메뉴 건너뛰기




Volumn 47, Issue 5, 2012, Pages 588-593

Antitumor effect research progress of shikonin and its derivatives

Author keywords

Anti tumor effect; Antiangiogenesis; Apoptosis; Matrix metalloproteinase; Necrosis; Protein tyrosine kinase; Shikonin

Indexed keywords

MATRIX METALLOPROTEINASE; PROTEIN TYROSINE KINASE; SHIKONIN DERIVATIVE;

EID: 84863689064     PISSN: 05134870     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review
Times cited : (10)

References (47)
  • 1
    • 80052537357 scopus 로고    scopus 로고
    • Comparative study on enantiomeric excess of main akannin/shikonin derivatives isolated from the roots of three endemic Boraginaceae plants in China
    • J
    • Zhou W, Jiang Had G, Peng Y, et al. Comparative study on enantiomeric excess of main akannin/shikonin derivatives isolated from the roots of three endemic Boraginaceae plants in China[J]. Biomed Chromatogr, 2011, 25: 1076-1075.
    • (2011) Biomed Chromatogr , vol.25 , pp. 1076-11075
    • Zhou, W.1    Jiang Had, G.2    Peng, Y.3
  • 2
    • 77956262888 scopus 로고    scopus 로고
    • Chinese Pharmacopoeia Committee. Beijing: China Medical Science Press, Appendix 320
    • Chinese Pharmacopoeia Committee. Pharmacopoeia of People's Republic of China [S]. Part 1. Beijing: China Medical Science Press, 2010: Appendix 320.
    • (2010) Pharmacopoeia of People's Republic of China [S]. Part 1
  • 3
    • 0035374694 scopus 로고    scopus 로고
    • P53 displacement from centrosomes and p53-mediated G1 arrest following transient inhibition of the mitotic spindle
    • J
    • Ciciarello M, Mangiacasale R, Casenghi M, et al. p53 displacement from centrosomes and p53-mediated G1 arrest following transient inhibition of the mitotic spindle [J]. J Biol Chem, 2001, 276: 19205-19213.
    • (2001) J Biol Chem , vol.276 , pp. 19205-19213
    • Ciciarello, M.1    Mangiacasale, R.2    Casenghi, M.3
  • 4
    • 0001744641 scopus 로고    scopus 로고
    • Multidrug resistance and pharmacological protection mediated by the breast cancer resistance protein (BCRP/ABCG2)
    • J
    • Allen JD, Schinkel AH. Multidrug resistance and pharmacological protection mediated by the breast cancer resistance protein (BCRP/ABCG2) [J]. Mol Cancer Ther, 2002, 1: 427-434.
    • (2002) Mol Cancer Ther , vol.1 , pp. 427-434
    • Allen, J.D.1    Schinkel, A.H.2
  • 5
    • 0024779132 scopus 로고
    • P-glycoprotein: Multi-ddrug resistance and a superfamily of membrane-associated transport proteins
    • Juranka P, Zastawny R, Ling V. P-glycoprotein: multidrug-resistance and a superfamily of membrane-associated transport proteins [J]. FASEB J, 1989, 3: 2583-2592. (Pubitemid 20013272)
    • (1989) FASEB Journal , vol.3 , Issue.14 , pp. 2583-2592
    • Juranka, P.F.1    Zastawny, R.L.2    Ling, V.3
  • 6
  • 8
    • 64249097600 scopus 로고    scopus 로고
    • Shikonin exerts antitumor activity via proteasome inhibition and cell death induction in vitro and in vivo
    • J
    • Yang HJ, Zhou P, Huang HB, et al. Shikonin exerts antitumor activity via proteasome inhibition and cell death induction in vitro and in vivo [J]. Int J Cancer, 2009, 124: 2450-2459.
    • (2009) Int J Cancer , vol.124 , pp. 2450-2459
    • Yang, H.J.1    Zhou, P.2    Huang, H.B.3
  • 9
    • 58549085575 scopus 로고    scopus 로고
    • Synthesis and biological activity of novel shikonin analogues
    • J
    • Wang WJ, Dai M, Zhu CH, et al. Synthesis and biological activity of novel shikonin analogues [J]. Bioorg Med Chem Lett, 2009, 19: 735-737.
    • (2009) Bioorg Med Chem Lett , vol.19 , pp. 735-737
    • Wang, W.J.1    Dai, M.2    Zhu, C.H.3
  • 10
    • 78649332634 scopus 로고    scopus 로고
    • Semi-synthesis and antitumor activity of 5, 8-O-dimethyl acylshikonin derivatives
    • J
    • Zhou W, Peng Y, Li SS. Semi-synthesis and antitumor activity of 5, 8-O-dimethyl acylshikonin derivatives [J]. Eur J Med Chem, 2010,45:6005-6011.
    • (2010) Eur J Med Chem , vol.45 , pp. 6005-6011
    • Zhou, W.1    Peng, Y.2    Li, S.S.3
  • 11
    • 80955179555 scopus 로고    scopus 로고
    • Semi-synthesis and antitumor activity of 6-isomers of 5, 8-O-dimethyl acylshikonin derivatives
    • J
    • Zhou W, Zhang X, Xiao L, et al. Semi-synthesis and antitumor activity of 6-isomers of 5, 8-O-dimethyl acylshikonin derivatives [J]. Eur J Med Chem, 2011, 46: 3420-3427.
    • (2011) Eur J Med Chem , vol.46 , pp. 3420-3427
    • Zhou, W.1    Zhang, X.2    Xiao, L.3
  • 12
    • 84884671739 scopus 로고    scopus 로고
    • Development of small molecule inhibitors on Bcl-2/Bcl-Xl
    • J
    • Wang RB, Zhou SS, Li SS, et al. Development of small molecule inhibitors on Bcl-2/Bcl-Xl [J]. Chin J Med Chem, 2011, 21: 155-164.
    • (2011) Chin J Med Chem , vol.21 , pp. 155-164
    • Wang, R.B.1    Zhou, S.S.2    Li, S.S.3
  • 13
    • 63149129655 scopus 로고    scopus 로고
    • Bcl-2 inhibitors: Targeting mitochondrial apoptotic pathways in cancer therapy
    • J
    • Kang MH, Reynolds CP. Bcl-2 inhibitors: targeting mitochondrial apoptotic pathways in cancer therapy [J]. Clin Cancer Res, 2009, 15: 1126-1132.
    • (2009) Clin Cancer Res , vol.15 , pp. 1126-1132
    • Kang, M.H.1    Reynolds, C.P.2
  • 15
    • 0030931876 scopus 로고    scopus 로고
    • Caspases: The executioners of apoptosis
    • Cohen GM. Caspases: the executioners of apoptosis [J]. Biochem J, 1997, 326: 1-16. (Pubitemid 27386911)
    • (1997) Biochemical Journal , vol.326 , Issue.1 , pp. 1-16
    • Cohen, G.M.1
  • 16
    • 33845940416 scopus 로고    scopus 로고
    • Structure-activity relationship studies of ethyl 2-amino-6-bromo-4-(1- cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate (HA 14-1), an antagonist for antiapoptotic Bcl-2 proteins to overcome drug resistance in cancer
    • DOI 10.1021/jm060968r
    • Doshi JM, Tian D, Xing C. Structure-activity relationship studies of ethyl 2-amino-6-bromo-4-(l-cyano-2-ethoxy-2-oxoethyl)-4//-chromene-3-carboxylate (HA 14-1), an antagonist for antiapoptotic Bcl-2 proteins to overcome drug resistance in cancer [J]. J Med Chem, 2006, 49: 7731-7739. (Pubitemid 46033664)
    • (2006) Journal of Medicinal Chemistry , vol.49 , Issue.26 , pp. 7731-7739
    • Doshi, J.M.1    Tian, D.2    Xing, C.3
  • 18
    • 0842278331 scopus 로고    scopus 로고
    • Direct Activation of Bax by p53 Mediates Mitochondrial Membrane Permeabilization and Apoptosis
    • DOI 10.1126/science.1092734
    • Chipuk JE, Kuwana T, Bouchier-Hayes L, et al. Direct activation of Bax by p53 mediates mitochondrial membrane permeabilization and apoptosis [J]. Science, 2004, 303: 1010-1014. (Pubitemid 38209704)
    • (2004) Science , vol.303 , Issue.5660 , pp. 1010-1014
    • Chipuk, J.E.1    Kuwana, T.2    Bouchier-Hayes, L.3    Droin, N.M.4    Newmeyer, D.D.5    Schuler, M.6    Green, D.R.7
  • 19
    • 0034283029 scopus 로고    scopus 로고
    • The drosophila cyclin D-Cdk4 complex promotes cellular growth
    • J
    • Datar SA, Jacobs HW, de la Cruz AFA, et al. The drosophila cyclin D-Cdk4 complex promotes cellular growth [J]. EMBO J, 2000, 19: 4543-4554.
    • (2000) EMBO J , vol.19 , pp. 4543-4554
    • Datar, S.A.1    Jacobs, H.W.2    De La Cruz, A.F.A.3
  • 20
  • 21
    • 1642545128 scopus 로고    scopus 로고
    • p53-Mediated Cell Cycle Arrest and Apoptosis Induced by Shikonin via a Caspase-9-Dependent Mechanism in Human Malignant Melanoma A375-S2 Cells
    • DOI 10.1254/jphs.94.166
    • Wu Z, Wu L, Li L, et al. p53-mediated cell cycle arrest and apoptosis induced by shikonin via a caspase-9-dependent mechanism in human malignant melanoma A375-S2 cells [J]. J Pharmacol Sci, 2004, 94: 166-176. (Pubitemid 38405131)
    • (2004) Journal of Pharmacological Sciences , vol.94 , Issue.2 , pp. 166-176
    • Wu, Z.1    Wu, L.2    Li, L.3    Tashiro, S.-I.4    Onodera, S.5    Ikejima, T.6
  • 23
    • 0035976040 scopus 로고    scopus 로고
    • Antitumor activities of a newly synthesized shikonin derivative, 2-hyim-DMNQ-S-33
    • DOI 10.1016/S0304-3835(01)00665-6, PII S0304383501006656
    • Kim SH, Kang IC, Yoon TJ, et al. Antitumor activities of a newly synthesized shikonin derivative, 2-hyim-DMNQ-S-33 [J]. Cancer Lett, 2001, 172: 171-175. (Pubitemid 32889713)
    • (2001) Cancer Letters , vol.172 , Issue.2 , pp. 171-175
    • Kim, S.H.1    Kang, I.-C.2    Yoon, T.J.3    Park, Y.M.4    Kang, K.-S.5    Song, G.Y.6    Ahn, B.Z.7
  • 24
    • 0037455717 scopus 로고    scopus 로고
    • β-hydroxyisovalerylshikonin induces apoptosis in human leukemia cells by inhibiting the activity of a polo-like kinase 1 (PLK1)
    • DOI 10.1038/sj.onc.1206200
    • Masuda Y, Nishida A, Hori K, et al. β-Hydroxyisovaleryl-shikonin induces apoptosis in human leukemia cells by inhibiting the activity of a polo-like kinase 1 (PLK1) [J]. Oncogene, 2003, 22: 1012-1023. (Pubitemid 36313145)
    • (2003) Oncogene , vol.22 , Issue.7 , pp. 1012-1023
    • Masuda, Y.1    Nishida, A.2    Hori, K.3    Hirabayashi, T.4    Kajimoto, S.5    Nakajo, S.6    Kondo, T.7    Asaka, M.8    Nakaya, K.9
  • 25
    • 0642335056 scopus 로고    scopus 로고
    • Shikonin modulates cell proliferation by inhibiting epidermal growth factor receptor signaling in human epidermoid carcinoma cells
    • DOI 10.1016/S0304-3835(03)00239-8, PII S0304383503002398
    • Singh F, Gao D, Lebwohl MG, et al. Shikonin modulates cell proliferation by inhibiting epidermal growth factor receptor signaling in human epidermoid carcinoma cells [J]. Cancer Lett, 2003, 200: 115-121 (Pubitemid 38366091)
    • (2003) Cancer Letters , vol.200 , Issue.2 , pp. 115-121
    • Singh, F.1    Gao, D.2    Lebwohl, M.G.3    Wei, H.4
  • 26
    • 79959955993 scopus 로고    scopus 로고
    • Cancer therapeutic agents targeting hypoxia-inducible factor-1
    • J
    • Wang RB, Zhou SS, Li SS. Cancer therapeutic agents targeting hypoxia-inducible factor-1 [J]. Curr Med Chem, 2011, 18: 3168-3189.
    • (2011) Curr Med Chem , vol.18 , pp. 3168-3189
    • Wang, R.B.1    Zhou, S.S.2    Li, S.S.3
  • 27
    • 77954966630 scopus 로고    scopus 로고
    • The inhibition and mechanism of β-hydroxy acid isoamyl shikonin on the growth of prostate cancer cell lines
    • J
    • Liu X, Niu X, Zhou W, et al. The inhibition and mechanism of β-hydroxy acid isoamyl shikonin on the growth of prostate cancer cell lines [J]. J Shanghai Jiaotong Univ (Med Sci), 2010, 30: 527-530.
    • (2010) J Shanghai Jiaotong Univ (Med Sci) , vol.30 , pp. 527-530
    • Liu, X.1    Niu, X.2    Zhou, W.3
  • 28
    • 80052939147 scopus 로고    scopus 로고
    • Synthesis and antitumor activity of β-hydroxyisovaleryl analogues
    • J
    • Rao Z, Liu X, Zhou W, et al. Synthesis and antitumor activity of β-hydroxyisovaleryl analogues [J]. Eur J Med Chem, 2011, 46: 3934-3941.
    • (2011) Eur J Med Chem , vol.46 , pp. 3934-3941
    • Rao, Z.1    Liu, X.2    Zhou, W.3
  • 29
    • 55349095348 scopus 로고    scopus 로고
    • Modulation of orphan nuclear receptor Nur77-mediated apoptotic pathway by acetylshikonin and analogues
    • J
    • Liu J, Zhou W, Li SS, et al. Modulation of orphan nuclear receptor Nur77-mediated apoptotic pathway by acetylshikonin and analogues [J]. Cancer Res, 2008, 68: 8871-8880.
    • (2008) Cancer Res , vol.68 , pp. 8871-8880
    • Liu, J.1    Zhou, W.2    Li, S.S.3
  • 30
    • 44649190399 scopus 로고    scopus 로고
    • The anthocyanidin delphinidin mobilizes endogenous copper ions from human lymphocytes leading to oxidative degradation of cellular DNA
    • J
    • Hanif S, Shamim U, Ullah MF, et al. The anthocyanidin delphinidin mobilizes endogenous copper ions from human lymphocytes leading to oxidative degradation of cellular DNA [J]. Toxicology, 2008, 249: 19-25.
    • (2008) Toxicology , vol.249 , pp. 19-25
    • Hanif, S.1    Shamim, U.2    Ullah, M.F.3
  • 31
    • 34848861409 scopus 로고    scopus 로고
    • Copper concentration in body tissues and fluids in normal subjects of southern Poland
    • DOI 10.1007/s12011-007-0014-z
    • Lech T, Sadlik J. Copper concentration in body tissues and fluids in normal subjects of southern Poland [J]. Biol Trace Elem Res, 2007, 118: 10-15. (Pubitemid 47509502)
    • (2007) Biological Trace Element Research , vol.118 , Issue.1 , pp. 10-15
    • Lech, T.1    Sadlik, J.K.2
  • 32
    • 49149088537 scopus 로고    scopus 로고
    • Induction of apoptosis by shikonin through a ROS/JNK-mediated process in Bcr/Abl-positive chronic myelogenous leukemia (CML) cells
    • J
    • Mao X, Yu CR, Li WH, et al. Induction of apoptosis by shikonin through a ROS/JNK-mediated process in Bcr/Abl-positive chronic myelogenous leukemia (CML) cells [J]. Cell Res, 2008, 18: 879-888.
    • (2008) Cell Res , vol.18 , pp. 879-888
    • Mao, X.1    Yu, C.R.2    Li, W.H.3
  • 33
    • 4744374011 scopus 로고    scopus 로고
    • Induction of apoptosis by shikonin through coordinative modulation of the Bcl-2 family, p27, and p53, release of cytochrome c, and sequential activation of caspases in human colorectal carcinoma cells
    • J
    • Hsu PC, Huang YT, Tsai ML, et al. Induction of apoptosis by shikonin through coordinative modulation of the Bcl-2 family, p27, and p53, release of cytochrome c, and sequential activation of caspases in human colorectal carcinoma cells [J]. J Agric Food Chem, 2004, 52: 6330-6337.
    • (2004) J Agric Food Chem , vol.52 , pp. 6330-6337
    • Hsu, P.C.1    Huang, Y.T.2    Tsai, M.L.3
  • 34
    • 79251482173 scopus 로고    scopus 로고
    • DNA damage induced by shikonin in the presence of Cu (II) ions: Potential mechanism of its activity to apoptotic cell death
    • J
    • Cheng HM, Qiu YK, Wu Z, et al. DNA damage induced by shikonin in the presence of Cu (II) ions: potential mechanism of its activity to apoptotic cell death [J]. J Asian Nat Prod Res, 2011, 13: 12-19.
    • (2011) J Asian Nat Prod Res , vol.13 , pp. 12-19
    • Cheng, H.M.1    Qiu, Y.K.2    Wu, Z.3
  • 35
    • 84863682134 scopus 로고    scopus 로고
    • Role of NF-kappaB pathway in shikonin induced apoptosis in oral squamous cell carcinoma Tca-8113 cells
    • J
    • Ruan M, Yan M, Yang WJ, et al. Role of NF-kappaB pathway in shikonin induced apoptosis in oral squamous cell carcinoma Tca-8113 cells [J]. Shanghai J Stomatol, 2010, 19: 66-71.
    • (2010) Shanghai J Stomatol , vol.19 , pp. 66-71
    • Ruan, M.1    Yan, M.2    Yang, W.J.3
  • 36
    • 34250748014 scopus 로고    scopus 로고
    • Shikonin circumvents cancer drug resistance by induction of a necroptotic death
    • DOI 10.1158/1535-7163.MCT-06-0511
    • Han W, Li L, Qiu S, et al. Shikonin circumvents cancer drug resistance by induction of a necroptotic death [J]. Mol Cancer Ther, 2007, 6: 1641-1649. (Pubitemid 46954031)
    • (2007) Molecular Cancer Therapeutics , vol.6 , Issue.5 , pp. 1641-1649
    • Han, W.1    Li, L.2    Qiu, S.3    Lu, Q.4    Pan, Q.5    Gu, Y.6    Luo, J.7    Hu, X.8
  • 37
    • 58149316180 scopus 로고    scopus 로고
    • Naturally-occurring shikonin analogues-A class of necroptotic inducers that circumvent cancer drug resistance
    • J
    • Xuan YY, Hu X. Naturally-occurring shikonin analogues-A class of necroptotic inducers that circumvent cancer drug resistance [J]. Cancer Lett, 2009, 274: 233-242.
    • (2009) Cancer Lett , vol.274 , pp. 233-242
    • Xuan, Y.Y.1    Hu, X.2
  • 38
    • 79953756477 scopus 로고    scopus 로고
    • Shikonin inhibits tumor invasion via down-regulation of NF-κB-mediated MMP-9 expression in human ACC-M cells
    • J
    • Min R, Zun Z, Min Y, et al. Shikonin inhibits tumor invasion via down-regulation of NF-κB-mediated MMP-9 expression in human ACC-M cells [J]. Oral Dis, 2011, 17: 362-369.
    • (2011) Oral Dis , vol.17 , pp. 362-369
    • Min, R.1    Zun, Z.2    Min, Y.3
  • 39
    • 44649097556 scopus 로고    scopus 로고
    • Signal transduction by protein tyrosine kinases and antitumor agents
    • J
    • Mao YJ, Li HH, Li JF. Signal transduction by protein tyrosine kinases and antitumor agents [J]. Acta Pharm Sin, 2008, 43: 323-334.
    • (2008) Acta Pharm Sin , vol.43 , pp. 323-334
    • Mao, Y.J.1    Li, H.H.2    Li, J.F.3
  • 40
    • 33750625388 scopus 로고    scopus 로고
    • Advances in studies on inhibitor of apoptosis proteins and cancer therapy
    • J
    • Wang XH, Fu LW. Advances in studies on inhibitor of apoptosis proteins and cancer therapy [J]. Acta Pharm Sin, 2006, 41: 103-107.
    • (2006) Acta Pharm Sin , vol.41 , pp. 103-107
    • Wang, X.H.1    Fu, L.W.2
  • 41
    • 0041736269 scopus 로고    scopus 로고
    • Signal transduction by tyrosine kinase receptors and oncotherapy
    • J
    • Zhu XF, Liu ZC, Zeng YX. Signal transduction by tyrosine kinase receptors and oncotherapy [J]. Acta Pharm Sin, 2002, 37: 229-234.
    • (2002) Acta Pharm Sin , vol.37 , pp. 229-234
    • Zhu, X.F.1    Liu, Z.C.2    Zeng, Y.X.3
  • 42
    • 40949115796 scopus 로고    scopus 로고
    • β-Hydroxyisovaleryl-shikonin has a profound anti-growth activity in human endometrial and ovarian cancer cells
    • J
    • Takai N, Ueda T, Nishida M, et al. β-Hydroxyisovaleryl-shikonin has a profound anti-growth activity in human endometrial and ovarian cancer cells [J]. Gynecol Oncol, 2008, 109: 107-114.
    • (2008) Gynecol Oncol , vol.109 , pp. 107-114
    • Takai, N.1    Ueda, T.2    Nishida, M.3
  • 43
    • 56049098575 scopus 로고    scopus 로고
    • Shikonin, acetylshikonin, and isobutyroylshikonin inhibit VEGF-induced angiogenesis and suppress tumor growth in lewis lung carcinoma-bearing mice
    • J
    • Lee HJ, Magesh V, Nam D, et al. Shikonin, acetylshikonin, and isobutyroylshikonin inhibit VEGF-induced angiogenesis and suppress tumor growth in lewis lung carcinoma-bearing mice [J]. J Pharm Soc Jpn, 2008, 128: 1681-1688.
    • (2008) J Pharm Soc Jpn , vol.128 , pp. 1681-1688
    • Lee, H.J.1    Magesh, V.2    Nam, D.3
  • 44
    • 0029144134 scopus 로고
    • Topoisomerase poisons: Harnessing the dark side of enzyme mechanism
    • J
    • Froelich-Ammon SJ, Osheroff N. Topoisomerase poisons: harnessing the dark side of enzyme mechanism [J]. J Biol Chem, 1995, 270: 21429-21432.
    • (1995) J Biol Chem , vol.270 , pp. 21429-21432
    • Froelich-Ammon, S.J.1    Osheroff, N.2
  • 45
    • 0028916381 scopus 로고
    • Acylshikonin analogs: Synthesis and inhibition of DNA topoisomerase-I
    • J
    • Ahn BZ, Baik KU, Kweon GR, et al. Acylshikonin analogs: synthesis and inhibition of DNA topoisomerase-I [J]. J Med Chem, 1995, 38: 1044-1047.
    • (1995) J Med Chem , vol.38 , pp. 1044-1047
    • Ahn, B.Z.1    Baik, K.U.2    Kweon, G.R.3
  • 46
    • 0026458552 scopus 로고
    • Induction of topoisomerase II-mediated DNA cleavage by the plant naphthoquinones plumbagin and shikonin
    • J
    • Fujii N, Yamashita Y, Arima Y, et al. Induction of topoisomerase II-mediated DNA cleavage by the plant naphthoquinones plumbagin and shikonin [J]. Antimicrob Agents Chemother, 1992, 36: 2589-2594.
    • (1992) Antimicrob Agents Chemother , vol.36 , pp. 2589-2594
    • Fujii, N.1    Yamashita, Y.2    Arima, Y.3
  • 47
    • 84884673944 scopus 로고    scopus 로고
    • The inhibition of telomerase activity in the inhibition of human renal cancer cell growth
    • J
    • Zhang YJ, Li JG, Liu F, et al. The inhibition of telomerase activity in the inhibition of human renal cancer cell growth [J]. Cancer Control, 2003, 10: 935-937.
    • (2003) Cancer Control , vol.10 , pp. 935-937
    • Zhang, Y.J.1    Li, J.G.2    Liu, F.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.