Design, synthesis, and evaluation of an activity-based probe for cellular imaging of monoamine oxidases

Medicinal Chemistry Research

Volumn 21, Issue 11, 2012, Pages 3858-3862

  Shen, Wei ^a   Long, Shaobo ^b   Yu, Shian ^a   Chen, Weiwei ^b   Zhu, Qing ^b  

^a Jinhua Central Hospital   (China)

^b ZHEJIANG UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Activity based fluorescent probe; Cell imaging; Inhibitor; Monoamine oxidase

Indexed keywords

ACETAMIDE; AMINE OXIDASE (FLAVIN CONTAINING); CARBAMIC ACID DERIVATIVE; FLUORESCENT DYE; TERT BUTYL 6 (2 AMINO 2 OXOETHYLAMINO)HEXYLCARBAMIC ACID; TERT BUTYL 6 AMINOHEXYLCARBAMIC ACID; TRIFLUOROACETIC ACID; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; BINDING SITE; BREAST CANCER; CELL STRAIN MCF 7; CONFOCAL LASER MICROSCOPY; ENZYME INHIBITION; IC 50; SYNTHESIS;

EID: 84871405002     PISSN: 10542523     EISSN: 15548120     Source Type: Journal    
DOI: 10.1007/s00044-011-9923-7     Document Type: Article

References (14)

1. Albers AE, Rawls KA, Chang CJ (2007) Activity-based fluorescent reporters for monoamine oxidases in living cells. Chem Commun 4647-4649
2. Amit SK, Deepak KD, Neal C Jr, Timothy JT (2001) Interactions of nitrogencontaining xenobiotics with monoamine oxidase (MAO) isozymes A and B: SAR studies on MAO substrates and inhibitors. Chem Res Toxicol 14:1139-1162
3. Chen G, Yee DJ, Gubernator NG, Sames D (2005) Design of optical switches as metabolic indicators: new fluorogenic probes for monoamine oxidases (MAO A and B). J Am Chem Soc 127: 4544-4545
4. Du L, Faludi G, Palkovits M, Sotonyi P, Bakish D, Hrdina PD (2002) High activity-related allele of MAO-A gene associated with depressed suicide in males. Neuroreport 13(9):1195-1198
5. Du L, Bakish D, Ravindran A, Hrdina PD (2004) MAO-A gene polymorphisms are associated with major depression and sleep disturbance in males. Neuroreport 15(13):2097-2101
6. Flaherty P, Castagnoli K, Wang YX, Castagnoli N (1996) Synthesis and elective monoamine oxidase b-inhibiting properties of 1-methyl-1,2,3,6- tetrahydropyrid-4-yl carbamate derivatives: potential prodrugs of (R)-And(S)-nordeprenyl. J Med Chem 39:4756-4761
7. Jessani N, Cravatt BF (2004) The development and application of methods for activity-based protein profiling. Curr Opin Chem Biol 8:54-59
8. Jia Z, Zhu Q (2010) 'Click' assembly of selective inhibitors for MAO-A. Bioorg Med Chem Lett 20:6222-6225
9. Jia Z, Shen W, Zhu Q (2010) Monoamine oxidase inhibitors: benzylidene-prop-2-ynyl-Amines analogues. Biol Pharm Bull 33(4):725-728
10. Joseph JPZ, Jianchang L, Suhbash U, Philip EE, Richard BS (1997) 4-Subsituted cubylcarbinylamines: A new class of mechanismbased monoamine oxidase B inactivators. J Med Chem 40: 1165-1168
11. Kim JM, Hoegy SE, Mariano PS (1995) Flavin chemical models for monoamine oxidase inactivation by cyclopropylamines, alphasilylamines, and hydrazines. J Am Chem Soc 117:100-105
12. Lu Y, Zhu Q (2008) A novel fluorogenic probe for monoamine oxidase assays. Chin Chem Lett 19:947-950
13. Schulze TG, Muller DJ, Krauss H, Scherk H, Ohlraun S, Syagailo YV, Windemuth C, Neidt H, Grassle M, Papassotiropoulos A, Heun R, Nothen MM, Maier W, Lesch KP, Rietschel M (2000) Association between a functional polymorphism in the monoamine oxidase A gene promoter and major depressive disorder. Am J Med Gene 96(6):801-803
14. Yu YW, Tsai SJ, Hong CJ, Chen TJ, Chen MC, Yang CW (2005) Association study of a monoamine oxidase A gene promoter polymorphism with major depressive disorder and antidepressant response. Neuropsychopharmacology 30(9):1719-1723