Design, synthesis and pharmacological evaluation of hybrid molecules out of quinazolinimines and lipoic acid lead to highly potent and selective butyrylcholinesterase inhibitors with antioxidant properties

Bioorganic and Medicinal Chemistry

Volumn 16, Issue 8, 2008, Pages 4252-4261

  Decker, Michael ^a   Kraus, Birgit ^b   Heilmann, Jörg ^b  

^a FRIEDRICH SCHILLER UNIVERSITY JENA   (Germany)

^b UNIVERSITY OF REGENSBURG   (Germany)

Author keywords

Antioxidants; Butyrylcholinesterase (BChE) selectivity; Cholinesterase inhibition; Hybrids; Lipoic acid; Tricyclic 2,1 b quinazolinimines

Indexed keywords

5 (1,2 DITHIOLAN 3 YL) N[8 (6,7,8,9,10,11 HEXAHYDRO 13H AZOCINO[2,1 B]QUINAZOLIN 13 YLIDENEAMINO)OCTYL]PENTANAMIDE; ACETYLCHOLINESTERASE; BUTYRYLCHOLINESTERASE INHIBITOR; CHOLINESTERASE; CHOLINESTERASE INHIBITOR; FLUORESCEIN; N (6,7,8,9,10,11 HEXAHYDRO 13H AZOCINO[2,1 B]QUINAZOLIN 13 YLIDENE)OCTANE 1,8 DIAMINE; N [3 [[6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]AMINO]OCTYL] 5 (1,2 DITHIOLAN 3 YL)PENTANAMIDE; N [4 [[6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]AMINO]HEPTYL] 5 (1,2 DITHIOLAN 3 YL)PENTANAMIDE; N [5 [[6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]AMINO]HEXYL] 5 (1,2 DITHIOLAN 3 YL)PENTANAMIDE; N [6 [[6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]AMINO]PENTYL] 5 (1,2 DITHIOLAN 3 YL)PENTANAMIDE; N [6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]BUTANE 1,4 DIAMINE; N [6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]HEPTANE 1,7 DIAMINE; N [6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]HEXANE 1,6 DIAMINE; N [6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]OCTANE 1,8 DIAMINE; N [6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]PENTANE 1,5 DIAMINE; N [6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]PROPANE 1,3 DIAMINE; N [7 [[6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]AMINO]BUTYL] 5 (1,2 DITHIOLAN 3 YL)PENTANAMIDE; N [8 [[6 CHLORO 2,3 DIHYDROPYRROLO[2,1 B]QUINAZOLIN 9(1H) YLIDENE]AMINO]PROPYL] 5 (1,2 DITHIOLAN 3 YL)PENTANAMIDE; QUINAZOLINE DERIVATIVE; QUINAZOLINIMINE DERIVATIVE; THIOCTIC ACID; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIOXIDANT ACTIVITY; ARTICLE; CELL VIABILITY; CONTROLLED STUDY; CYTOTOXICITY; DRUG ACTIVITY; DRUG DESIGN; DRUG MECHANISM; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME INHIBITION; MOUSE; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE;

ACETYLCHOLINESTERASE; ANIMALS; ANTIOXIDANTS; BUTYRYLCHOLINESTERASE; CELL LINE; CELL SURVIVAL; CHOLINESTERASE INHIBITORS; DRUG DESIGN; IMINES; MICE; MOLECULAR STRUCTURE; QUINAZOLINES; REACTIVE OXYGEN SPECIES; STRUCTURE-ACTIVITY RELATIONSHIP; SUBSTRATE SPECIFICITY; THIOCTIC ACID;

EID: 42149190240     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.02.083     Document Type: Article

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