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116664-93-8
  • names:

    7H-naphtho[1,2,3-ij][2,7]naphthyridin-7-one

  • CAS号:

    116664-93-8

    MDL Number:
  • MF(分子式): C15H8N2O MW(分子量): 232.24
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
Sampangine
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中文别名 7H-naphtho[1,2,3-ij][2,7]naphthyridin-7-one
英文别名 Sampangine;
CAS号 116664-93-8
SMILES O=C1C2=C(C=CC=C2)C3=NC=CC4=CC=NC1=C43
Inchi InChI=1S/C15H8N2O/c18-15-11-4-2-1-3-10(11)13-12-9(5-7-16-13)6-8-17-14(12)15/h1-8H
InchiKey BWQKHOMAOVUASZ-UHFFFAOYSA-N
分子式 Formula C15H8N2O
分子量 Molecular Weight 232.24
闪点 FP
熔点 Melting point
沸点 Boiling point
Polarizability极化度
密度 Density
蒸汽压 Vapor Pressure
溶解度Solubility
性状 Solid powder
储藏条件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
产品说明 Sampangine(CAS:116664-93-8):仅限应用于工业或者科学研究过程中非医疗目的,不应用于人类或动物的临床诊断以及治过程疗,该产品非药用,非食用。
IntroductionSampangine is a cananga tree alkaloid with antifungal activity.
Application1
Application2
Application3
警示图
危险性 Warning
危险性警示
安全声明
安全防护
备注
[1]Mahdi F, Morgan JB, Liu W, Agarwal AK, Jekabsons MB, Liu Y, Zhou YD, Nagle DG. Sampangine (a Copyrine Alkaloid) Exerts Biological Activities through Cellular Redox Cycling of Its Quinone and Semiquinone Intermediates. J Nat Prod. 2015 Dec 24;78(12):3018-23. doi: 10.1021/acs.jnatprod.5b00819. Epub 2015 Dec 4. PubMed PMID: 26637046.
[2]Jiang Z, Liu N, Dong G, Jiang Y, Liu Y, He X, Huang Y, He S, Chen W, Li Z, Yao J, Miao Z, Zhang W, Sheng C. Scaffold hopping of sampangine: discovery of potent antifungal lead compound against Aspergillus fumigatus and Cryptococcus neoformans. Bioorg Med Chem Lett. 2014 Sep 1;24(17):4090-4. doi: 10.1016/j.bmcl.2014.07.064. Epub 2014 Aug 1. PubMed PMID: 25115626.
[3] Jiang Z, Liu N, Hu D, Dong G, Miao Z, Yao J, He H, Jiang Y, Zhang W, Wang Y, Sheng C. The discovery of novel antifungal scaffolds by structural simplification of the natural product sampangine. Chem Commun (Camb). 2015 Oct 7;51(78):14648-51. doi: 10.1039/c5cc05699c. PubMed PMID: 26289663.
[4] Huang Z, Chen K, Xu T, Zhang J, Li Y, Li W, Agarwal AK, Clark AM, Phillips JD, Pan X. Sampangine inhibits heme biosynthesis in both yeast and human. Eukaryot Cell. 2011 Nov;10(11):1536-44. doi: 10.1128/EC.05170-11. Epub 2011 Sep 9. PubMed PMID: 21908598; PubMed Central PMCID: PMC3209050.
[5] Claes P, Cappoen D, Mbala BM, Jacobs J, Mertens B, Mathys V, Verschaeve L, Huygen K, De Kimpe N. Synthesis and antimycobacterial activity of analogues of the bioactive natural products sampangine and cleistopholine. Eur J Med Chem. 2013 Sep;67:98-110. doi: 10.1016/j.ejmech.2013.06.010. Epub 2013 Jun 18. PubMed PMID: 23850570.
6: Agarwal AK, Xu T, Jacob MR, Feng Q, Lorenz MC, Walker LA, Clark AM. Role of heme in the antifungal activity of the azaoxoaporphine alkaloid sampangine. Eukaryot Cell. 2008 Feb;7(2):387-400. Epub 2007 Dec 21. PubMed PMID: 18156292; PubMed Central PMCID: PMC2238161.7: Kluza J, Mazinghien R, Degardin K, Lansiaux A, Bailly C. Induction of apoptosis by the plant alkaloid sampangine in human HL-60 leukemia cells is mediated by reactive oxygen species. Eur J Pharmacol. 2005 Nov 21;525(1-3):32-40. Epub 2005 Nov 11. PubMed PMID: 16289142.8: Kluza J, Clark AM, Bailly C. Apoptosis induced by the alkaloid sampangine in HL-60 leukemia cells: correlation between the effects on the cell cycle progression and changes of mitochondrial potential. Ann N Y Acad Sci. 2003 Dec;1010:331-4. PubMed PMID: 15033745.9: Orabi KY, Walker LA, Clark AM, Hufford CD. Characterization of the major metabolite of sampangine in rats. J Nat Prod. 2000 May;63(5):685-7. PubMed PMID: 10843589.10: Lorenzo VP, Lúcio AS, Scotti L, Tavares JF, Filho JM, Lima TK, Rocha JD, Scotti MT. Structure- and Ligand-Based Approaches to Evaluate Aporphynic Alkaloids from Annonaceae as Multi-Target Agent Against Leishmania donovani. Curr Pharm Des. 2016;22(34):5196-5203. Review. PubMed PMID: 27174814.1
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