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154788-16-6
  • PNU-145156E (FCE26644)

  • names:

    sodium 7,7'-((4,4'-((4,4'-(carbonylbis(azanediyl))bis(1-methyl-1H-pyrrole-4,2-diyl-2-carbonyl))bis(azanediyl))bis(1-methyl-1H-pyrrole-4,2-diyl-2-carbonyl))bis(azanediyl))bis(naphthalene-1,3-disulfonate)

  • CAS号:

    154788-16-6

    MDL Number:
  • MF(分子式): C45H36N10Na4O17S4 MW(分子量): 1209.0351
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
PNU-145156E (FCE26644)
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中文别名 sodium 7,7'-((4,4'-((4,4'-(carbonylbis(azanediyl))bis(1-methyl-1H-pyrrole-4,2-diyl-2-carbonyl))bis(azanediyl))bis(1-methyl-1H-pyrrole-4,2-diyl-2-carbonyl))bis(azanediyl))bis(naphthalene-1,3-disulfonate)
英文别名 PNU-145156E; PNU145156E; PNU 145156E; FCE26644; FCE-26644; FCE 26644.
CAS号 154788-16-6
SMILES O=C(NC1=CN(C)C(C(NC2=CN(C)C(C(NC3=CC4=C(S(=O)([O-])=O)C=C(S(=O)([O-])=O)C=C4C=C3)=O)=C2)=O)=C1)NC5=CN(C)C(C(NC6=CN(C)C(C(NC7=CC8=C(S(=O)([O-])=O)C=C(S(=O)([O-])=O)C=C8C=C7)=O)=C6)=O)=C5.[Na+].[Na+].[Na+].[Na+]
Inchi InChI=1S/C45H40N10O17S4.4Na/c1-52-19-27(13-35(52)41(56)46-25-7-5-23-9-31(73(61,62)63)17-39(33(23)11-25)75(67,68)69)48-43(58)37-15-29(21-54(37)3)50-45(60)51-30-16-38(55(4)22-30)44(59)49-28-14-36(53(2)20-28)42(57)47-26-8-6-24-10-32(74(64,65)66)18-40(34(24)12-26)76(70,71)72;;;;/h5-22H,1-4H3,(H,46,56)(H,47,57)(H,48,58)(H,49,59)(H2,50,51,60)(H,61,62,63)(H,64,65,66)(H,67,68,69)(H,70,71,72);;;;/q;4*+1/p-4
InchiKey XUWLTCQVQARIFB-UHFFFAOYSA-J
分子式 Formula C45H36N10Na4O17S4
分子量 Molecular Weight 1209.0351
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 PNU-145156E (FCE26644)(CAS:154788-16-6):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。
IntroductionPNU-145156E, also known as FCE26644, is a novel angiogenesis inhibitor. PNU-145156E blocked circulating angiogenesis-promoting growth factors in animal studies and exhibited an antitumor effect in murine solid tumors. PNU-145156E is chemically a polyanionic, polysulfonated derivative of distamycin A consisting in a skeleton of 4-methyl pyrrole rings ending in two naphthalene rings with four sulfonic groups in the 1,3 positions. PNU-145156E shows structural similarities to suramin. This compound is able to form complexes with different growth factors involved in the neoangiogenic process, in particular bFGF. Through this mechanism PNU-145156E inhibits the binding of bFGF to its receptor.
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[1]Zamai M, Hariharan C, Pines D, Safran M, Yayon A, Caiolfa VR, Cohen-Luria R, Pines E, Parola AH. Nature of Interaction between basic fibroblast growth factor and the antiangiogenic drug 7,7-(carbonyl-bis[imino-N-methyl-4,2-pyrrolecarbonylimino[N-methyl-4,2-pyrrole]-c arbonylimino])-bis-(1,3-naphtalene disulfonate). II. Removal of polar interactions affects protein folding. Biophys J. 2002 May;82(5):2652-64. PubMed PMID: 11964252; PubMed Central PMCID: PMC1302054.
[2]Groen HJ, de Vries EG, Wynendaele W, van der Graaf WT, Fokkema E, Lechuga MJ, Poggesi I, Dirix LY, van Oosterom AT. PNU-145156E, a novel angiogenesis inhibitor, in patients with solid tumors: a phase I and pharmacokinetic study. Clin Cancer Res. 2001 Dec;7(12):3928-33. PubMed PMID: 11751484.
[3] Possati L, Campioni D, Sola F, Leone L, Ferrante L, Trabanelli C, Ciomei M, Montesi M, Rocchetti R, Talevi S, Bompadre S, Caputo A, Barbanti-Brodano G, Corallini A. Antiangiogenic, antitumoural and antimetastatic effects of two distamycin A derivatives with anti-HIV-1 Tat activity in a Kaposi's sarcoma-like murine model. Clin Exp Metastasis. 1999;17(7):575-82. PubMed PMID: 10845556.
[4] Dhar S, Gullbo J, Csoka K, Eriksson E, Nilsson K, Nickel P, Larsson R, Nygren P. Antitumour activity of suramin analogues in human tumour cell lines and primary cultures of tumour cells from patients. Eur J Cancer. 2000 Apr;36(6):803-9. PubMed PMID: 10762755.
[5] Sola F, Capolongo L, Moneta D, Ubezio P, Grandi M. The antitumor efficacy of cytotoxic drugs is potentiated by treatment with PNU 145156E, a growth-factor-complexing molecule. Cancer Chemother Pharmacol. 1999;43(3):241-6. PubMed PMID: 9923555.
6: de Cupis A, Pirani P, Fazzuoli L, Favoni RE. Responsiveness to hormone, growth factor and drug treatment of a human breast cancer cell line: comparison between early and late cultures. In Vitro Cell Dev Biol Anim. 1998 Nov-Dec;34(10):836-43. PubMed PMID: 9870534.7: Corallini A, Betti M, Rusnati M, Campioni D, Ciomei M, Sola F, Calza N, Zauli G, Presta M, Barbanti-Brodano G, Caputo A. Characterization of the effects of two polysulfonated distamycin A derivatives, PNU145156E and PNU153429, on HIV type 1 Tat protein. AIDS Res Hum Retroviruses. 1998 Nov 20;14(17):1561-71. PubMed PMID: 9840289.8: Zamai M, Caiolfa VR, Pines D, Pines E, Parola AH. Nature of interaction between basic fibroblast growth factor and the antiangiogenic drug 7,7-(Carbonyl-bis[imino-N-methyl-4, 2-pyrrolecarbonylimino[N-methyl-4,2-pyrrole]-carbonylimino] )bis-(1, 3-naphthalene disulfonate). Biophys J. 1998 Aug;75(2):672-82. PubMed PMID: 9675169; PubMed Central PMCID: PMC1299742.9: de Cupis A, Ciomei M, Pirani P, Ferrera A, Ardizzoni A, Favoni RE. Anti-insulin-like growth factor-I activity of a novel polysulphonated distamycin A derivative in human lung cancer cell lines. Br J Pharmacol. 1997 Feb;120(3):537-43. PubMed PMID: 9031761; PubMed Central PMCID: PMC1564490.10: Frigerio E, Magi N, Benecchi A, Pianezzola E, Strolin Benedetti M. Determination of FCE 26644, a new polysulphonated derivative of distamycin A, in monkey plasma by reversed-phase ion-pair high-performance liquid chromatography with ultraviolet detection. J Chromatogr A. 1996 Apr 5;729(1-2):237-42. PubMed PMID: 9004945.1
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