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Volumn 72, Issue 3, 2011, Pages 289-297

Synthesis of nicotinamide derivatives having a hydroxy-substituted benzene ring and the influence of their structures on the apoptosis-inducing activity against leukemia cells

Author keywords

anticancer agent; apoptosis inducing activity; leukemia cells; nicotinamide derivatives

Indexed keywords

ANTINEOPLASTIC AGENT; BENZENE; EPIGALLOCATECHIN GALLATE; N NICOTINOYL O (2 HYDROXY 4 METHXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (2 HYDROXY 5 METHOXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (2 HYDROXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (2 METHOXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (2,3 DIHYDROXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (2,3 DIMETHOXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (2,4 DIMETHOXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (2,5 DIHYDROXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (2,5 DIMETHOXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (3 HYDROXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (3 METHOXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (4 ACETOXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (4 HYDROXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYL O (4 METHOXYBENZOYL) TYROSINE METHYL ESTER; N NICOTINOYLDOPAMINE; N NICOTINOYLNOREPINEPHRINE; NICOTINAMIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 79956146811     PISSN: 02724391     EISSN: 10982299     Source Type: Journal    
DOI: 10.1002/ddr.20426     Document Type: Article
Times cited : (5)

References (27)
  • 1
    • 0038000122 scopus 로고    scopus 로고
    • Molecular targets for green tea in prostate cancer prevention
    • Adhami VM, Ahmad N, Mukhtar H., 2003. Molecular targets for green tea in prostate cancer prevention. J Nutr 133: 2417-2424.
    • (2003) J Nutr , vol.133 , pp. 2417-2424
    • Adhami, V.M.1    Ahmad, N.2    Mukhtar, H.3
  • 3
    • 0032547015 scopus 로고    scopus 로고
    • Green tea epigallocatechin gallate shows a pronounced growth inhibitory effect on cancerous cells but not on their normal counterparts
    • DOI 10.1016/S0304-3835(98)00108-6, PII S0304383598001086
    • Chen ZP, Schell JB, Ho CT, Chen KY., 1998. Green tea epigallocatechin gallate shows a pronounced growth inhibitory effect on cancerous cells but not on their normal counterparts. Cancer Lett 129: 173-179. (Pubitemid 28386599)
    • (1998) Cancer Letters , vol.129 , Issue.2 , pp. 173-179
    • Chen, Z.P.1    Schell, J.B.2    Ho, C.-T.3    Chen, K.Y.4
  • 4
    • 0031985647 scopus 로고    scopus 로고
    • Annexin V-affinity assay: A review on an apoptosis detection system based on phosphatidylserine exposure
    • DOI 10.1002/(SICI)1097-0320(19 980101)31:1<1::AID-CYTO1>3.0.CO;2-R
    • Engeland MV, Nieland LJW, Ramaekers FCS, Schutte B, Reutelingsperger CPM., 1998. Annexin V-affinity assay: a review on an apoptosis detection system based on phosphatidylserine exposure. Cytometry 31: 1-9. (Pubitemid 28050057)
    • (1998) Cytometry , vol.31 , Issue.1 , pp. 1-9
    • Van Engeland, M.1    Nieland, L.J.W.2    Ramaekers, F.C.S.3    Schutte, B.4    Reutelingsperger, C.P.M.5
  • 5
    • 34250204535 scopus 로고    scopus 로고
    • Dopamine inhibits proliferation, induces differentiation and apoptosis of K562 leukaemia cells
    • He Q, Yuan L., 2007. Dopamine inhibits proliferation, induces differentiation and apoptosis of K562 cells. Chin Med J 120: 970-974. (Pubitemid 46902176)
    • (2007) Chinese Medical Journal , vol.120 , Issue.11 , pp. 970-974
    • He, Q.1    Yuan, L.-B.2
  • 6
    • 66549117514 scopus 로고    scopus 로고
    • Methoxy-and fluoro-chalcone derivatives arrest cell cycle progression and induce apoptosis in human melanoma cell A375
    • Henmi K, Hiwatashi Y, Hikita E, Toyama N, Hirano T., 2009. Methoxy-and fluoro-chalcone derivatives arrest cell cycle progression and induce apoptosis in human melanoma cell A375. Biol Pharm Bull 32: 1109-1113.
    • (2009) Biol Pharm Bull , vol.32 , pp. 1109-1113
    • Henmi, K.1    Hiwatashi, Y.2    Hikita, E.3    Toyama, N.4    Hirano, T.5
  • 8
    • 0034662755 scopus 로고    scopus 로고
    • Caspase-dependent and-independent mechanisms in apoptosis induced by hydroquinone and catechol metabolites of remoxipride in HL-60 cells
    • Inayat-Hussain SH, McGuinness SM, Johansson R, Lundstrom J, Ross D., 2000. Caspase-dependent and-independent mechanisms in apoptosis induced by hydroquinone and catechol metabolites of remoxipride in HL-60 cells. Chem Biol Interact 128: 51-63.
    • (2000) Chem Biol Interact , vol.128 , pp. 51-63
    • Inayat-Hussain, S.H.1    McGuinness, S.M.2    Johansson, R.3    Lundstrom, J.4    Ross, D.5
  • 9
    • 0034490737 scopus 로고    scopus 로고
    • Tea catechins and related polyphenols as anti-cancer agents
    • Isemura M, Saeki K, Kimura T, Hayakawa S, Minami T, Sazuka M., 2000. Tea catechins and related polyphenols as anti-cancer agents. BioFactors 13: 81-85. (Pubitemid 32107349)
    • (2000) BioFactors , vol.13 , Issue.1-4 , pp. 81-85
    • Isemura, M.1    Saeki, K.2    Kimura, T.3    Hayakawa, S.4    Minami, T.5    Sazuka, M.6
  • 10
    • 33747625842 scopus 로고    scopus 로고
    • Signaling pathway involved in the pro-apoptotic effect of dopamine in the GH3 pituitary cell line
    • DOI 10.1159/000094044
    • Jaubert A, Ichas F, Bresson-Bepoldin L., 2006. Signaling pathway involved in the pro-apoptotic effect of dopamine in the GH3 pituitary cell line. Neuroendocrinology Lett 83: 77-88. (Pubitemid 44268154)
    • (2006) Neuroendocrinology , vol.83 , Issue.2 , pp. 77-88
    • Jaubert, A.1    Ichas, F.2    Bresson-Bepoldin, L.3
  • 12
    • 0015383455 scopus 로고
    • Apoptosis: A basic biological phenomenon with wide rang implications in tissue kinetics
    • Kerr JFR, Wyllie AH, Currie AR., 1972. Apoptosis: a basic biological phenomenon with wide rang implications in tissue kinetics. Br J Cancer 26: 239-257.
    • (1972) Br J Cancer , vol.26 , pp. 239-257
    • Kerr, J.F.R.1    Wyllie, A.H.2    Currie, A.R.3
  • 14
    • 33645552166 scopus 로고    scopus 로고
    • Induction of apoptosis by disturbing mitochondrial-membrane potential and cleaving PARP in Jurkat T cells through treatment with acetoxyscirpenol mycotoxins
    • Lee DH, Park T, Kim HW., 2006. Induction of apoptosis by disturbing mitochondrial-membrane potential and cleaving PARP in Jurkat T cells through treatment with acetoxyscirpenol mycotoxins. Biol Pharm Bull 29: 648-654.
    • (2006) Biol Pharm Bull , vol.29 , pp. 648-654
    • Lee, D.H.1    Park, T.2    Kim, H.W.3
  • 15
    • 0032488992 scopus 로고    scopus 로고
    • Dopamine induces apoptosis through an oxidation-involved SAPK/JNK activation pathway
    • DOI 10.1074/jbc.273.6.3756
    • Luo Y, Umegaki H, Wang X, Abe R, Roth GS., 1998. Dopamine induces apoptosis through an oxidation-involved SAPK/JNK activation pathway. J Biol Chem 273: 3756-3764. (Pubitemid 28109805)
    • (1998) Journal of Biological Chemistry , vol.273 , Issue.6 , pp. 3756-3764
    • Luo, Y.1    Umegaki, H.2    Wang, X.3    Abe, R.4    Roth, G.S.5
  • 16
    • 0345724835 scopus 로고    scopus 로고
    • Identification from a Combinatorial Library of a Small Molecule that Selectively Induces Apoptosis in Cancer Cells
    • DOI 10.1021/ja038043d
    • Nesterenko V, Putt KS, Hergenrother PJ., 2003. Identification from a combinatorial library of a small molecule that selectively induces apoptosis in cancer cells. J Am Chem Soc 125: 14672-14673. (Pubitemid 37475536)
    • (2003) Journal of the American Chemical Society , vol.125 , Issue.48 , pp. 14672-14673
    • Nesterenko, V.1    Putt, K.S.2    Hergenrother, P.J.3
  • 18
    • 17844387603 scopus 로고    scopus 로고
    • Effects of tea constituents on cell cycle progression of human leukemia U937 cells
    • DOI 10.2220/biomedres.26.1
    • Ohata M, Koyama Y, Suzuki T, Hayakawa S, Saeki K, Nakamura Y, Isemura M., 2005. Effects of tea constituents on cell cycle progression of human leukemia U937 cells. Biomed Res 26: 1-7. (Pubitemid 41519994)
    • (2005) Biomedical Research , vol.26 , Issue.1 , pp. 1-7
    • Ohata, M.1    Koyama, Y.2    Suzuki, T.3    Hayakawa, S.4    Saeki, K.5    Nakamura, Y.6    Isemura, M.7
  • 19
    • 34547676359 scopus 로고    scopus 로고
    • Epigallocatechin-3-gallate inhibits cell and induces apoptosis in pancreatic cancer
    • Shankar S, Suthakar G, Srivastava RK., 2007. Epigallocatechin-3-gallate inhibits cell and induces apoptosis in pancreatic cancer. Front Biosci 12: 5039-5051.
    • (2007) Front Biosci , vol.12 , pp. 5039-5051
    • Shankar, S.1    Suthakar, G.2    Srivastava, R.K.3
  • 20
    • 45749145862 scopus 로고    scopus 로고
    • Apoptosis-inducing effects of two anthraquinones from Hedyotis diffusa Willd
    • DOI 10.1248/bpb.31.1075
    • Shi Y, Wang CH, Gong XG., 2008. Apoptosis-inducing effects of two anthraquinones from Hedyotis diffusaWilld. Bio Pharm Bull 31: 1075-1078. (Pubitemid 351871154)
    • (2008) Biological and Pharmaceutical Bulletin , vol.31 , Issue.6 , pp. 1075-1078
    • Shi, Y.1    Wang, C.-H.2    Gong, X.-G.3
  • 22
    • 4644266299 scopus 로고    scopus 로고
    • Epigallocatechin-3-O-gallate inhibits fibroblast contraction of floating collagen gel: Interaction between epigallocatechin-3-O-gallate and platelet derived growth factor
    • DOI 10.1271/bbb.68.1817
    • Suzuki Y, Hattori S, Isemura M., 2004. Epigallocatechin-3-O-gallate inhibits fibroblast contraction of floating collagen gel: interaction between epigallocatechin-3-O-gallate and platelet derived growth factor. Biosci Biotechnol Biochem 68: 1817-1820. (Pubitemid 39260319)
    • (2004) Bioscience, Biotechnology and Biochemistry , vol.68 , Issue.8 , pp. 1817-1820
    • Suzuki, Y.1    Hattori, S.2    Isemura, M.3
  • 24
    • 0030021349 scopus 로고    scopus 로고
    • Biochemical pathways of apoptosis: Nicotinamide adenine dinucleotide-deficient cells are resistant to tumor necrosis factor or ultraviolet light activation of the 24-kD apoptotic protease and DNA fragmentation
    • Wright SC, Wei QS, Kinder DH., 1996. Biochemical pathways of apoptosis: nicotinamide adenine dinucleotide-deficient cells are resistant to tumor necrosis factor or ultraviolet light activation of the 24-kD apoptotic protease and DNA fragmentation. J Ex Med 183: 463-471.
    • (1996) J Ex Med , vol.183 , pp. 463-471
    • Wright, S.C.1    Wei, Q.S.2    Kinder, D.H.3
  • 25
    • 40949121152 scopus 로고    scopus 로고
    • The nicotinic acid-p-aminophenylalanine-hydroxy-benzoic acid triads induce apoptosis in human leukemia U937 cells
    • Yamaguchi M, Saito R, Utsumi K, Ochiai A, Kawashima N, Tokuoka Y, Katoh A., 2007. The nicotinic acid-p-aminophenylalanine-hydroxy-benzoic acid triads induce apoptosis in human leukemia U937 cells. Heterocycles 71: 1503-1508.
    • (2007) Heterocycles , vol.71 , pp. 1503-1508
    • Yamaguchi, M.1    Saito, R.2    Utsumi, K.3    Ochiai, A.4    Kawashima, N.5    Tokuoka, Y.6    Katoh, A.7
  • 26
    • 0031815389 scopus 로고    scopus 로고
    • Inhibition of growth and induction of apoptosis in human cancer cell lines by tea polyphenols
    • DOI 10.1093/carcin/19.4.611
    • Yang GY, Liao J, Kim K, Yurkow EJ, Yang CS., 1998. Inhibition of growth and induction of apoptosis in human cancer cell lines by tea polyphenols. Carcinogenesis 19: 611-616. (Pubitemid 28376804)
    • (1998) Carcinogenesis , vol.19 , Issue.4 , pp. 611-616
    • Yang, G.-Y.1    Liao, J.2    Kim, K.3    Yurkow, E.J.4    Yang, C.S.5
  • 27
    • 0000890659 scopus 로고
    • The reaction of carboxylic method for the synthesis of amides and transesterification
    • Yazawa H, Tanaka K, Kariyone K., 1974. The reaction of carboxylic method for the synthesis of amides and transesterification. Tetrahedron Lett 46: 3995-3996.
    • (1974) Tetrahedron Lett , vol.46 , pp. 3995-3996
    • Yazawa, H.1    Tanaka, K.2    Kariyone, K.3


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