메뉴 건너뛰기




Volumn 58, Issue 1, 2008, Pages 35-41

Utility of 4-(5,5-dimethyl-3-oxo-cyclohex-1-enylamino)benzenesulfonamide in the synthesis of novel quinolines as possible anticancer and radioprotective agents

Author keywords

Anticancer drugs; Quinolines, anticancer activity, radioprotective activity, sulfonamide moiety; Radioprotective drugs; Sulfonamides

Indexed keywords

4 (2 AMINO 3 CYANO 7,7 DIMETHYL 5 OXO 4 4 TOLYL 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL)BENZENESULFONAMIDE; 4 (2 AMINO 3 CYANO 7,7 DIMETHYL 5 OXO 4 PHENYL 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL)BENZENESULFONAMIDE; 4 (2 AMINO 3 CYANO 7,7 DIMETHYL 5 OXO 4 THIOPHEN 2 YL 5,6,7,8 TETRAHDYRO 4H QUINOLIN 1 YL) BENZENESULFONAMIDE; 4 (2 AMINO 3 CYANO 7,7 DIMETHYL 5 OXO 4 THIOPHEN 3 YL 5,6,7,8 TETRAHDYRO 4H QUINOLIN 1 YL) BENZENESULFONAMIDE; 4 (5,5 DIMETHYL 3 OXO CYLOHEX 1 ENYLAMINO)BENZENESULFONAMIDE; 4 [2 AMINO 3 (3 BROMO PHENYL) 3 CYANO 7,7 DIMETHYL 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; 4 [2 AMINO 3 CYANO 4 (2 METHOXY PHENYL) 7,7 DIMETHYL 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; 4 [2 AMINO 3 CYANO 4 (2,4 DICHLORO PHENYL) 7,7 DIMETHYL 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; 4 [2 AMINO 3 CYANO 4 (4 FLUORO PHENYL) 7,7 DIMETHYL 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; 4 [2 AMINO 3 CYANO 4 (4 HYDROXY PHENYL) 7,7 DIMETHYL 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; 4 [2 AMINO 3 CYANO 4 (4 METHOXY PHENYL) 7,7 DIMETHYL 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; 4 [2 AMINO 3 CYANO 7,7 DIMETHYL 4 (3 NITROPHENYL) 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; 4 [2 AMINO 3 CYANO 7,7 DIMETHYL 4 (4 NITROPHENYL) 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; 4 [2 AMINO 4 (2 CHLORO PHENYL) 3 CYANO 7,7 DIMETHYL 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; 4 [2 AMINO 4 (4 BROMO PHENYL) 3 CYANO 7,7 DIMETHYL 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; 4 [2 AMINO 4 (4 CHLORO PHENYL) 3 CYANO 7,7 DIMETHYL 5 OXO 5,6,7,8 TETRAHYDRO 4H QUINOLIN 1 YL] BENZENESULFONAMIDE; ANTINEOPLASTIC AGENT; DOXORUBICIN; GLUTATHIONE; LIPID PEROXIDE; QUINOLONE DERIVATIVE; RADIOPROTECTIVE AGENT; SULFONAMIDE; SUPEROXIDE DISMUTASE; UNCLASSIFIED DRUG;

EID: 38949207188     PISSN: 00044172     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0031-1296464     Document Type: Article
Times cited : (22)

References (35)
  • 1
    • 33745841294 scopus 로고    scopus 로고
    • Synthesis and radiation stability of some new biologically active hydroquinoline and pyrimido[4,5-b]quinoline derivatives
    • Abdel-Gawad SM, El-Gaby MSA, Heiba HI, Ali HM, Ghorab MM. Synthesis and radiation stability of some new biologically active hydroquinoline and pyrimido[4,5-b]quinoline derivatives. J. Chin. Chem. Soc. 2005;52:1227-1236.
    • (2005) J. Chin. Chem. Soc , vol.52 , pp. 1227-1236
    • Abdel-Gawad, S.M.1    El-Gaby, M.S.A.2    Heiba, H.I.3    Ali, H.M.4    Ghorab, M.M.5
  • 2
    • 30344447512 scopus 로고    scopus 로고
    • El-Gaby MS, Abdel Gawad SM, Ghorab MM, Heiba HI, Ali HM. Synthesis and biological activity of some novel thieno [2,3-d] quinoline, quinolino [3,2:4,5]thieno[3,2-d]pyrimidine and pyrido[2,3:4,5]thieno[2,3-d]quinoline derivatives. Phosphorus Sulfur Silicon. 2006;181:279-297.
    • El-Gaby MS, Abdel Gawad SM, Ghorab MM, Heiba HI, Ali HM. Synthesis and biological activity of some novel thieno [2,3-d] quinoline, quinolino [3,2:4,5]thieno[3,2-d]pyrimidine and pyrido[2,3:4,5]thieno[2,3-d]quinoline derivatives. Phosphorus Sulfur Silicon. 2006;181:279-297.
  • 3
    • 0034945781 scopus 로고    scopus 로고
    • Synthesis of novel quinolines, pyranoquinolines, furoquinolines, thienoquinolines and their effect on the ultrastructure of some pathogenic microorganisms
    • Ghorab MM, Abdel-Hamide SG, Farrag HA. Synthesis of novel quinolines, pyranoquinolines, furoquinolines, thienoquinolines and their effect on the ultrastructure of some pathogenic microorganisms. Acta Pol Pharm Drug Res. 2001;58(3):175-184.
    • (2001) Acta Pol Pharm Drug Res , vol.58 , Issue.3 , pp. 175-184
    • Ghorab, M.M.1    Abdel-Hamide, S.G.2    Farrag, H.A.3
  • 4
    • 33644971221 scopus 로고    scopus 로고
    • Synthesis and antiproliferative evaluation of certain 4-anilino-8-methoxy-2- phenylquinoline and 4-anilino-8-hydroxy-2-phenylquinoline derivatives
    • Chen YL, Huang CJ, Huang ZY, Tseng CH, Chang FS, Yang SH et al. Synthesis and antiproliferative evaluation of certain 4-anilino-8-methoxy-2- phenylquinoline and 4-anilino-8-hydroxy-2-phenylquinoline derivatives. Bioorg Med Chem. 2006;14:3098-3105.
    • (2006) Bioorg Med Chem , vol.14 , pp. 3098-3105
    • Chen, Y.L.1    Huang, C.J.2    Huang, Z.Y.3    Tseng, C.H.4    Chang, F.S.5    Yang, S.H.6
  • 5
    • 23944464992 scopus 로고    scopus 로고
    • Synthesis and Cytotoxic evaluation of certain 4-anilino-2-phenylquinoline derivatives
    • Zhao YL, Chen YL, Chang FS, Tzeng CC. Synthesis and Cytotoxic evaluation of certain 4-anilino-2-phenylquinoline derivatives. Eu. J Med Chem. 2005;40:792-797.
    • (2005) Eu. J Med Chem , vol.40 , pp. 792-797
    • Zhao, Y.L.1    Chen, Y.L.2    Chang, F.S.3    Tzeng, C.C.4
  • 6
    • 17044419485 scopus 로고    scopus 로고
    • G2 arrest and apoptosis by 2-amino-N-quinoline-8-yl-benzenesulfonamide (QBS), a novel cytotoxic compound
    • Kim YH, Shin KJ, Lee TG, Kim E, Lee MS, Rya SH et al. G2 arrest and apoptosis by 2-amino-N-quinoline-8-yl-benzenesulfonamide (QBS), a novel cytotoxic compound. Biochem Pharmacol. 2005;69:1333-1341.
    • (2005) Biochem Pharmacol , vol.69 , pp. 1333-1341
    • Kim, Y.H.1    Shin, K.J.2    Lee, T.G.3    Kim, E.4    Lee, M.S.5    Rya, S.H.6
  • 7
    • 0344237179 scopus 로고    scopus 로고
    • Gopal M, Shenoy S, Doddamani LS. Antitumor activity of 4-amino and 8-methyl-4-(3-diethylaminopropylamino)pyrimido[4′,5′:4,5]thieno(2, 3-b)quinolines. J Photochem Photobiol B. 2003;72:69-78.
    • Gopal M, Shenoy S, Doddamani LS. Antitumor activity of 4-amino and 8-methyl-4-(3-diethylaminopropylamino)pyrimido[4′,5′:4,5]thieno(2, 3-b)quinolines. J Photochem Photobiol B. 2003;72:69-78.
  • 8
    • 33746280550 scopus 로고    scopus 로고
    • A straightforward synthetic approach to antitumoral pyridinyl substituted 7H- Indeno [2,1-c]quinoline derivatives via three-component imino Diels-Alder reaction
    • Kouznetsov VV, Puentes CO, Bohorquez ARR, Zacchino SA, Sortino M, Gupta M et al. A straightforward synthetic approach to antitumoral pyridinyl substituted 7H- Indeno [2,1-c]quinoline derivatives via three-component imino Diels-Alder reaction. Letters Org Chem. 2006;3(4):300-304.
    • (2006) Letters Org Chem , vol.3 , Issue.4 , pp. 300-304
    • Kouznetsov, V.V.1    Puentes, C.O.2    Bohorquez, A.R.R.3    Zacchino, S.A.4    Sortino, M.5    Gupta, M.6
  • 9
    • 0742290118 scopus 로고    scopus 로고
    • Antimicrobial activity of amino acid, imidazole and sulfonamide derivatives of pyrazolo[3,4-d]pyrimidine
    • Ghorab MM, Ismail ZH, Abdel-Gawad SM, Abdel-Aziem A. Antimicrobial activity of amino acid, imidazole and sulfonamide derivatives of pyrazolo[3,4-d]pyrimidine. Heteroatom Chem. 2004;15:57-62.
    • (2004) Heteroatom Chem , vol.15 , pp. 57-62
    • Ghorab, M.M.1    Ismail, Z.H.2    Abdel-Gawad, S.M.3    Abdel-Aziem, A.4
  • 10
    • 0034346256 scopus 로고    scopus 로고
    • New biologically active N-(tetrahydrobenzothienopyrimidin-4- yl)-amino acids, thiourethane, sulfonamides and related compounds
    • Ghorab MM. New biologically active N-(tetrahydrobenzothienopyrimidin-4- yl)-amino acids, thiourethane, sulfonamides and related compounds. Phosphorus Sulfur Silicon. 2000;165:221-235.
    • (2000) Phosphorus Sulfur Silicon , vol.165 , pp. 221-235
    • Ghorab, M.M.1
  • 11
    • 30344443103 scopus 로고    scopus 로고
    • QSAR study on para-substituted aromatic sulfonamides as carbonic anhydrase II inhibitors using topological information indices
    • Melagraki G, Afantitis A, Sarimveis H, Igglessi-Markopoulou O, Supuran CT. QSAR study on para-substituted aromatic sulfonamides as carbonic anhydrase II inhibitors using topological information indices. Bioorg Med Chem. 2006;14:1108-1114.
    • (2006) Bioorg Med Chem , vol.14 , pp. 1108-1114
    • Melagraki, G.1    Afantitis, A.2    Sarimveis, H.3    Igglessi-Markopoulou, O.4    Supuran, C.T.5
  • 12
    • 25144498040 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: Inhibition of tumor-associated isozymes IX and XII with a library of aromatic and heteroaromatic sulfonamides
    • Özensoy Ö, Puccetti L, Fasolis G, Arslan O, Scozzafava A, Supuran CT. Carbonic anhydrase inhibitors: Inhibition of tumor-associated isozymes IX and XII with a library of aromatic and heteroaromatic sulfonamides. Bioorg Med Chem Lett. 2005:15;4862-4866.
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 4862-4866
    • Özensoy, O.1    Puccetti, L.2    Fasolis, G.3    Arslan, O.4    Scozzafava, A.5    Supuran, C.T.6
  • 13
    • 27644495243 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationships of novel benzene sulfonamides with potent binding affinity for bovine carbonic anhydrase II
    • Poulsen S, Bornaghi LF, Healy PC. Synthesis and structure-activity relationships of novel benzene sulfonamides with potent binding affinity for bovine carbonic anhydrase II. Bioorg Med Chem Lett. 2005;15:5429-5433.
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 5429-5433
    • Poulsen, S.1    Bornaghi, L.F.2    Healy, P.C.3
  • 14
    • 33646425034 scopus 로고    scopus 로고
    • Novel synthesis of pyrrolo[2,3-d]pyrimidines bearing sulfonamide moieties as potential antitumor and radioprotective agents
    • Ismail MMF, Ghorab MM, Noaman E, Ammar YA, Heiba HI, Sayed MY. Novel synthesis of pyrrolo[2,3-d]pyrimidines bearing sulfonamide moieties as potential antitumor and radioprotective agents. Arzneimittel-Forschung (Drug Research). 2006;56(4):301-308.
    • (2006) Arzneimittel-Forschung (Drug Research) , vol.56 , Issue.4 , pp. 301-308
    • Ismail, M.M.F.1    Ghorab, M.M.2    Noaman, E.3    Ammar, Y.A.4    Heiba, H.I.5    Sayed, M.Y.6
  • 16
    • 33747192681 scopus 로고    scopus 로고
    • Rostom SAF. Synthesis and in vitro antitumor evaluation of some indeno[1,2-c]-pyrazol(in)es substituted with sulfonamide, sulfonylurea(-thiourea) pharmacophores, and some derived thiazole ring systems. Bioorg Med Chem. 2006;14:64756485.
    • Rostom SAF. Synthesis and in vitro antitumor evaluation of some indeno[1,2-c]-pyrazol(in)es substituted with sulfonamide, sulfonylurea(-thiourea) pharmacophores, and some derived thiazole ring systems. Bioorg Med Chem. 2006;14:64756485.
  • 17
    • 3242668792 scopus 로고    scopus 로고
    • COX-2 selective inhibitors, carbonic anhydrase inhibition and anticancer properties of sulfonamides belonging to this class of pharmacological agents
    • Supuran CT, Casini A, Mastrolorenzo A, Scozzafava A. COX-2 selective inhibitors, carbonic anhydrase inhibition and anticancer properties of sulfonamides belonging to this class of pharmacological agents. Mini Rev Med Chem. 2004;4(6):625-632.
    • (2004) Mini Rev Med Chem , vol.4 , Issue.6 , pp. 625-632
    • Supuran, C.T.1    Casini, A.2    Mastrolorenzo, A.3    Scozzafava, A.4
  • 18
    • 0348147633 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: E7070, a sulfonamide anticancer agent, potently inhibits cytosolic isozymes I and II, and transmembrane, tumor-associated isozyme IX
    • Abbate F, Casini A, Owa T, Scozzafava A, Supuran CT. Carbonic anhydrase inhibitors: E7070, a sulfonamide anticancer agent, potently inhibits cytosolic isozymes I and II, and transmembrane, tumor-associated isozyme IX. Bioorg Med Chem Lett. 2004;14(1):217-223.
    • (2004) Bioorg Med Chem Lett , vol.14 , Issue.1 , pp. 217-223
    • Abbate, F.1    Casini, A.2    Owa, T.3    Scozzafava, A.4    Supuran, C.T.5
  • 19
    • 0036279815 scopus 로고    scopus 로고
    • Casini A, Scozzafava A, Mastrolorenzo A, Supuran CT. Sulonamides and sulfonylated derivatives as anticancer agents. Current Cancer Drug Targets. 2002;2:55-75.
    • Casini A, Scozzafava A, Mastrolorenzo A, Supuran CT. Sulonamides and sulfonylated derivatives as anticancer agents. Current Cancer Drug Targets. 2002;2:55-75.
  • 21
    • 33746929925 scopus 로고    scopus 로고
    • Synthesis of certain new thieno[2,3-d]pyrimidines as potential antitumor and radioprotective agents
    • Ghorab MM, Ragab FA, Noaman E, Heiba HI, Galal M. Synthesis of certain new thieno[2,3-d]pyrimidines as potential antitumor and radioprotective agents. Arzneimittel-Forschung (Drug Research). 2006;56(7):553-560.
    • (2006) Arzneimittel-Forschung (Drug Research) , vol.56 , Issue.7 , pp. 553-560
    • Ghorab, M.M.1    Ragab, F.A.2    Noaman, E.3    Heiba, H.I.4    Galal, M.5
  • 22
    • 33748482836 scopus 로고    scopus 로고
    • Synthesis of some novel sulphur containing triazolothienopyrimidines and biscompounds as possible antitumor and radioprotective agents
    • Heiba HI, Ragab FA, Noaman E, Ghorab MM, Galal M. Synthesis of some novel sulphur containing triazolothienopyrimidines and biscompounds as possible antitumor and radioprotective agents. Arzneimittel-Forschung (Drug Research). 2006;56(8):593-599.
    • (2006) Arzneimittel-Forschung (Drug Research) , vol.56 , Issue.8 , pp. 593-599
    • Heiba, H.I.1    Ragab, F.A.2    Noaman, E.3    Ghorab, M.M.4    Galal, M.5
  • 23
    • 33745170057 scopus 로고    scopus 로고
    • The synthesis of some new sulfur heterocyclic compounds as potential radioprotective and anticancer agents
    • Ghorab MM, Osman AN, Noaman E, Heiba HI, Zaher NH. The synthesis of some new sulfur heterocyclic compounds as potential radioprotective and anticancer agents. Phosphorous Sulphur Silicon. 2006;181:1935-1950.
    • (2006) Phosphorous Sulphur Silicon , vol.181 , pp. 1935-1950
    • Ghorab, M.M.1    Osman, A.N.2    Noaman, E.3    Heiba, H.I.4    Zaher, N.H.5
  • 24
    • 0031777433 scopus 로고    scopus 로고
    • Synthesis and radioprotective effects of adamantyl substituted 1,4-dihydropyridine derivatives
    • Donkor IO, Zhou X, Schmidt J, Agrawal KC, Kishore V. Synthesis and radioprotective effects of adamantyl substituted 1,4-dihydropyridine derivatives. Bioorg Med Chem. 1998;6:563-568.
    • (1998) Bioorg Med Chem , vol.6 , pp. 563-568
    • Donkor, I.O.1    Zhou, X.2    Schmidt, J.3    Agrawal, K.C.4    Kishore, V.5
  • 25
    • 0037137616 scopus 로고    scopus 로고
    • Immobilization of aminothiols on poly(oxyalkylene phosphates). Formation of poly(oxyethylene phosphates)/cysteamine Complexes and their radioprotective efficiency
    • Georgieva R, Tsevi R, Kossev K, Kusheva R, Balgjiska M, Petrova R et al. Immobilization of aminothiols on poly(oxyalkylene phosphates). Formation of poly(oxyethylene phosphates)/cysteamine Complexes and their radioprotective efficiency. J. Med. Chem. 2002:45;5797-5801.
    • (2002) J. Med. Chem , vol.45 , pp. 5797-5801
    • Georgieva, R.1    Tsevi, R.2    Kossev, K.3    Kusheva, R.4    Balgjiska, M.5    Petrova, R.6
  • 26
    • 0000790595 scopus 로고
    • Protection against X-rays and therapy of radiation sickness with beta-mercaptoethylamine
    • Banq ZM, Dechamps G, Fischer P, Herve A, Lebihan H, Lecomte J et al. Protection against X-rays and therapy of radiation sickness with beta-mercaptoethylamine. Science. 1953;117:633-636.
    • (1953) Science , vol.117 , pp. 633-636
    • Banq, Z.M.1    Dechamps, G.2    Fischer, P.3    Herve, A.4    Lebihan, H.5    Lecomte, J.6
  • 28
    • 0018318662 scopus 로고
    • Lipid peroxidation in maternal and cord blood and protective mechanism against activated oxygen toxicity in the blood
    • Yoshioka T, Kawada K, Shimada T, Mori M. Lipid peroxidation in maternal and cord blood and protective mechanism against activated oxygen toxicity in the blood, Am J Obestet Gynecol. 1979;135:372-376 .
    • (1979) Am J Obestet Gynecol , vol.135 , pp. 372-376
    • Yoshioka, T.1    Kawada, K.2    Shimada, T.3    Mori, M.4
  • 29
    • 73649194769 scopus 로고
    • Improved method of the determination of blood glutathione
    • Beutler E, Duron O, Kelly DM. Improved method of the determination of blood glutathione. J Lab Clin Med. 1963;61:882-888.
    • (1963) J Lab Clin Med , vol.61 , pp. 882-888
    • Beutler, E.1    Duron, O.2    Kelly, D.M.3
  • 30
    • 0018409235 scopus 로고
    • A simplified assay method of superoxide dismutase
    • Minami M, Yoshikawa H. A simplified assay method of superoxide dismutase. Clin. Chim. Acta. 1979;92:337-342.
    • (1979) Clin. Chim. Acta , vol.92 , pp. 337-342
    • Minami, M.1    Yoshikawa, H.2
  • 31
    • 38949105938 scopus 로고    scopus 로고
    • Snedecor GW, Cochron WG. Statistical Methods. 8th ed. Ames (Iowa): Louis State University Press;1989.
    • Snedecor GW, Cochron WG. Statistical Methods. 8th ed. Ames (Iowa): Louis State University Press;1989.
  • 32
    • 0030038103 scopus 로고    scopus 로고
    • Oxidative stress, caloric restriction and aging
    • Sohal RS, Weindruch R. Oxidative stress, caloric restriction and aging. Science. 1996;273:59-63.
    • (1996) Science , vol.273 , pp. 59-63
    • Sohal, R.S.1    Weindruch, R.2
  • 33
    • 0031916984 scopus 로고    scopus 로고
    • The free radical theory of aging matures
    • Beckman KB, Ames BN, The free radical theory of aging matures. Physiol Rev. 1998;78:547-581
    • (1998) Physiol Rev , vol.78 , pp. 547-581
    • Beckman, K.B.1    Ames, B.N.2
  • 35
    • 0343843205 scopus 로고
    • Acute gamma irradiation effect on lipid oxidation and antioxidant activity in rat hemopoietic organs and plasma
    • Tenchova V. Acute gamma irradiation effect on lipid oxidation and antioxidant activity in rat hemopoietic organs and plasma. Rentgenologiya I Radiologiya. 1994;33(4):49.
    • (1994) Rentgenologiya I Radiologiya , vol.33 , Issue.4 , pp. 49
    • Tenchova, V.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.