-48	cytochrome p450 oxidoreductase	Homo sapiens	109-140
2154955-2	1990	The reduction rate has been assayed by measuring the rate of reduction of cytochrome c, which is very efficiently reduced by reduced BABQ species.	ethylenimine quinone	133-137	cytochrome c, somatic	Homo sapiens	74-86
2154955-5	1990	This is also confirmed by the effect of superoxide dismutase (SOD): in the presence of a BABQ derivative, cytochrome c reduction can be totally inhibited by SOD, although the required amount of SOD depends on the redox potential of the quinones.	ethylenimine quinone	89-93	superoxide dismutase 1	Homo sapiens	40-60
2154955-5	1990	This is also confirmed by the effect of superoxide dismutase (SOD): in the presence of a BABQ derivative, cytochrome c reduction can be totally inhibited by SOD, although the required amount of SOD depends on the redox potential of the quinones.	ethylenimine quinone	89-93	superoxide dismutase 1	Homo sapiens	62-65
2154955-5	1990	This is also confirmed by the effect of superoxide dismutase (SOD): in the presence of a BABQ derivative, cytochrome c reduction can be totally inhibited by SOD, although the required amount of SOD depends on the redox potential of the quinones.	ethylenimine quinone	89-93	cytochrome c, somatic	Homo sapiens	106-118
2154955-5	1990	This is also confirmed by the effect of superoxide dismutase (SOD): in the presence of a BABQ derivative, cytochrome c reduction can be totally inhibited by SOD, although the required amount of SOD depends on the redox potential of the quinones.	ethylenimine quinone	89-93	superoxide dismutase 1	Homo sapiens	157-160
2154955-5	1990	This is also confirmed by the effect of superoxide dismutase (SOD): in the presence of a BABQ derivative, cytochrome c reduction can be totally inhibited by SOD, although the required amount of SOD depends on the redox potential of the quinones.	ethylenimine quinone	89-93	superoxide dismutase 1	Homo sapiens	157-160