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Volumn 52, Issue 15, 2009, Pages 4973-4976

Synthesis and preliminary in vitro biological evaluation of 4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one, a 4-mercaptophenol derivative designed as a novel bifunctional antimelanoma agent

Author keywords

[No Author keywords available]

Indexed keywords

4 [(4 HYDROXYPHENYL)SULFANYL]BUT 3 EN ONE; 4 MERCAPTOPHENOL DERIVATIVE; ANTINEOPLASTIC AGENT; CARBONYL DERIVATIVE; GLUTATHIONE; MONOPHENOL MONOOXYGENASE; PHENOL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 68549083584     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm900642j     Document Type: Article
Times cited : (13)

References (16)
  • 1
    • 0023488702 scopus 로고
    • Mammalian tyrosinase - the critical regulatory control point in melanocyte pigmentation
    • Hearing, V. J.; Jiménez, M. Mammalian tyrosinase - the critical regulatory control point in melanocyte pigmentation. Int. J. Biochem. 1987, 19, 1141-1147.
    • (1987) Int. J. Biochem , vol.19 , pp. 1141-1147
    • Hearing, V.J.1    Jiménez, M.2
  • 2
    • 0014470003 scopus 로고
    • Hydroxyanisole depigmentation: In vitro studies
    • Riley, P. A. Hydroxyanisole depigmentation: in vitro studies. J. Pathol. 1969, 97, 193-206.
    • (1969) J. Pathol , vol.97 , pp. 193-206
    • Riley, P.A.1
  • 3
    • 0025339155 scopus 로고    scopus 로고
    • Alena, F; Jimbow, K.; Ito, S. Melanocytotoxicity and antimelanoma effects of phenolic amine compounds in mice in vivo. Cancer Res. 1990, 50, 3743-3747.
    • Alena, F; Jimbow, K.; Ito, S. Melanocytotoxicity and antimelanoma effects of phenolic amine compounds in mice in vivo. Cancer Res. 1990, 50, 3743-3747.
  • 5
    • 0034811354 scopus 로고    scopus 로고
    • Redox regulation in human melanocytes and melanoma
    • Meyskens, F. L.; Farmer, P.; Fruehauf, J. P. Redox regulation in human melanocytes and melanoma. Pigment Cell Res. 2001, 14, 148-154.
    • (2001) Pigment Cell Res , vol.14 , pp. 148-154
    • Meyskens, F.L.1    Farmer, P.2    Fruehauf, J.P.3
  • 7
    • 0025093198 scopus 로고
    • Glutathione S-transferases: Role in alkylating agent resistance and possible target for modulation chemotherapy - a review
    • Waxman, D. J. Glutathione S-transferases: role in alkylating agent resistance and possible target for modulation chemotherapy - a review. Cancer Res. 1990, 50, 6449-6554.
    • (1990) Cancer Res , vol.50 , pp. 6449-6554
    • Waxman, D.J.1
  • 8
    • 0036129205 scopus 로고    scopus 로고
    • Novel glutathionedependent thiopurine prodrugs: Evidence for enhanced cytotoxicity in tumor cells and for decreased bone marrow toxicity in mice
    • Gunnarsdottir, S.; Rucki, M.; Elfarra, A. A. Novel glutathionedependent thiopurine prodrugs: evidence for enhanced cytotoxicity in tumor cells and for decreased bone marrow toxicity in mice. J. Pharmacol. Exp. Ther. 2002, 301, 77-86.
    • (2002) J. Pharmacol. Exp. Ther , vol.301 , pp. 77-86
    • Gunnarsdottir, S.1    Rucki, M.2    Elfarra, A.A.3
  • 9
    • 34247130587 scopus 로고    scopus 로고
    • Human glutathione transferases catalyzing the bioactivation of anticancer thiopurine prodrugs
    • Eklund, B. I.; Gunnarsdottir, S.; Elfarra, A. A.; Mannervik, B. Human glutathione transferases catalyzing the bioactivation of anticancer thiopurine prodrugs. Biochem. Pharmacol. 2007, 73, 1829-1841.
    • (2007) Biochem. Pharmacol , vol.73 , pp. 1829-1841
    • Eklund, B.I.1    Gunnarsdottir, S.2    Elfarra, A.A.3    Mannervik, B.4
  • 10
    • 0032797568 scopus 로고    scopus 로고
    • Gunnarsdottir, S.; Elfarra, A. A. Glutathione-dependent metabolism of cis-3-(9H-purin-6-ylthio)acrylic acid to yield the chemotherapeutic drug 6-mercaptopurine: evidence for two distinct mechanisms in rats. J. Pharmacol. Exp. Ther. 1999, 290, 950-957.
    • Gunnarsdottir, S.; Elfarra, A. A. Glutathione-dependent metabolism of cis-3-(9H-purin-6-ylthio)acrylic acid to yield the chemotherapeutic drug 6-mercaptopurine: evidence for two distinct mechanisms in rats. J. Pharmacol. Exp. Ther. 1999, 290, 950-957.
  • 11
    • 0029863194 scopus 로고    scopus 로고
    • Design, synthesis, and evaluation of latent alkylating agents activated by glutathione S-transferase
    • Satyam, A.; Hocker, M. D.; Kane-Maguire, K. A.; Morgan, A. S.; Villar, H. O.; Lyttle, M. H. Design, synthesis, and evaluation of latent alkylating agents activated by glutathione S-transferase. J. Med. Chem. 1996, 39, 1736-1747.
    • (1996) J. Med. Chem , vol.39 , pp. 1736-1747
    • Satyam, A.1    Hocker, M.D.2    Kane-Maguire, K.A.3    Morgan, A.S.4    Villar, H.O.5    Lyttle, M.H.6
  • 12
    • 33749452223 scopus 로고    scopus 로고
    • Biochemical basis of 4-hydroxyanisole induced cell toxicitity towards B16-F0 melanoma cells
    • Moridani, M. Y. Biochemical basis of 4-hydroxyanisole induced cell toxicitity towards B16-F0 melanoma cells. Cancer Lett. 2006, 243, 235-245.
    • (2006) Cancer Lett , vol.243 , pp. 235-245
    • Moridani, M.Y.1
  • 13
    • 0022969068 scopus 로고
    • Nonenzymatic isomerization of all-trans and 13-cis-retinoids catalyzed by sulphydryl groups
    • Shih, T. W.; Shealy, Y. F.; Strother, D. L.; Hill, D. L. Nonenzymatic isomerization of all-trans and 13-cis-retinoids catalyzed by sulphydryl groups. Drug Metab. Dispos. 1986, 14, 698-702.
    • (1986) Drug Metab. Dispos , vol.14 , pp. 698-702
    • Shih, T.W.1    Shealy, Y.F.2    Strother, D.L.3    Hill, D.L.4
  • 14
    • 0033215126 scopus 로고    scopus 로고
    • Glutathione S-transferase catalyzes the isomerization of (R)-2-hydroxymenthofuran to mintlactones
    • Khojasteh-Bakht, S. C.; Nelson, S. D.; Atkins, W. M. Glutathione S-transferase catalyzes the isomerization of (R)-2-hydroxymenthofuran to mintlactones. Arch. Biochem. Biophys. 1999, 370, 59-65.
    • (1999) Arch. Biochem. Biophys , vol.370 , pp. 59-65
    • Khojasteh-Bakht, S.C.1    Nelson, S.D.2    Atkins, W.M.3
  • 15
    • 0033534361 scopus 로고    scopus 로고
    • N-Acetylcysteine, but not methionine or 2-oxothiazolidine-4-carboxylate, serves as cysteine donor for the synthesis of glutathione in cultured neurons derived from embryonal rat brain
    • Dringen, R.; Hamprecht, B. N-Acetylcysteine, but not methionine or 2-oxothiazolidine-4-carboxylate, serves as cysteine donor for the synthesis of glutathione in cultured neurons derived from embryonal rat brain. Neurosci. Lett. 1999, 259, 79-82.
    • (1999) Neurosci. Lett , vol.259 , pp. 79-82
    • Dringen, R.1    Hamprecht, B.2
  • 16
    • 0043193607 scopus 로고
    • In vitro studies of 2,4-dihydroxyphenylalanine, a prodrug targeted against malignant melanoma cells
    • Morrison, M. E.; Yagi, M; Cohen, G. In vitro studies of 2,4-dihydroxyphenylalanine, a prodrug targeted against malignant melanoma cells. Proc. Natl. Acad. Sci. U.S.A. 1985, 82, 2960-2964.
    • (1985) Proc. Natl. Acad. Sci. U.S.A , vol.82 , pp. 2960-2964
    • Morrison, M.E.1    Yagi, M.2    Cohen, G.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.