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Volumn 5, Issue 12, 2006, Pages 3001-3013

In silico design, synthesis, and biological evaluation of radioiodinated quinazolinone derivatives for alkaline phosphatase-mediated cancer diagnosis and therapy

Author keywords

[No Author keywords available]

Indexed keywords

2 (2' HYDROXYPHENYL) 6 IODO 4 (3H)QUINAZOLINONE I 125; ALKALINE PHOSPHATASE; AMMONIUM 2 (2' PHOSPHORYLOXYPHENYL) 6 IODO 4 (3H)QUINAZOLINONE I 125; QUINAZOLINONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33846226440     PISSN: 15357163     EISSN: None     Source Type: Journal    
DOI: 10.1158/1535-7163.MCT-06-0465     Document Type: Article
Times cited : (54)

References (36)
  • 1
    • 33846202259 scopus 로고    scopus 로고
    • Methods for tumor diagnosis and therapy
    • U.S. patent 09/839,779. Pending
    • Kassis AI, Harapanhalli RS. Methods for tumor diagnosis and therapy. U.S. patent 09/839,779. Pending 2001.
    • (2001)
    • Kassis, A.I.1    Harapanhalli, R.S.2
  • 2
    • 0036009653 scopus 로고    scopus 로고
    • Synthesis and biologic evaluation of a radioiodinated quinazolinone derivative for enzyme-mediated insolubilization therapy
    • Ho N, Harapanhalli RS, Dahman BA, et al. Synthesis and biologic evaluation of a radioiodinated quinazolinone derivative for enzyme-mediated insolubilization therapy. Bioconjug Chem 2002; 13:357-64.
    • (2002) Bioconjug Chem , vol.13 , pp. 357-364
    • Ho, N.1    Harapanhalli, R.S.2    Dahman, B.A.3
  • 4
    • 0017088645 scopus 로고
    • Direct immunoperoxidase staining for Regan isoenzyme of alkaline phosphatase in human tumor tissues
    • Miyayama H, Doellgast GJ, Memoli V, Gandbhir L, Fishman WH. Direct immunoperoxidase staining for Regan isoenzyme of alkaline phosphatase in human tumor tissues. Cancer 1976;38:1237-46.
    • (1976) Cancer , vol.38 , pp. 1237-1246
    • Miyayama, H.1    Doellgast, G.J.2    Memoli, V.3    Gandbhir, L.4    Fishman, W.H.5
  • 6
    • 0018188381 scopus 로고
    • Placental-like alkaline phosphatase in malignant and benign ovarian tumors
    • Benham FJ, Povey MS, Harris H. Placental-like alkaline phosphatase in malignant and benign ovarian tumors. Clin Chim Acta 1978; 86:201-15.
    • (1978) Clin Chim Acta , vol.86 , pp. 201-215
    • Benham, F.J.1    Povey, M.S.2    Harris, H.3
  • 7
    • 0018650086 scopus 로고
    • Human cell lines expressing intestinal alkaline phosphatase
    • Benham FJ, Harris H. Human cell lines expressing intestinal alkaline phosphatase. Proc Natl Acad Sci U S A 1979;76:4016-9.
    • (1979) Proc Natl Acad Sci U S A , vol.76 , pp. 4016-4019
    • Benham, F.J.1    Harris, H.2
  • 8
    • 0018849459 scopus 로고
    • A comparative study of eight cell lines derived from human testicular teratocarcinoma
    • Andrews PW, Bronson DL, Benham F, Strickland S, Knowles BB. A comparative study of eight cell lines derived from human testicular teratocarcinoma. Int J Cancer 1980;26:269-80.
    • (1980) Int J Cancer , vol.26 , pp. 269-280
    • Andrews, P.W.1    Bronson, D.L.2    Benham, F.3    Strickland, S.4    Knowles, B.B.5
  • 9
    • 0019511150 scopus 로고
    • Alkaline phosphatase expression in human cell lines derived from various malignancies
    • Benham FJ, Fogh J, Harris H. Alkaline phosphatase expression in human cell lines derived from various malignancies. Int J Cancer 1981;27: 637-44.
    • (1981) Int J Cancer , vol.27 , pp. 637-644
    • Benham, F.J.1    Fogh, J.2    Harris, H.3
  • 10
    • 0022377591 scopus 로고
    • Alkaline phosphatase isozymes in cultured human cancer cells
    • Herz F. Alkaline phosphatase isozymes in cultured human cancer cells. Experientia 1985;41:1357-61.
    • (1985) Experientia , vol.41 , pp. 1357-1361
    • Herz, F.1
  • 11
    • 0022468479 scopus 로고
    • Placental-like alkaline phosphatase: Re-evaluation of the tumor marker with exclusion of smokers
    • Muensch HA, Maslow WC, Azama F, Bertrand M, Dewhurst P, Hartman B. Placental-like alkaline phosphatase: re-evaluation of the tumor marker with exclusion of smokers. Cancer 1986;58:1689-94.
    • (1986) Cancer , vol.58 , pp. 1689-1694
    • Muensch, H.A.1    Maslow, W.C.2    Azama, F.3    Bertrand, M.4    Dewhurst, P.5    Hartman, B.6
  • 12
    • 0035937857 scopus 로고    scopus 로고
    • Crystal structure of alkaline phosphatase from human placenta at 1.8 Å resolution: Implication for a substrate specificity
    • Le Du MH, Stigbrand T, Taussig MJ, Ménez A, Stura EA. Crystal structure of alkaline phosphatase from human placenta at 1.8 Å resolution: implication for a substrate specificity. J Biol Chem 2001; 276:9158-65.
    • (2001) J Biol Chem , vol.276 , pp. 9158-9165
    • Le Du, M.H.1    Stigbrand, T.2    Taussig, M.J.3    Ménez, A.4    Stura, E.A.5
  • 13
    • 11644261806 scopus 로고    scopus 로고
    • Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function
    • Morris GM, Goodsell DS, Halliday RS, et al. Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function. J Comput Chem 1998; 19:1639-62.
    • (1998) J Comput Chem , vol.19 , pp. 1639-1662
    • Morris, G.M.1    Goodsell, D.S.2    Halliday, R.S.3
  • 14
    • 0029115487 scopus 로고
    • Zinc binding in proteins and solution: A simple but accurate nonbonded representation
    • Stote RH, Karplus M. Zinc binding in proteins and solution: a simple but accurate nonbonded representation. Proteins 1995;23:12-31.
    • (1995) Proteins , vol.23 , pp. 12-31
    • Stote, R.H.1    Karplus, M.2
  • 15
    • 0017170293 scopus 로고
    • Alkaline phosphatase. I. Kinetics and inhibition by levamisole of purified isoenzymes from humans
    • Van Belle H. Alkaline phosphatase. I. Kinetics and inhibition by levamisole of purified isoenzymes from humans. Clin Chem 1976;22: 972-6.
    • (1976) Clin Chem , vol.22 , pp. 972-976
    • Van Belle, H.1
  • 16
    • 0022607064 scopus 로고
    • 3-stimulated bone mineralization in the mouse
    • 3-stimulated bone mineralization in the mouse. Calcif Tissue Int 1986;38:296-302.
    • (1986) Calcif Tissue Int , vol.38 , pp. 296-302
    • Garba, M.-T.1    Marie, P.J.2
  • 17
    • 0035166973 scopus 로고    scopus 로고
    • The InterPro database, an integrated documentation resource for protein families, domains, and functional sites
    • Apweiler R, Attwood TK, Bairoch A, et al. The InterPro database, an integrated documentation resource for protein families, domains, and functional sites. Nucleic Acids Res 2001;29:37-40.
    • (2001) Nucleic Acids Res , vol.29 , pp. 37-40
    • Apweiler, R.1    Attwood, T.K.2    Bairoch, A.3
  • 18
    • 0015692518 scopus 로고
    • Distribution of kinase and deaminase of 1-β-D-arabinofurano-sylcytosine in tissues of man and mouse
    • Ho DHW. Distribution of kinase and deaminase of 1-β-D-arabinofurano-sylcytosine in tissues of man and mouse. Cancer Res 1973;33:2816-20.
    • (1973) Cancer Res , vol.33 , pp. 2816-2820
    • Ho, D.H.W.1
  • 19
    • 0023798680 scopus 로고
    • Preclinical studies and clinical correlation of the effect of alkylating dose
    • Frei E III, Teicher BA, Holden SA, Cathcart KNS, Wang Y. Preclinical studies and clinical correlation of the effect of alkylating dose. Cancer Res 1988;48:6417-23.
    • (1988) Cancer Res , vol.48 , pp. 6417-6423
    • Frei III, E.1    Teicher, B.A.2    Holden, S.A.3    Cathcart, K.N.S.4    Wang, Y.5
  • 20
    • 8644280287 scopus 로고    scopus 로고
    • Tumor-activated prodrugs - A new approach to cancer therapy
    • Denny WA. Tumor-activated prodrugs - a new approach to cancer therapy. Cancer Invest 2004;22:604-19.
    • (2004) Cancer Invest , vol.22 , pp. 604-619
    • Denny, W.A.1
  • 21
    • 0027942024 scopus 로고
    • Antibody-directed enzyme prodrug therapy
    • Bagshawe KD. Antibody-directed enzyme prodrug therapy. Clin Pharmacokinet 1994;27:368-76.
    • (1994) Clin Pharmacokinet , vol.27 , pp. 368-376
    • Bagshawe, K.D.1
  • 22
    • 0026335039 scopus 로고
    • Comparison of half-lives and cytotoxicity of N-chloroethyl-4-amino and N-mesyloxyethylbenzoyl compounds, products of prodrugs in antibody-directed enzyme prodrug therapy (ADEPT)
    • Springer CJ, Antoniw P, Bagshawe KD, Wilman DEV. Comparison of half-lives and cytotoxicity of N-chloroethyl-4-amino and N-mesyloxyethylbenzoyl compounds, products of prodrugs in antibody-directed enzyme prodrug therapy (ADEPT). Anticancer Drug Des 1991;6:467-79.
    • (1991) Anticancer Drug Des , vol.6 , pp. 467-479
    • Springer, C.J.1    Antoniw, P.2    Bagshawe, K.D.3    Wilman, D.E.V.4
  • 23
    • 0030024847 scopus 로고    scopus 로고
    • Antibody-enzyme conjugates for cancer therapy
    • Melton RG, Sherwood RF. Antibody-enzyme conjugates for cancer therapy. J Natl Cancer Inst 1996;88:153-65.
    • (1996) J Natl Cancer Inst , vol.88 , pp. 153-165
    • Melton, R.G.1    Sherwood, R.F.2
  • 24
    • 0025677435 scopus 로고
    • Disposition of the prodrug 4-(bis(2-chloroethyl)amino)benzoyl-L-glutamic acid and its active parent drug in mice
    • Antoniw P, Springer CJ, Bagshawe KD, et al. Disposition of the prodrug 4-(bis(2-chloroethyl)amino)benzoyl-L-glutamic acid and its active parent drug in mice. Br J Cancer 1990;62:909-14.
    • (1990) Br J Cancer , vol.62 , pp. 909-914
    • Antoniw, P.1    Springer, C.J.2    Bagshawe, K.D.3
  • 25
    • 0033119291 scopus 로고    scopus 로고
    • Superiority of yeast over bacterial cytosine deaminase for enzyme/ prodrug gene therapy in colon cancer xenografts
    • Kievit E, Bershad E, Ng E, et al. Superiority of yeast over bacterial cytosine deaminase for enzyme/prodrug gene therapy in colon cancer xenografts. Cancer Res 1999; 59:1417-21.
    • (1999) Cancer Res , vol.59 , pp. 1417-1421
    • Kievit, E.1    Bershad, E.2    Ng, E.3
  • 26
    • 0035123128 scopus 로고    scopus 로고
    • Gene directed enzyme/prodrug therapy of cancer: Historical appraisal and future prospectives
    • Greco O, Dachs GU. Gene directed enzyme/prodrug therapy of cancer: historical appraisal and future prospectives. J Cell Physiol 2001; 187:22-36.
    • (2001) J Cell Physiol , vol.187 , pp. 22-36
    • Greco, O.1    Dachs, G.U.2
  • 27
    • 0038685423 scopus 로고    scopus 로고
    • Prodrugs for gene-directed enzyme-prodrug therapy (suicide gene therapy)
    • Denny WA. Prodrugs for gene-directed enzyme-prodrug therapy (suicide gene therapy). J Biomed Biotechnol 2003; 2003:48-70.
    • (2003) J Biomed Biotechnol , vol.2003 , pp. 48-70
    • Denny, W.A.1
  • 28
    • 0025021039 scopus 로고
    • The human alkaline phosphatases: What we know and what we don't know
    • Harris H. The human alkaline phosphatases: what we know and what we don't know. Clin Chim Acta 1990; 186:133-50.
    • (1990) Clin Chim Acta , vol.186 , pp. 133-150
    • Harris, H.1
  • 29
    • 0019725022 scopus 로고
    • The immunohistochemical detection of prostatic acid phosphatase: Its possibilities and limitations in tumour histochemistry
    • Jöbsis AC, de Vries GP, Meijer AEFH, Ploem JS. The immunohistochemical detection of prostatic acid phosphatase: its possibilities and limitations in tumour histochemistry. Histochem J 1981;13: 961-73.
    • (1981) Histochem J , vol.13 , pp. 961-973
    • Jöbsis, A.C.1    de Vries, G.P.2    Meijer, A.E.F.H.3    Ploem, J.S.4
  • 30
    • 0019826108 scopus 로고
    • Expression of prostatic acid phosphatase in human prostate cancer
    • Loor R, Wang MC, Valenzuela L, Chu TM. Expression of prostatic acid phosphatase in human prostate cancer. Cancer Lett 1981; 14:63-9.
    • (1981) Cancer Lett , vol.14 , pp. 63-69
    • Loor, R.1    Wang, M.C.2    Valenzuela, L.3    Chu, T.M.4
  • 31
    • 0020974178 scopus 로고
    • Immunohistochemical markers for prostatic cancer
    • Nadji M, Morales AR. Immunohistochemical markers for prostatic cancer. Ann N Y Acad Sci 1983;420:134-9.
    • (1983) Ann N Y Acad Sci , vol.420 , pp. 134-139
    • Nadji, M.1    Morales, A.R.2
  • 32
    • 0025863840 scopus 로고
    • Prostatic acid phosphatase in carcinoid tumors: Immunohistochemical and immunoblot studies
    • Azumi N, Traweek ST, Battifora H. Prostatic acid phosphatase in carcinoid tumors: immunohistochemical and immunoblot studies. Am J Surg Pathol 199 1;15:785-90.
    • (1991) Am J Surg Pathol , vol.15 , pp. 785-790
    • Azumi, N.1    Traweek, S.T.2    Battifora, H.3
  • 33
    • 0028873572 scopus 로고
    • A clinical and immunohistochemical study of papillary adenocarcinoma of the prostate
    • Ito T, Furusato M, Akiyama A, Kato H, Aizawa S. A clinical and immunohistochemical study of papillary adenocarcinoma of the prostate. Prostate 1995;26:23-7.
    • (1995) Prostate , vol.26 , pp. 23-27
    • Ito, T.1    Furusato, M.2    Akiyama, A.3    Kato, H.4    Aizawa, S.5
  • 34
    • 0031830465 scopus 로고    scopus 로고
    • Immunocytochemical localization of an immunoconjugate (antibody IgG against prostatic acid phosphatase conjugated to 5-fluoro-2′-deoxyuridine) in human prostate tumors
    • Sinha AA, Quast BJ, Wilson MJ, et al. Immunocytochemical localization of an immunoconjugate (antibody IgG against prostatic acid phosphatase conjugated to 5-fluoro-2′-deoxyuridine) in human prostate tumors. Anticancer Res 1998; 18:1385-92.
    • (1998) Anticancer Res , vol.18 , pp. 1385-1392
    • Sinha, A.A.1    Quast, B.J.2    Wilson, M.J.3
  • 35
    • 0035008378 scopus 로고    scopus 로고
    • Comparison of anti-prostate-specific membrane antigen antibodies and other immunomarkers in metastatic prostate carcinoma
    • Chang SS, Reuter VE, Heston WDW, Gaudin PB. Comparison of anti-prostate-specific membrane antigen antibodies and other immunomarkers in metastatic prostate carcinoma. Urology 2001;57:1179-83.
    • (2001) Urology , vol.57 , pp. 1179-1183
    • Chang, S.S.1    Reuter, V.E.2    Heston, W.D.W.3    Gaudin, P.B.4
  • 36
    • 33846261292 scopus 로고
    • Enzymatic analysis using substrates that yield fluorescent precipitates
    • U.S. patent 5,316,906. May 31
    • Haughland RP, Zhang Y, Yue ST, et al. Enzymatic analysis using substrates that yield fluorescent precipitates. U.S. patent 5,316,906. 1994 May 31.
    • (1994)
    • Haughland, R.P.1    Zhang, Y.2    Yue, S.T.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.