메뉴 건너뛰기




Volumn 4, Issue 3, 2011, Pages 97-107

Impact of protein binding on the analytical detectability and anticancer activity of Thymoquinone

Author keywords

Anticancer activity; Mass spectrometry; Protein binding; Serum; Thymoquinone

Indexed keywords

BOVINE SERUM ALBUMIN; CYSTINE; OROSOMUCOID; PLASMA PROTEIN; THYMOQUINONE;

EID: 79960562089     PISSN: 18646158     EISSN: 18646166     Source Type: Journal    
DOI: 10.1007/s12154-010-0052-4     Document Type: Article
Times cited : (42)

References (37)
  • 1
    • 62549153670 scopus 로고    scopus 로고
    • From here to eternity - The secret of Pharaohs: Therapeutic potential of black cumin seeds and beyond
    • 1:CAS:528:DC%2BD1cXhtlKqtr3N
    • S Padhye S Banerjee A Ahmad, et al. 2008 From here to eternity - the secret of Pharaohs: therapeutic potential of black cumin seeds and beyond Cancer Ther 6 495 510 1:CAS:528:DC%2BD1cXhtlKqtr3N
    • (2008) Cancer Ther , vol.6 , pp. 495-510
    • Padhye, S.1    Banerjee, S.2    Ahmad, A.3
  • 2
    • 70449089588 scopus 로고    scopus 로고
    • Comparison of potential chemotherapeutic agents, 5-fluoruracil, green tea, and thymoquinone on colon cancer cells
    • 1:CAS:528:DC%2BD28XmvVCjs7o%3D
    • AA Norwood M Tan M May, et al. 2006 Comparison of potential chemotherapeutic agents, 5-fluoruracil, green tea, and thymoquinone on colon cancer cells Biomed Sci Instrum 42 350 356 1:CAS:528:DC%2BD28XmvVCjs7o%3D
    • (2006) Biomed Sci Instrum , vol.42 , pp. 350-356
    • Norwood, A.A.1    Tan, M.2    May, M.3
  • 3
    • 24944496400 scopus 로고    scopus 로고
    • 2 biosyntheses
    • DOI 10.1055/s-2005-871288
    • P Marsik L Kokoska P Landa, et al. 2005 In vitro inhibitory effects of thymol and quinones of Nigella sativa seeds on cyclooxygenase-1- and -2-catalyzed prostaglandin E2 biosyntheses Planta Med 71 739 742 10.1055/s-2005-871288 1:CAS:528:DC%2BD2MXhtVaqurfF (Pubitemid 41306194)
    • (2005) Planta Medica , vol.71 , Issue.8 , pp. 739-742
    • Marsik, P.1    Kokoska, L.2    Landa, P.3    Nepovim, A.4    Soudek, P.5    Vanek, T.6
  • 4
    • 0038559976 scopus 로고    scopus 로고
    • Pharmacological and toxicological properties of Nigella sativa
    • DOI 10.1002/ptr.1309
    • BH Ali G Blunden 2003 Pharmacological and toxicological properties of Nigella sativa Phytother Res 17 299 305 10.1002/ptr.1309 1:CAS:528: DC%2BD3sXktlShuro%3D (Pubitemid 36565330)
    • (2003) Phytotherapy Research , vol.17 , Issue.4 , pp. 299-305
    • Ali, B.H.1    Blunden, G.2
  • 5
    • 76249103767 scopus 로고    scopus 로고
    • Effect of thymoquinone on mouse dendritic cells
    • 10.1159/000276563 1:CAS:528:DC%2BC3cXht1Slsrg%3D
    • NT Xuan E Shumilina SM Qadri, et al. 2010 Effect of thymoquinone on mouse dendritic cells Cell Physiol Biochem 25 307 314 10.1159/000276563 1:CAS:528:DC%2BC3cXht1Slsrg%3D
    • (2010) Cell Physiol Biochem , vol.25 , pp. 307-314
    • Xuan, N.T.1    Shumilina, E.2    Qadri, S.M.3
  • 6
    • 70649088771 scopus 로고    scopus 로고
    • Beneficial effects of thymoquinone on hepatic key enzymes in streptozotocin-nicotinamide induced diabetic rats
    • 10.1016/j.lfs.2009.10.021 1:CAS:528:DC%2BD1MXhsV2msrzF
    • L Pari C Sankaranarayanan 2009 Beneficial effects of thymoquinone on hepatic key enzymes in streptozotocin-nicotinamide induced diabetic rats Life Sci 85 830 834 10.1016/j.lfs.2009.10.021 1:CAS:528:DC%2BD1MXhsV2msrzF
    • (2009) Life Sci , vol.85 , pp. 830-834
    • Pari, L.1    Sankaranarayanan, C.2
  • 7
    • 77954527277 scopus 로고    scopus 로고
    • Protective effects of propolis and thymoquinone on development of atherosclerosis in cholesterol-fed rabbits
    • 10.1007/s12272-010-0420-1 1:CAS:528:DC%2BC3cXlt1amsrc%3D
    • MA Nader DS el-Agamy GM Suddek 2010 Protective effects of propolis and thymoquinone on development of atherosclerosis in cholesterol-fed rabbits Arch Pharm Res 33 637 643 10.1007/s12272-010-0420-1 1:CAS:528:DC%2BC3cXlt1amsrc%3D
    • (2010) Arch Pharm Res , vol.33 , pp. 637-643
    • Nader, M.A.1    El-Agamy, D.S.2    Suddek, G.M.3
  • 8
    • 77951556746 scopus 로고    scopus 로고
    • Protective effects of Nigella sativa oil and thymoquinone against toxicity induced by the anticancer drug cyclophosphamide
    • 1:STN:280:DC%2BC3c3ksFKltg%3D%3D
    • FQ Alenzi Y El-Bolkiny ML Salem 2010 Protective effects of Nigella sativa oil and thymoquinone against toxicity induced by the anticancer drug cyclophosphamide Br J Biomed Sci 67 20 28 1:STN:280:DC%2BC3c3ksFKltg%3D%3D
    • (2010) Br J Biomed Sci , vol.67 , pp. 20-28
    • Alenzi, F.Q.1    El-Bolkiny, Y.2    Salem, M.L.3
  • 9
    • 77949263613 scopus 로고    scopus 로고
    • Reactive oxygen species mediate thymoquinone-induced apoptosis and activate ERK and JNK signaling
    • 10.1007/s10495-009-0421-z 1:CAS:528:DC%2BC3cXhtlSjsrg%3D
    • N El-Najjar M Chatila H Moukadem, et al. 2010 Reactive oxygen species mediate thymoquinone-induced apoptosis and activate ERK and JNK signaling Apoptosis 15 183 195 10.1007/s10495-009-0421-z 1:CAS:528:DC%2BC3cXhtlSjsrg%3D
    • (2010) Apoptosis , vol.15 , pp. 183-195
    • El-Najjar, N.1    Chatila, M.2    Moukadem, H.3
  • 10
    • 77649191011 scopus 로고    scopus 로고
    • Induction of apoptosis by thymoquinone in lymphoblastic leukemia Jurkat cells is mediated by a p73-dependent pathway which targets the epigenetic integrator UHRF1
    • 10.1016/j.bcp.2009.12.015 1:CAS:528:DC%2BC3cXjtVCgsbs%3D
    • M Alhosin A Abusnina M Achour, et al. 2010 Induction of apoptosis by thymoquinone in lymphoblastic leukemia Jurkat cells is mediated by a p73-dependent pathway which targets the epigenetic integrator UHRF1 Biochem Pharmacol 79 1251 1260 10.1016/j.bcp.2009.12.015 1:CAS:528:DC%2BC3cXjtVCgsbs%3D
    • (2010) Biochem Pharmacol , vol.79 , pp. 1251-1260
    • Alhosin, M.1    Abusnina, A.2    Achour, M.3
  • 11
    • 33646202807 scopus 로고    scopus 로고
    • Thymoquinone: A promising anti-cancer drug from natural sources
    • 10.1016/j.biocel.2005.10.009 1:CAS:528:DC%2BD28XksVGgsro%3D
    • H Gali-Muhtasib A Roessner R Schneider-Stock 2006 Thymoquinone: a promising anti-cancer drug from natural sources Int J Biochem Cell Biol 38 1249 1253 10.1016/j.biocel.2005.10.009 1:CAS:528:DC%2BD28XksVGgsro%3D
    • (2006) Int J Biochem Cell Biol , vol.38 , pp. 1249-1253
    • Gali-Muhtasib, H.1    Roessner, A.2    Schneider-Stock, R.3
  • 12
    • 77956268772 scopus 로고    scopus 로고
    • Protective effect of Nigella sativa extract and thymoquinone on serum/glucose deprivation-induced PC12 cells death
    • 10.1007/s10571-009-9484-1 1:STN:280:DC%2BC3czltlGisQ%3D%3D
    • SH Mousavi Z Tayarani-Najaran M Asghari, et al. 2010 Protective effect of Nigella sativa extract and thymoquinone on serum/glucose deprivation-induced PC12 cells death Cell Mol Neurobiol 30 591 598 10.1007/s10571-009-9484-1 1:STN:280:DC%2BC3czltlGisQ%3D%3D
    • (2010) Cell Mol Neurobiol , vol.30 , pp. 591-598
    • Mousavi, S.H.1    Tayarani-Najaran, Z.2    Asghari, M.3
  • 13
    • 48649088554 scopus 로고    scopus 로고
    • Thymoquinone triggers inactivation of the stress response pathway sensor CHEK1 and contributes to apoptosis in colorectal cancer cells
    • 10.1158/0008-5472.CAN-08-0884 1:CAS:528:DC%2BD1cXovVCgu7c%3D
    • H Gali-Muhtasib D Kuester C Mawrin, et al. 2008 Thymoquinone triggers inactivation of the stress response pathway sensor CHEK1 and contributes to apoptosis in colorectal cancer cells Cancer Res 68 5609 5618 10.1158/0008-5472.CAN-08-0884 1:CAS:528:DC%2BD1cXovVCgu7c%3D
    • (2008) Cancer Res , vol.68 , pp. 5609-5618
    • Gali-Muhtasib, H.1    Kuester, D.2    Mawrin, C.3
  • 14
    • 26444457920 scopus 로고    scopus 로고
    • Thymoquinone induces apoptosis through activation of caspase-8 and mitochondrial events in p53-null myeloblastic leukemia HL-60 cells
    • DOI 10.1002/ijc.21205
    • MA El-Mahdy Q Zhu QE Wang, et al. 2005 Thymoquinone induces apoptosis through activation of caspase-8 and mitochondrial events in p53-null myeloblastic leukemia HL-60 cells Int J Cancer 117 409 417 10.1002/ijc.21205 1:CAS:528:DC%2BD2MXhtFant7rF (Pubitemid 41429564)
    • (2005) International Journal of Cancer , vol.117 , Issue.3 , pp. 409-417
    • El-Mahdy, M.A.1    Zhu, Q.2    Wang, Q.-E.3    Wani, G.4    Wani, A.A.5
  • 15
    • 70449091507 scopus 로고    scopus 로고
    • Evaluation of bioflavonoids as potential chemotherapeutic agents
    • 1:CAS:528:DC%2BD28XmvVCjs7k%3D
    • K Womack M Anderson M Tucci, et al. 2006 Evaluation of bioflavonoids as potential chemotherapeutic agents Biomed Sci Instrum 42 464 469 1:CAS:528:DC%2BD28XmvVCjs7k%3D
    • (2006) Biomed Sci Instrum , vol.42 , pp. 464-469
    • Womack, K.1    Anderson, M.2    Tucci, M.3
  • 16
    • 33745219871 scopus 로고    scopus 로고
    • The physiological effect of conventional treatment with epigallocatechin-3-gallate, thymoquinone, and tannic acid on the LNCaP cell line
    • 1:CAS:528:DC%2BD28XmvVCjs7s%3D
    • LR Richards P Jones J Hughes, et al. 2006 The physiological effect of conventional treatment with epigallocatechin-3-gallate, thymoquinone, and tannic acid on the LNCaP cell line Biomed Sci Instrum 42 357 362 1:CAS:528: DC%2BD28XmvVCjs7s%3D
    • (2006) Biomed Sci Instrum , vol.42 , pp. 357-362
    • Richards, L.R.1    Jones, P.2    Hughes, J.3
  • 17
    • 70349528180 scopus 로고    scopus 로고
    • Anti-inflammatory effects of the Nigella sativa seed extract, thymoquinone, in pancreatic cancer cells
    • N Chehl G Chipitsyna Q Gong, et al. 2009 Anti-inflammatory effects of the Nigella sativa seed extract, thymoquinone, in pancreatic cancer cells HPB (Oxford) 11 373 381
    • (2009) HPB (Oxford) , vol.11 , pp. 373-381
    • Chehl, N.1    Chipitsyna, G.2    Gong, Q.3
  • 18
    • 42949088402 scopus 로고    scopus 로고
    • A comparison of the morphological changes associated with conventional and sustained treatment with epigallocatechin-3-gallate, thymoquinone, and tannic acid on LNCAP cells
    • LR Richards P Jones H Benghuzzi, et al. 2008 A comparison of the morphological changes associated with conventional and sustained treatment with pigallocatechin3gallate, thymoquinone, and tannic acid on lncap cells Biomed Sci Instrum 44 465 470 1:CAS:528:DC%2BD1cXltVKns70%3D (Pubitemid 351619732)
    • (2008) Biomedical Sciences Instrumentation , vol.44 , pp. 465-470
    • Richards, L.R.1    Jones, P.2    Benghuzzi, H.3    Tucci, M.4
  • 19
    • 13244285843 scopus 로고    scopus 로고
    • Thymoquinone extracted from black seed triggers apoptotic cell death in human colorectal cancer cells via a p53-dependent mechanism
    • 1:CAS:528:DC%2BD2cXovFWlurY%3D
    • H Gali-Muhtasib M Diab-Assaf C Boltze, et al. 2004 Thymoquinone extracted from black seed triggers apoptotic cell death in human colorectal cancer cells via a p53-dependent mechanism Int J Oncol 25 857 866 1:CAS:528: DC%2BD2cXovFWlurY%3D
    • (2004) Int J Oncol , vol.25 , pp. 857-866
    • Gali-Muhtasib, H.1    Diab-Assaf, M.2    Boltze, C.3
  • 21
    • 41149137253 scopus 로고    scopus 로고
    • Thymoquinone reduces mouse colon tumor cell invasion and inhibits tumor growth in murine colon cancer models
    • 10.1111/j.1582-4934.2007.00095.x
    • H Gali-Muhtasib M Ocker D Kuester, et al. 2008 Thymoquinone reduces mouse colon tumor cell invasion and inhibits tumor growth in murine colon cancer models J Cell Mol Med 12 330 342 10.1111/j.1582-4934.2007.00095.x
    • (2008) J Cell Mol Med , vol.12 , pp. 330-342
    • Gali-Muhtasib, H.1    Ocker, M.2    Kuester, D.3
  • 23
    • 0035237915 scopus 로고    scopus 로고
    • Inhibitory effects of thymoquinone against 20-methylcholanthrene-induced fibrosarcoma tumorigenesis
    • 1:CAS:528:DC%2BD3MXmvV2ksrY%3D
    • OA Badary AM Gamal El-Din 2001 Inhibitory effects of thymoquinone against 20-methylcholanthrene-induced fibrosarcoma tumorigenesis Cancer Detect Prev 25 362 368 1:CAS:528:DC%2BD3MXmvV2ksrY%3D
    • (2001) Cancer Detect Prev , vol.25 , pp. 362-368
    • Badary, O.A.1    Gamal El-Din, A.M.2
  • 24
    • 0033120349 scopus 로고    scopus 로고
    • High performance liquid chromatographic analysis of the pharmacologically active quinones and related compounds in the oil of the black seed (Nigella sativa L.)
    • DOI 10.1016/S0731-7085(98)00300-8, PII S0731708598003008
    • OA Ghosheh AA Houdi PA Crooks 1999 High performance liquid chromatographic analysis of the pharmacologically active quinones and related compounds in the oil of the black seed (Nigella sativa L.) J Pharm Biomed Anal 19 757 762 10.1016/S0731-7085(98)00300-8 1:CAS:528:DyaK1MXisVChs78%3D (Pubitemid 29092778)
    • (1999) Journal of Pharmaceutical and Biomedical Analysis , vol.19 , Issue.5 , pp. 757-762
    • Ghosheh, O.A.1    Houdi, A.A.2    Crooks, P.A.3
  • 25
    • 0028985834 scopus 로고
    • Simple HPLC method for the determination of thymoquinone in black seed oil (Nigella sativa Linn)
    • 10.1080/10826079508010400 1:CAS:528:DyaK2MXksFymsr4%3D
    • HY Aboul-Enein LI Abou-Basha 1995 Simple HPLC method for the determination of thymoquinone in black seed oil (Nigella sativa Linn) J Liq Chromatogr Related Technol 18 895 902 10.1080/10826079508010400 1:CAS:528:DyaK2MXksFymsr4%3D
    • (1995) J Liq Chromatogr Related Technol , vol.18 , pp. 895-902
    • Aboul-Enein, H.Y.1    Abou-Basha, L.I.2
  • 26
    • 20044391816 scopus 로고    scopus 로고
    • Albumin: Biochemical properties and therapeutic potential
    • DOI 10.1002/hep.20720
    • GJ Quinlan GS Martin TW Evans 2005 Albumin: biochemical properties and therapeutic potential Hepatology 41 1211 1219 10.1002/hep.20720 1:CAS:528:DC%2BD2MXlvVSntb0%3D (Pubitemid 40770271)
    • (2005) Hepatology , vol.41 , Issue.6 , pp. 1211-1219
    • Quinlan, G.J.1    Martin, G.S.2    Evans, T.W.3
  • 27
    • 0034684197 scopus 로고    scopus 로고
    • Alpha-1-acid glycoprotein
    • 10.1016/S0167-4838(00)00153-9 1:CAS:528:DC%2BD3MXotFGj
    • T Fournier N Medjoubi-N D Porquet 2000 Alpha-1-acid glycoprotein Biochim Biophys Acta 1482 157 171 10.1016/S0167-4838(00)00153-9 1:CAS:528:DC%2BD3MXotFGj
    • (2000) Biochim Biophys Acta , vol.1482 , pp. 157-171
    • Fournier, T.1    Medjoubi-N, N.2    Porquet, D.3
  • 28
    • 0015694574 scopus 로고
    • Structure of 1 -acid glycoprotein. The complete amino acid sequence, multiple amino acid substitutions, and homology with the immunoglobulins
    • 10.1021/bi00738a026 1:CAS:528:DyaE3sXks1artb4%3D
    • K Schmid H Kaufmann S Isemura, et al. 1973 Structure of 1 -acid glycoprotein. The complete amino acid sequence, multiple amino acid substitutions, and homology with the immunoglobulins Biochemistry 12 2711 2724 10.1021/bi00738a026 1:CAS:528:DyaE3sXks1artb4%3D
    • (1973) Biochemistry , vol.12 , pp. 2711-2724
    • Schmid, K.1    Kaufmann, H.2    Isemura, S.3
  • 29
    • 85133900173 scopus 로고    scopus 로고
    • Protein binding in plasma: A case history of a highly protein-bound drug
    • G. Evans (eds). CRC Press Boca Raton, FL
    • Barnaby RJ, Bottacini M (2004) Protein binding in plasma: a case history of a highly protein-bound drug. In: Evans G (ed) A HandBook of Bioanalysis and Drug Metabolism. CRC Press, Boca Raton, FL, pp 156-175
    • (2004) A HandBook of Bioanalysis and Drug Metabolism , pp. 156-175
    • Barnaby, R.J.1    Bottacini, M.2
  • 30
    • 0017481335 scopus 로고
    • Binding of drugs by albumin and plasma protein
    • 10.1002/jps.2600660402 1:CAS:528:DyaE2sXhvVaktb0%3D
    • JJ Vallner 1977 Binding of drugs by albumin and plasma protein J Pharm Sci 66 447 465 10.1002/jps.2600660402 1:CAS:528:DyaE2sXhvVaktb0%3D
    • (1977) J Pharm Sci , vol.66 , pp. 447-465
    • Vallner, J.J.1
  • 31
    • 1342346704 scopus 로고    scopus 로고
    • Quinone Chemistry and Melanogenesis
    • DOI 10.1016/S0076-6879(04)78005-2
    • EJ Land CA Ramsden PA Riley 2004 Quinone chemistry and melanogenesis Methods Enzymol 378 88 109 10.1016/S0076-6879(04)78005-2 1:CAS:528: DC%2BD2cXjtVWlurw%3D (Pubitemid 38248565)
    • (2004) Methods in Enzymology , vol.378 , pp. 88-109
    • Land, E.J.1    Ramsden, C.A.2    Riley, P.A.3
  • 32
    • 18344390280 scopus 로고    scopus 로고
    • Site-specific binding of quinones to proteins through thiol addition and addition-elimination reactions
    • DOI 10.1021/ja050974x
    • WW Li J Heinze W Haehnel 2005 Site-specific binding of quinones to proteins through thiol addition and addition-elimination reactions J Am Chem Soc 127 6140 6141 10.1021/ja050974x 1:CAS:528:DC%2BD2MXjtFSjtb4%3D (Pubitemid 40637190)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.17 , pp. 6140-6141
    • Li, W.-W.1    Heinze, J.2    Haehnel, W.3
  • 33
    • 0034076822 scopus 로고    scopus 로고
    • Exploring the chemistry of quinones by computation
    • DOI 10.1002/(SICI)1521-3838(200002)19:1<22::AID-QSAR22>3.0.CO;2-U
    • PS Magee 2000 Exploring the chemistry of quinones by computation Quant Struc-Act Relat 19 22 28 10.1002/(SICI)1521-3838(200002)19:1<22::AID- QSAR22>3.0.CO;2-U 1:CAS:528:DC%2BD3cXisVWitro%3D (Pubitemid 30198062)
    • (2000) Quantitative Structure-Activity Relationships , vol.19 , Issue.1 , pp. 22-28
    • Magee, P.S.1
  • 34
    • 79151479129 scopus 로고    scopus 로고
    • Thymoquinone, a potential therapeutic agent of Nigella sativa, binds to site i of human serum albumin
    • 10.1016/j.phymed.2010.01.011 1:CAS:528:DC%2BC3cXpsVGhu74%3D
    • G Lupidi A Scire E Camaioni, et al. 2010 Thymoquinone, a potential therapeutic agent of Nigella sativa, binds to site I of human serum albumin Phytomedicine 17 714 720 10.1016/j.phymed.2010.01.011 1:CAS:528: DC%2BC3cXpsVGhu74%3D
    • (2010) Phytomedicine , vol.17 , pp. 714-720
    • Lupidi, G.1    Scire, A.2    Camaioni, E.3
  • 35
    • 0742304111 scopus 로고    scopus 로고
    • Fetal bovine serum, but not human serum, inhibits the in vitro cytotoxicity of ET-743 (Yondelis, trabectedin): An example of potential problems for extrapolation of active drug concentrations from in vitro studies
    • DOI 10.1007/s00280-003-0704-y
    • G Tognon R Frapolli M Zaffaroni, et al. 2004 Fetal bovine serum, but not human serum, inhibits the in vitro cytotoxicity of ET-743 (Yondelis, trabectedin), an example of potential problems for extrapolation of active drug concentrations from in vitro studies Cancer Chemother Pharmacol 53 89 90 (Pubitemid 38161194)
    • (2004) Cancer Chemotherapy and Pharmacology , vol.53 , Issue.1 , pp. 89-90
    • Tognon, G.1    Frapolli, R.2    Zaffaroni, M.3    Erba, E.4    Zucchetti, M.5    Faircloth, G.T.6    D'Incalci, M.7
  • 36
    • 77950086914 scopus 로고    scopus 로고
    • Thymoquinone poly (lactide-co-glycolide) nanoparticles exhibit enhanced anti-proliferative, anti-inflammatory, and chemosensitization potential
    • 10.1016/j.bcp.2010.01.023 1:CAS:528:DC%2BC3cXjvFKmt7o%3D
    • J Ravindran HB Nair B Sung, et al. 2010 Thymoquinone poly (lactide-co-glycolide) nanoparticles exhibit enhanced anti-proliferative, anti-inflammatory, and chemosensitization potential Biochem Pharmacol 79 1640 1647 10.1016/j.bcp.2010.01.023 1:CAS:528:DC%2BC3cXjvFKmt7o%3D
    • (2010) Biochem Pharmacol , vol.79 , pp. 1640-1647
    • Ravindran, J.1    Nair, H.B.2    Sung, B.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.