モノアミン酸化 酵素 B
モノアミン
MAO-Bはフラビンモノアミンオキシダーゼファミリーに
構造 と機能
MAO-Bの
MAO-Bの2つのくぼみはentrance cavity(
MAO-Aと
- Amine + O2 + H2O → Aldehyde + H2O2 + NH3
この
MAO-Aとの差異
MAO-Aはチラミンの
疾患 と老化 における役割
アルツハイマー
動物 モデル
MAO-Bを
ラットでは、MAO-Bの
ヒトでの欠損 の影響
MAOA
選択 的 阻害 剤
可逆 的
天然 物
合成 化合 物
- サフィナミドとそのアナログ[39]
- 5H-Indeno[1,2-c]pyridazin-5-ones[33][40][41]
- カルコン
誘導体 [42] - 2-(N-Methyl-N-benzylaminomethyl)-1H-pyrrole[43]
- 1-(4-Arylthiazol-2-yl)-2-(3-methylcyclohexylidene)hydrazine[44]
- 2-チアゾリルヒドラゾン[45]
- 3,5-ジアリールピラゾール[46]
- ピラゾリン
誘導体 [47][48] - いくつかのクマリン
誘導体 [49][33] - フェニルクマリンとそのアナログ[50][51][52][53]
- クロモン-3-フェニルカルボキサミド[54]
- イサチン[55]
- フタルイミド[56]
- 8-ベンジルオキシカフェイン[57][58]および8-(3-クロロスチリル)カフェインアナログ[59]
- (E,E)-8-(4-phenylbutadien-1-yl)caffeines(A2A
受容 体 に対 するアンタゴニスト作用 も有 する)[60] - インダゾール-5-カルボキサミドおよびインドール-5-カルボキサミド[61]
不 可逆 的 (共有 結合 )
出典
- ^ a b c GRCh38: Ensembl release 89: ENSG00000069535 - Ensembl, May 2017
- ^ a b c GRCm38: Ensembl release 89: ENSMUSG00000040147 - Ensembl, May 2017
- ^ Human PubMed Reference:
- ^ Mouse PubMed Reference:
- ^ “Entrez Gene: MAOB monoamine oxidase B”. 2023
年 12月27日 閲覧 。 - ^ “Redefining differential roles of MAO-A in dopamine degradation and MAO-B in tonic GABA synthesis”. Experimental & Molecular Medicine 53 (7): 1148–1158. (July 2021). doi:10.1038/s12276-021-00646-3. PMC 8333267. PMID 34244591 .
- ^ a b c “Structural insights into the mechanism of amine oxidation by monoamine oxidases A and B”. Arch. Biochem. Biophys. 464 (2): 269–76. (August 2007). doi:10.1016/j.abb.2007.05.006. PMC 1993809. PMID 17573034 .
- ^ “Crystal structures of monoamine oxidase B in complex with four inhibitors of the N-propargylaminoindan class”. J. Med. Chem. 47 (7): 1767–74. (March 2004). doi:10.1021/jm031087c. PMID 15027868.
- ^ “Structure-function relationships in flavoenzyme-dependent amine oxidations: A comparison of polyamine oxidase and monoamine oxidase”. Journal of Biological Chemistry 277 (27): 23973–23976. (July 5, 2002). doi:10.1074/jbc.R200005200. PMID 12015330.
- ^ “Therapeutic applications of selective and non-selective inhibitors of monoamine oxidase A and B that do not cause significant tyramine potentiation”. Neurotoxicology 25 (1–2): 243–50. (January 2004). doi:10.1016/S0161-813X(03)00103-7. PMID 14697899.
- ^ “Reversible monoamine oxidase-A inhibitors in resistant major depression”. Clin Neuropharmacol 16 (Suppl 2): S69–76. (1993). PMID 8313400.
- ^ “MAO-inhibitors in Parkinson's Disease”. Exp Neurobiol 20 (1): 1–17. (March 2011). doi:10.5607/en.2011.20.1.1. PMC 3213739. PMID 22110357 .
- ^ “Increased monoamine oxidase B activity in plaque-associated astrocytes of Alzheimer brains revealed by quantitative enzyme radioautography”. Neuroscience 62 (1): 15–30. (September 1994). doi:10.1016/0306-4522(94)90311-5. PMID 7816197.
- ^ “Metabolic control analysis in a cellular model of elevated MAO-B: relevance to Parkinson's disease”. Neurotox Res 16 (3): 186–93. (October 2009). doi:10.1007/s12640-009-9032-2. PMC 2727365. PMID 19526285 .
- ^ “Molecular mechanism of the relation of monoamine oxidase B and its inhibitors to Parkinson's disease: Possible implications of glial cells”. Oxidative Stress and Neuroprotection. Journal of Neural Transmission. Supplementa. 71. (2006). 53–65. doi:10.1007/978-3-211-33328-0_7. ISBN 978-3-211-33327-3. PMID 17447416
- ^ “Perspectives on MAO-B in aging and neurological disease: where do we go from here?”. Mol. Neurobiol. 30 (1): 77–89. (August 2004). doi:10.1385/MN:30:1:077. PMID 15247489.
- ^ “Negative emotionality: monoamine oxidase B gene variants modulate personality traits in healthy humans”. J Neural Transm 116 (10): 1323–34. (October 2009). doi:10.1007/s00702-009-0281-2. PMC 3653168. PMID 19657584 .
- ^ “Monoamine oxidases (MAO) in the pathogenesis of heart failure and ischemia/reperfusion injury”. Biochim. Biophys. Acta 1813 (7): 1323–32. (July 2011). doi:10.1016/j.bbamcr.2010.09.010. PMC 3030628. PMID 20869994 .
- ^ “Monoamine oxidase B prompts mitochondrial and cardiac dysfunction in pressure overloaded hearts”. Antioxid. Redox Signal. 20 (2): 267–80. (January 2014). doi:10.1089/ars.2012.4616. PMC 3887464. PMID 23581564 .
- ^ “Monoamine oxidase B is elevated in Alzheimer disease neurons, is associated with
γ -secretase and regulates neuronal amyloidβ -peptide levels”. Alzheimer's Research & Therapy 9 (1): 57. (August 2017). doi:10.1186/s13195-017-0279-1. PMC 5540560. PMID 28764767 . - ^ “Monoamine oxidase inhibitors: promising therapeutic agents for Alzheimer's disease (Review)”. Molecular Medicine Reports 9 (5): 1533–41. (May 2014). doi:10.3892/mmr.2014.2040. PMID 24626484.
- ^ “MAO-A and -B gene knock-out mice exhibit distinctly different behavior”. Neurobiology (Bp) 7 (2): 235–46. (1999). PMID 10591056.
- ^ a b “Increased stress response and beta-phenylethylamine in MAOB-deficient mice.”. Nature Genetics 17 (2): 206–10. (October 1997). doi:10.1038/ng1097-206. PMID 9326944.
- ^ “Monoamine oxidase: from genes to behavior.”. Annual Review of Neuroscience 22: 197–217. (1999). doi:10.1146/annurev.neuro.22.1.197. PMC 2844879. PMID 10202537 .
- ^ a b “Cloning, after cloning, knock-out mice, and physiological functions of MAO A and B.”. Neurotoxicology 25 (1–2): 21–30. (January 2004). doi:10.1016/s0161-813x(03)00112-8. PMID 14697877.
- ^ “Behavioral disinhibition and reduced anxiety-like behaviors in monoamine oxidase B-deficient mice.”. Neuropsychopharmacology 34 (13): 2746–57. (December 2009). doi:10.1038/npp.2009.118. PMC 2783894. PMID 19710633 .
- ^ “Monoamine oxidase enzymes and oxidative stress in the rat optic nerve: age-related changes”. International Journal of Experimental Pathology 93 (6): 401–5. (December 2012). doi:10.1111/j.1365-2613.2012.00832.x. PMC 3521895. PMID 23082958 .
- ^ “Chronic treatment of (-)deprenyl prolongs the life span of male Fischer 344 rats. Further evidence”. Life Sci. 52 (3): 281–8. (1993). doi:10.1016/0024-3205(93)90219-S. PMID 8423709.
- ^ “Specific genetic deficiencies of the A and B isoenzymes of monoamine oxidase are characterized by distinct neurochemical and clinical phenotypes”. J. Clin. Invest. 97 (4): 1010–9. (February 1996). doi:10.1172/JCI118492. PMC 507147. PMID 8613523 .
- ^ “The emerging role of trace amine-associated receptor 1 in the functional regulation of monoamine transporters and dopaminergic activity”. J. Neurochem. 116 (2): 164–176. (January 2011). doi:10.1111/j.1471-4159.2010.07109.x. PMC 3005101. PMID 21073468 .
- ^ “[Slowing the age-induced decline of brain function with prophylactic use of (−)-deprenyl (Selegiline, Jumex). Current international view and conclusions 25 years after the Knoll's proposal]” (ハンガリー
語 ). Neuropsychopharmacol Hung 11 (4): 217–25. (December 2009). PMID 20150659. - ^ “Antiaging treatments have been legally prescribed for approximately thirty years”. Ann. N. Y. Acad. Sci. 1019 (1): 64–9. (June 2004). Bibcode: 2004NYASA1019...64U. doi:10.1196/annals.1297.014. PMID 15246996.
- ^ a b c “Impact of species-dependent differences on screening, design, and development of MAO B inhibitors”. J. Med. Chem. 49 (21): 6264–72. (October 2006). doi:10.1021/jm060441e. PMID 17034132.
- ^ “Natural and synthetic geiparvarins are strong and selective MAO-B inhibitors. Synthesis and SAR studies”. Bioorg. Med. Chem. Lett. 12 (24): 3551–5. (December 2002). doi:10.1016/S0960-894X(02)00798-9. PMID 12443774.
- ^ “Inhibition of platelet MAO-B by kava pyrone-enriched extract from Piper methysticum Forster (kava-kava)”. Pharmacopsychiatry 31 (5): 187–92. (September 1998). doi:10.1055/s-2007-979325. PMID 9832350.
- ^ Hou, Wen-Chi; Lin, Rong-Dih; Chen, Cheng-Tang; Lee, Mei-Hsien (2005-08-22). “Monoamine oxidase B (MAO-B) inhibition by active principles from Uncaria rhynchophylla”. Journal of Ethnopharmacology 100 (1-2): 216–220. doi:10.1016/j.jep.2005.03.017. ISSN 0378-8741. PMID 15890481 .
- ^ “Evidences for the involvement of monoaminergic and GABAergic systems in antidepressant-like activity of garlic extract in mice”. Indian Journal of Pharmacology 40 (4): 175–179. (August 2008). doi:10.4103/0253-7613.43165. PMC 2792615. PMID 20040952 .
- ^ “Monoamine oxidase inhibition by Rhodiola rosea L. roots”. Journal of Ethnopharmacology 122 (2): 397–401. (March 2009). doi:10.1016/j.jep.2009.01.007. PMID 19168123.
- ^ “Solid-phase synthesis and insights into structure-activity relationships of safinamide analogues as potent and selective inhibitors of type B monoamine oxidase”. Journal of Medicinal Chemistry 50 (20): 4909–16. (October 2007). doi:10.1021/jm070725e. PMID 17824599.
- ^ compound #2d, “Synthesis, structural reassignment, and biological activity of type B MAO inhibitors based on the 5H-indeno[1,2-c]pyridazin-5-one core”. J. Med. Chem. 49 (12): 3743–7. (June 2006). doi:10.1021/jm051091j. PMID 16759116.
- ^ “Synthesis and monoamine oxidase inhibitory activity of new pyridazine-, pyrimidine- and 1,2,4-triazine-containing tricyclic derivatives”. Journal of Medicinal Chemistry 50 (22): 5364–71. (November 2007). doi:10.1021/jm070728r. PMID 17910428.
- ^ “Chalcones: a valid scaffold for monoamine oxidases inhibitors”. J. Med. Chem. 52 (9): 2818–24. (May 2009). doi:10.1021/jm801590u. PMID 19378991.
- ^ compound #21, “Simple, potent, and selective pyrrole inhibitors of monoamine oxidase types A and B”. J. Med. Chem. 46 (6): 917–20. (March 2003). doi:10.1021/jm0256124. PMID 12620068.
- ^ compound # (R)-8b, “Synthesis, stereochemical separation, and biological evaluation of selective inhibitors of human MAO-B: 1-(4-arylthiazol-2-yl)-2-(3-methylcyclohexylidene)hydrazines”. J. Med. Chem. 53 (17): 6516–20. (September 2010). doi:10.1021/jm100120s. hdl:11573/360702. PMID 20715818.
- ^ compound #18, “Selective inhibitory activity against MAO and molecular modeling studies of 2-thiazolylhydrazone derivatives”. J. Med. Chem. 50 (4): 707–12. (February 2007). doi:10.1021/jm060869d. hdl:11573/231039. PMID 17253676.
- ^ compound #3g, “Monoamine oxidase isoform-dependent tautomeric influence in the recognition of 3,5-diaryl pyrazole inhibitors”. J. Med. Chem. 50 (3): 425–8. (February 2007). doi:10.1021/jm060868l. PMID 17266193.
- ^ compound #(S)-1, “Synthesis, molecular modeling studies, and selective inhibitory activity against monoamine oxidase of 1-thiocarbamoyl-3,5-diaryl-4,5-dihydro-(1H)- pyrazole derivatives”. J. Med. Chem. 48 (23): 7113–22. (November 2005). doi:10.1021/jm040903t. PMID 16279769.
- ^ “Development of selective and reversible pyrazoline based MAO-B inhibitors: virtual screening, synthesis and biological evaluation”. Bioorg. Med. Chem. Lett. 21 (7): 1969–73. (April 2011). doi:10.1016/j.bmcl.2011.02.030. PMID 21377879.
- ^ compound #41, “Structural insights into monoamine oxidase inhibitory potency and selectivity of 7-substituted coumarins from ligand- and target-based approaches”. Journal of Medicinal Chemistry 49 (16): 4912–25. (2006). doi:10.1021/jm060183l. PMID 16884303.
- ^ compound #2, “MAO inhibitory activity modulation: 3-Phenylcoumarins versus 3-benzoylcoumarins”. Bioorg. Med. Chem. Lett. 21 (14): 4224–7. (July 2011). doi:10.1016/j.bmcl.2011.05.074. PMID 21684743.
- ^ “New halogenated 3-phenylcoumarins as potent and selective MAO-B inhibitors”. Bioorg. Med. Chem. Lett. 20 (17): 5157–60. (September 2010). doi:10.1016/j.bmcl.2010.07.013. PMID 20659799.
- ^ “Synthesis and evaluation of 6-methyl-3-phenylcoumarins as potent and selective MAO-B inhibitors”. Bioorg. Med. Chem. Lett. 19 (17): 5053–5. (September 2009). doi:10.1016/j.bmcl.2009.07.039. PMID 19628387.
- ^ “A new series of 3-phenylcoumarins as potent and selective MAO-B inhibitors”. Bioorg. Med. Chem. Lett. 19 (12): 3268–70. (June 2009). doi:10.1016/j.bmcl.2009.04.085. PMID 19423346.
- ^ compound #9, #12, “Chromone 3-phenylcarboxamides as potent and selective MAO-B inhibitors”. Bioorg. Med. Chem. Lett. 21 (2): 707–9. (January 2011). doi:10.1016/j.bmcl.2010.11.128. PMID 21194943.
- ^ compound #9i, “Inhibition of monoamine oxidase by selected C5- and C6-substituted isatin analogues”. Bioorg. Med. Chem. 19 (1): 261–74. (January 2011). doi:10.1016/j.bmc.2010.11.028. PMID 21134756.
- ^ compound #5c, “Inhibition of monoamine oxidase by C5-substituted phthalimide analogues”. Bioorg. Med. Chem. 19 (16): 4829–40. (August 2011). doi:10.1016/j.bmc.2011.06.070. PMID 21778064.
- ^ “8-Aryl- and alkyloxycaffeine analogues as inhibitors of monoamine oxidase”. Eur J Med Chem 46 (8): 3474–85. (August 2011). doi:10.1016/j.ejmech.2011.05.014. PMID 21621312.
- ^ “Inhibition of monoamine oxidase by 8-benzyloxycaffeine analogues”. Bioorg. Med. Chem. 18 (3): 1018–28. (February 2010). doi:10.1016/j.bmc.2009.12.064. PMID 20093036.
- ^ “Inhibition of monoamine oxidase B by analogues of the adenosine A2A receptor antagonist (E)-8-(3-chlorostyryl)caffeine (CSC)”. Bioorg. Med. Chem. 14 (10): 3512–21. (May 2006). doi:10.1016/j.bmc.2006.01.011. PMID 16442801.
- ^ “Dual inhibition of monoamine oxidase B and antagonism of the adenosine A(2A) receptor by (E,E)-8-(4-phenylbutadien-1-yl)caffeine analogues”. Bioorganic & Medicinal Chemistry 16 (18): 8676–84. (September 2008). doi:10.1016/j.bmc.2008.07.088. PMID 18723354.
- ^ “Indazole- and indole-5-carboxamides: selective and reversible monoamine oxidase B inhibitors with subnanomolar potency”. Journal of Medicinal Chemistry 57 (15): 6679–6703. (August 2014). doi:10.1021/jm500729a. PMID 24955776.
関連 項目
- モノアミン
酸化 酵素 A(MAO-A)