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Literature summary extracted from

  • Blackie, M.A.; Saravanamuthu, A.; Fairlamb, A.H.; Chibale, K.
    Inhibition of trypanothione reductase and glutathione reductase by ferrocenic 4-aminoquinoline ureas (2008), ARKIVOC, 2008, 52-60.
No PubMed abstract available

Application

EC Number Application Comment Organism
1.8.1.12 medicine promising TryR inhibitors Leishmania donovani
1.8.1.12 medicine promising TryR inhibitors Trypanosoma cruzi
1.8.1.12 medicine promising TryR inhibitors Trypanosoma brucei rhodesiense

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.8.1.12 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethyl-aminomethyl)-ferrocenylmethyl]-3-p-chloro-phenyl-urea ferrocenic 4-aminoquinoline urea compound 9, growth inhibition Leishmania donovani
1.8.1.12 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethyl-aminomethyl)-ferrocenylmethyl]-3-p-chloro-phenyl-urea ferrocenic 4-aminoquinoline urea compound 9, growth inhibition Trypanosoma brucei rhodesiense
1.8.1.12 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethyl-aminomethyl)-ferrocenylmethyl]-3-p-chloro-phenyl-urea ferrocenic 4-aminoquinoline urea compound 9, enzyme and growth inhibition Trypanosoma cruzi
1.8.1.12 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethyl-aminomethyl)ferrocenylmethyl]-3-[2,6-bis-(trifluoromethyl)-phenyl]-urea ferrocenic 4-aminoquinoline urea compound 8 Trypanosoma cruzi
1.8.1.12 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]-3-p-methoxyphenyl-urea ferrocenic 4-aminoquinoline urea compound 6, growth inhibition Leishmania donovani
1.8.1.12 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]-3-p-methoxyphenyl-urea ferrocenic 4-aminoquinoline urea compound 6, growth inhibition Trypanosoma brucei rhodesiense
1.8.1.12 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]-3-p-methoxyphenyl-urea ferrocenic 4-aminoquinoline urea compound 6, enzyme and growth inhibition Trypanosoma cruzi
1.8.1.12 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]-3-p-tolyl-urea ferrocenic 4-aminoquinoline urea compound 5 Trypanosoma cruzi
1.8.1.12 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]-3-[2,4-bis-(trifluoromethyl)-phenyl]-urea ferrocenic 4-aminoquinoline urea compound 7 Trypanosoma cruzi
1.8.1.12 3-benzyl-1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]urea growth inhibition Leishmania donovani
1.8.1.12 3-benzyl-1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]urea growth inhibition Trypanosoma brucei rhodesiense
1.8.1.12 3-benzyl-1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]urea enzyme and growth inhibition Trypanosoma cruzi
1.8.1.12 3-Benzyl-1-[3-(7-chloro-quinolin-4-ylamino)-propyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]urea
-
 Trypanosoma cruzi
1.8.1.12 3-Benzyl-1-[4-(7-chloro-quinolin-4-ylamino)-butyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]urea
-
 Trypanosoma cruzi
1.8.1.12 3-Benzyl-1-[6-(7-chloro-quinolin-4-ylamino)-hexyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]urea
-
 Trypanosoma cruzi
1.8.1.12 benznidazole growth inhibition Trypanosoma cruzi
1.8.1.12 Chloroquine
-
 Trypanosoma cruzi
1.8.1.12 N-(7-Chloro-quinolin-4-yl)-N'-[2-(N'',N''-dimethyl-aminomethyl)ferrocenylmethyl]-butane-1,4-diamine
-
 Trypanosoma cruzi
1.8.1.12 N-(7-Chloro-quinolin-4-yl)-N'-[2-(N'',N''-dimethyl-aminomethyl)ferrocenylmethyl]-ethane-1,2-diamine enzyme and growth inhibition Trypanosoma cruzi
1.8.1.12 N-(7-Chloro-quinolin-4-yl)-N'-[2-(N'',N''-dimethyl-aminomethyl)ferrocenylmethyl]-hexane-1,6-diamine
-
 Trypanosoma cruzi
1.8.1.12 N-(7-Chloro-quinolin-4-yl)-N'-[2-(N'',N''-dimethyl-aminomethyl)ferrocenylmethyl]-propane-1,3-diamine
-
 Trypanosoma cruzi
1.8.1.12 N-(7-Chloro-quinolin-4-yl)-N'-[2-(N'',N''-dimethylaminomethyl)ferrocenylmethyl]-ethane-1,2-diamine growth inhibition Leishmania donovani
1.8.1.12 N-(7-Chloro-quinolin-4-yl)-N'-[2-(N'',N''-dimethylaminomethyl)ferrocenylmethyl]-ethane-1,2-diamine growth inhibition Trypanosoma brucei rhodesiense
1.8.1.12 Pentamidine growth inhibition Trypanosoma brucei rhodesiense
1.8.1.12 pentostam growth inhibition Leishmania donovani

Organism

EC Number Organism UniProt Comment Textmining
1.8.1.12 Leishmania donovani
-
-
-
1.8.1.12 Trypanosoma brucei rhodesiense
-
-
-
1.8.1.12 Trypanosoma cruzi
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.8.1.12 trypanothione + NADP+ using the recombinant enzyme Leishmania donovani trypanothione disulfide + NADPH + H+
-
 ?
1.8.1.12 trypanothione + NADP+ using the recombinant enzyme Trypanosoma cruzi trypanothione disulfide + NADPH + H+
-
 ?
1.8.1.12 trypanothione + NADP+ using the recombinant enzyme Trypanosoma brucei rhodesiense trypanothione disulfide + NADPH + H+
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.8.1.12 trypanothione reductase
-
 Trypanosoma cruzi
1.8.1.12 trypanothione reductase
-
 Trypanosoma brucei rhodesiense
1.8.1.12 trypanothione reductase TryR Leishmania donovani
1.8.1.12 TryR
-
 Trypanosoma cruzi
1.8.1.12 TryR
-
 Trypanosoma brucei rhodesiense

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.8.1.12 0.002
-
-
 Trypanosoma cruzi 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethyl-aminomethyl)ferrocenylmethyl]-3-[2,6-bis-(trifluoromethyl)-phenyl]-urea
1.8.1.12 0.0021
-
-
 Trypanosoma cruzi N-(7-Chloro-quinolin-4-yl)-N'-[2-(N'',N''-dimethyl-aminomethyl)ferrocenylmethyl]-hexane-1,6-diamine
1.8.1.12 0.0023
-
-
 Trypanosoma cruzi 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]-3-p-methoxyphenyl-urea
1.8.1.12 0.0024
-
-
 Trypanosoma cruzi 3-Benzyl-1-[6-(7-chloro-quinolin-4-ylamino)-hexyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]urea
1.8.1.12 0.0025
-
-
 Trypanosoma cruzi 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethyl-aminomethyl)-ferrocenylmethyl]-3-p-chloro-phenyl-urea
1.8.1.12 0.0027
-
-
 Trypanosoma cruzi N-(7-Chloro-quinolin-4-yl)-N'-[2-(N'',N''-dimethyl-aminomethyl)ferrocenylmethyl]-butane-1,4-diamine
1.8.1.12 0.0032
-
-
 Trypanosoma cruzi 3-Benzyl-1-[3-(7-chloro-quinolin-4-ylamino)-propyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]urea
1.8.1.12 0.0033
-
-
 Trypanosoma cruzi 3-Benzyl-1-[4-(7-chloro-quinolin-4-ylamino)-butyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]urea
1.8.1.12 0.0068
-
-
 Trypanosoma cruzi N-(7-Chloro-quinolin-4-yl)-N'-[2-(N'',N''-dimethyl-aminomethyl)ferrocenylmethyl]-propane-1,3-diamine
1.8.1.12 0.0105
-
-
 Trypanosoma cruzi 1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]-3-[2,4-bis-(trifluoromethyl)-phenyl]-urea
1.8.1.12 0.015
-
-
 Trypanosoma cruzi 3-benzyl-1-[2-(7-chloro-quinolin-4-ylamino)-ethyl]-1-[2-(N'',N''-dimethylaminomethyl)-ferrocenylmethyl]urea
1.8.1.12 0.0476
-
-
 Trypanosoma cruzi N-(7-Chloro-quinolin-4-yl)-N'-[2-(N'',N''-dimethyl-aminomethyl)ferrocenylmethyl]-ethane-1,2-diamine