메뉴 건너뛰기




Volumn 3, Issue 2, 2011, Pages 121-127

QSAR study for cytotoxicity of diterpenoid tanshinones

Author keywords

cytotoxicity; descriptors; DFT; LOOCV; MLR; QSAR; tanshinone compounds

Indexed keywords

MURINAE;

EID: 84859458202     PISSN: 19132751     EISSN: 18671462     Source Type: Journal    
DOI: 10.1007/s12539-011-0077-6     Document Type: Article
Times cited : (6)

References (41)
  • 1
    • 3342980704 scopus 로고    scopus 로고
    • Synthesis and antitumor activity of tanshinone analogues
    • Aisa, H. A., Lu, W., Cai, J. C. 2003. Synthesis and antitumor activity of tanshinone analogues. Chem Nat Comp 39, 404-406.
    • (2003) Chem Nat Comp , vol.39 , pp. 404-406
    • Aisa, H.A.1    Lu, W.2    Cai, J.C.3
  • 2
    • 0000189651 scopus 로고
    • Density-functional thermochemistry III. The role of exact exchange
    • Becke, A. D. 1993. Density-functional thermochemistry III. The role of exact exchange. J Chem Phys 98, 5648-5652.
    • (1993) J Chem Phys , vol.98 , pp. 5648-5652
    • Becke, A.D.1
  • 4
    • 0025850650 scopus 로고
    • Structure-activity relationship of miltirone, an active central benzodiazepine receptor ligand isolated from Salvia miltiorrhiza Bunge (Danshen)
    • Chang, H. M., Chui, K. Y., Tan, F. W. L., Yang, Y., Zhong, Z. P., Lee, C. M., Sham, H. L., Wang, H. N. C. 1991. Structure-activity relationship of miltirone, an active central benzodiazepine receptor ligand isolated from Salvia miltiorrhiza Bunge (Danshen). J Med Chem 34, 1675-1692.
    • (1991) J Med Chem , vol.34 , pp. 1675-1692
    • Chang, H.M.1    Chui, K.Y.2    Tan, F.W.L.3    Yang, Y.4    Zhong, Z.P.5    Lee, C.M.6    Sham, H.L.7    Wang, H.N.C.8
  • 5
    • 28544450716 scopus 로고    scopus 로고
    • A QSAR study of substituted benzo[a]phenazines as potential anticancer agents
    • Chen, J. C., Qian, L., Wu, W. J., Chen, L. M., Zheng, K. C. 2005. A QSAR study of substituted benzo[a]phenazines as potential anticancer agents. J Mol Struct (Theochem) 756, 167-172.
    • (2005) J Mol Struct (Theochem) , vol.756 , pp. 167-172
    • Chen, J.C.1    Qian, L.2    Wu, W.J.3    Chen, L.M.4    Zheng, K.C.5
  • 6
    • 0027209171 scopus 로고
    • The probability of chance correlation using Partial Least Squares (PLS)
    • Clark, M., Cramer, R. D. 1993. The probability of chance correlation using Partial Least Squares (PLS). Quant Struct-Act Relat 12, 137-145.
    • (1993) Quant Struct-Act Relat , vol.12 , pp. 137-145
    • Clark, M.1    Cramer, R.D.2
  • 7
    • 60149103666 scopus 로고    scopus 로고
    • QSAR analysis of salicylamide isosteres with the use of quantum chemical molecular descriptors
    • Doležal, R., Damme, S. V., Bultinck, P., Waisser, K. 2009. QSAR analysis of salicylamide isosteres with the use of quantum chemical molecular descriptors. Eur J Med Chem 44, 869-876.
    • (2009) Eur J Med Chem , vol.44 , pp. 869-876
    • Doležal, R.1    Damme, S.V.2    Bultinck, P.3    Waisser, K.4
  • 8
    • 35348988580 scopus 로고    scopus 로고
    • A DFT-based quantum theoretic QSAR study of aromatic and heterocyclic sulfonamides as carbonic anhydrase inhibitors against isozyme
    • Eroglu, E., Türkmen, H. 2007. A DFT-based quantum theoretic QSAR study of aromatic and heterocyclic sulfonamides as carbonic anhydrase inhibitors against isozyme. J Mol Graph Model 26, 701-708.
    • (2007) J Mol Graph Model , vol.26 , pp. 701-708
    • Eroglu, E.1    Türkmen, H.2
  • 9
    • 53549091597 scopus 로고    scopus 로고
    • lck protein tyrosine kinase inhibitory activity of flavonoid derivatives using MLR and GA-PLS
    • lck protein tyrosine kinase inhibitory activity of flavonoid derivatives using MLR and GA-PLS. Int J Mol Sci 9, 1876-1892.
    • (2008) Int J Mol Sci , vol.9 , pp. 1876-1892
    • Fassihi, A.1    Sabet, R.2
  • 11
    • 0001728908 scopus 로고    scopus 로고
    • Quantum-chemical descriptors in QSAR/QSPR studies
    • Karelson, M., Lobanov, V. S. 1996. Quantum-chemical descriptors in QSAR/QSPR studies. Chem Rev 96, 1027-1044.
    • (1996) Chem Rev , vol.96 , pp. 1027-1044
    • Karelson, M.1    Lobanov, V.S.2
  • 12
  • 13
    • 0345491105 scopus 로고
    • Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density
    • Lee, C., Yang, W., Parr, R. G. 1988. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys Rev B 37, 785-789.
    • (1988) Phys Rev B , vol.37 , pp. 785-789
    • Lee, C.1    Yang, W.2    Parr, R.G.3
  • 14
    • 0033255368 scopus 로고    scopus 로고
    • Antibacterial activities of crypototanshinone and dihydrotanshinone I from a medicine herb, Salvia miltiorrhiza Bung
    • Lee, D. S., Lee, S. H., Noh, J. G., Hong, S. D. 1999. Antibacterial activities of crypototanshinone and dihydrotanshinone I from a medicine herb, Salvia miltiorrhiza Bung. Biosci Biotechnol Biochem 63, 2236-2239.
    • (1999) Biosci Biotechnol Biochem , vol.63 , pp. 2236-2239
    • Lee, D.S.1    Lee, S.H.2    Noh, J.G.3    Hong, S.D.4
  • 15
    • 36849061154 scopus 로고    scopus 로고
    • Cytotoxicity of major tanshinones isolated from Danshen (Salvia miltiorrhiza) on HepG2 cells in relation to glutathione perturbation
    • Lee, W. Y. W., Chiu, L. C. M., Yeung, J. H. K. 2008. Cytotoxicity of major tanshinones isolated from Danshen (Salvia miltiorrhiza) on HepG2 cells in relation to glutathione perturbation. Food Chem Toxicol 46, 328-338.
    • (2008) Food Chem Toxicol , vol.46 , pp. 328-338
    • Lee, W.Y.W.1    Chiu, L.C.M.2    Yeung, J.H.K.3
  • 16
    • 77952996906 scopus 로고    scopus 로고
    • Cytotoxic effects of tanshinones from Salvia miltiorrhiza on doxorubicin-resistant human liver cancer cells
    • Lee, W. Y. W., Cheung, C. C. M., Liu, K. W. K., Fung, K. P., Wong, J., Lai, P. B. S., Yeung, J. H. K. 2010. Cytotoxic effects of tanshinones from Salvia miltiorrhiza on doxorubicin-resistant human liver cancer cells. J Nat Prod 73, 854-859.
    • (2010) J Nat Prod , vol.73 , pp. 854-859
    • Lee, W.Y.W.1    Cheung, C.C.M.2    Liu, K.W.K.3    Fung, K.P.4    Wong, J.5    Lai, P.B.S.6    Yeung, J.H.K.7
  • 17
    • 34249847812 scopus 로고    scopus 로고
    • MODEL-Molecular Descriptor Lab: A web-based server for computing structural and physicochemical features of compounds
    • Li, Z. R., Han, L. Y., Xue, Y., Yap, C. W., Li, H., Jiang, L., Chen, Y. Z. 2007. MODEL-Molecular Descriptor Lab: A web-based server for computing structural and physicochemical features of compounds. Biotechnol Bioeng 97, 389-396.
    • (2007) Biotechnol Bioeng , vol.97 , pp. 389-396
    • Li, Z.R.1    Han, L.Y.2    Xue, Y.3    Yap, C.W.4    Li, H.5    Jiang, L.6    Chen, Y.Z.7
  • 18
    • 1542300003 scopus 로고    scopus 로고
    • Structure-cytotoxic activity relationships of diterpenoid tanshinones from Salvias
    • Luo, H. W., Wei, B. Y., Liu, Q. H., Chen, X. H., Feng, Y. 2002. Structure-cytotoxic activity relationships of diterpenoid tanshinones from Salvias. J Chin Pharm University 33, 6-12.
    • (2002) J Chin Pharm University , vol.33 , pp. 6-12
    • Luo, H.W.1    Wei, B.Y.2    Liu, Q.H.3    Chen, X.H.4    Feng, Y.5
  • 19
    • 0344197546 scopus 로고    scopus 로고
    • In vitro cytotoxicity of tanshinones isolated from Salvia miltiorrhiza Bunge against P388 lymphocytic leukemia cells
    • Mosaddik, M. A. 2003. In vitro cytotoxicity of tanshinones isolated from Salvia miltiorrhiza Bunge against P388 lymphocytic leukemia cells. Phytomedicine 10, 682-685.
    • (2003) Phytomedicine , vol.10 , pp. 682-685
    • Mosaddik, M.A.1
  • 20
    • 28444494403 scopus 로고    scopus 로고
    • QSARs for the aquatic toxicity of aromatic aldehydes from Tetrahymena data
    • Netzeva, T. I., Schultz, T. W. 2005. QSARs for the aquatic toxicity of aromatic aldehydes from Tetrahymena data. Chemsphere 61, 1632-1643.
    • (2005) Chemsphere , vol.61 , pp. 1632-1643
    • Netzeva, T.I.1    Schultz, T.W.2
  • 21
    • 0033588472 scopus 로고    scopus 로고
    • Suppression of AP-1 activity by tanshinone and cancer cell growth inhibition
    • Park, S., Song, J. S., Lee, D. K., Yang, C. H. 1999. Suppression of AP-1 activity by tanshinone and cancer cell growth inhibition. Bull Korean Chem Soc 20, 925-928.
    • (1999) Bull Korean Chem Soc , vol.20 , pp. 925-928
    • Park, S.1    Song, J.S.2    Lee, D.K.3    Yang, C.H.4
  • 24
    • 0030810489 scopus 로고    scopus 로고
    • In vitro cytotoxicity of tanshinones from Salvia miltiorrhiza
    • Ryu, S. Y., Lee, C. O., Choi, S. U. 1997. In vitro cytotoxicity of tanshinones from Salvia miltiorrhiza. Planta Med 63, 339-342.
    • (1997) Planta Med , vol.63 , pp. 339-342
    • Ryu, S.Y.1    Lee, C.O.2    Choi, S.U.3
  • 25
    • 70349323049 scopus 로고    scopus 로고
    • QSAR study of PETT derivatives as potent HIV-1 reverse transcriptase inhibitors
    • Sabet, R., Fassihi, A., Moeinifard, B. 2009. QSAR study of PETT derivatives as potent HIV-1 reverse transcriptase inhibitors. J Mol Graph Model 28, 146-155.
    • (2009) J Mol Graph Model , vol.28 , pp. 146-155
    • Sabet, R.1    Fassihi, A.2    Moeinifard, B.3
  • 26
    • 75849132121 scopus 로고    scopus 로고
    • QSAR study of isatin analogues as in vitro anti-cancer agents
    • Sabet, R., Mohammadpour, M., Sadeghi, A., Fassihi, A. 2010. QSAR study of isatin analogues as in vitro anti-cancer agents. Eur J Med Chem 45, 1113-1118.
    • (2010) Eur J Med Chem , vol.45 , pp. 1113-1118
    • Sabet, R.1    Mohammadpour, M.2    Sadeghi, A.3    Fassihi, A.4
  • 27
    • 67651166632 scopus 로고    scopus 로고
    • Natural tanshinone-like heterocyclic-fused ortho-quinones from regioselective Diels-Alder reaction: Synthesis and cytotoxicity evaluation
    • Shen, Y. D., Tian, Y. X., Bu, X. Z., Gu, L. Q. 2009. Natural tanshinone-like heterocyclic-fused ortho-quinones from regioselective Diels-Alder reaction: Synthesis and cytotoxicity evaluation. Eur J Med Chem 44, 3915-3921.
    • (2009) Eur J Med Chem , vol.44 , pp. 3915-3921
    • Shen, Y.D.1    Tian, Y.X.2    Bu, X.Z.3    Gu, L.Q.4
  • 28
    • 14644442887 scopus 로고    scopus 로고
    • Simultaneous determination of cryptotanshinone, tanshinone I and tanshinone IIA in traditional Chinese medicinal preparations containing Radix salvia miltiorrhiza by HPLC
    • Shi, Z. H., He, J. T., Yao, T. T., Chang, W. B., Zhao, M. P. 2005. Simultaneous determination of cryptotanshinone, tanshinone I and tanshinone IIA in traditional Chinese medicinal preparations containing Radix salvia miltiorrhiza by HPLC. J Pharm Biomed Anal 37, 481-486.
    • (2005) J Pharm Biomed Anal , vol.37 , pp. 481-486
    • Shi, Z.H.1    He, J.T.2    Yao, T.T.3    Chang, W.B.4    Zhao, M.P.5
  • 29
    • 0038031513 scopus 로고    scopus 로고
    • Application of quantum chemical descriptor in quantitative structure activity and structure property relationship
    • Thanikaivelan, P., Subramanian, V., Rao, J. R., Nair, B. U. 2000. Application of quantum chemical descriptor in quantitative structure activity and structure property relationship. Chem Phys Lett 323, 59-70.
    • (2000) Chem Phys Lett , vol.323 , pp. 59-70
    • Thanikaivelan, P.1    Subramanian, V.2    Rao, J.R.3    Nair, B.U.4
  • 30
    • 0015417054 scopus 로고
    • Chance correlation structure-activity studies using multiple regression analysis
    • Topliss, J. G., Costello, R. J. 1972. Chance correlation structure-activity studies using multiple regression analysis. J Med Chem 15, 1066-1078.
    • (1972) J Med Chem , vol.15 , pp. 1066-1078
    • Topliss, J.G.1    Costello, R.J.2
  • 31
    • 0018709674 scopus 로고
    • Chance factors in studies of quantitative structure-activity relationships
    • Topliss, J. G., Edwards, R. P. 1979. Chance factors in studies of quantitative structure-activity relationships. J Med Chem 22, 1238-1244.
    • (1979) J Med Chem , vol.22 , pp. 1238-1244
    • Topliss, J.G.1    Edwards, R.P.2
  • 32
    • 0142089686 scopus 로고    scopus 로고
    • Guidelines for developing and using quantitative structure-activity relationships
    • Walker, J. D., Jaworska, J., Comber, M. H., Schultz, T. W., Dearden, J. C. 2003. Guidelines for developing and using quantitative structure-activity relationships. Environ Toxicol Chem 22, 1653-1665.
    • (2003) Environ Toxicol Chem , vol.22 , pp. 1653-1665
    • Walker, J.D.1    Jaworska, J.2    Comber, M.H.3    Schultz, T.W.4    Dearden, J.C.5
  • 33
    • 10044249049 scopus 로고    scopus 로고
    • Quantitative structure-activity relationship for cyclic imide derivatives of protoporphyrinogen oxidase inhibitors: A study of quantum chemical descriptors from Density Functional Theory
    • Wan, J., Zhang, L., Yang, G. F., Zhan, C. G. 2004. Quantitative structure-activity relationship for cyclic imide derivatives of protoporphyrinogen oxidase inhibitors: A study of quantum chemical descriptors from Density Functional Theory. J Chem Inf Comput Sci 44, 2099-2105.
    • (2004) J Chem Inf Comput Sci , vol.44 , pp. 2099-2105
    • Wan, J.1    Zhang, L.2    Yang, G.F.3    Zhan, C.G.4
  • 34
    • 33845768814 scopus 로고    scopus 로고
    • New developments in the chemistry and biology of the bioactive constituents of Tanshen
    • Wang, X. H., Morris-Natschke, S. L., Lee, K. H. 2007. New developments in the chemistry and biology of the bioactive constituents of Tanshen. Med Res Rev 27, 133-148.
    • (2007) Med Res Rev , vol.27 , pp. 133-148
    • Wang, X.H.1    Morris-Natschke, S.L.2    Lee, K.H.3
  • 35
    • 0002523415 scopus 로고    scopus 로고
    • A preliminary study of the anti-cancer effect of tanshinone on hepatic cancer and its mechanism of action in mice
    • Wang, X. J., Yuan, S. L., Wang, C. J., Huang, R. L., Li, Y. Q. 1998. A preliminary study of the anti-cancer effect of tanshinone on hepatic cancer and its mechanism of action in mice. Chin J Cancer Res 10, 100-103.
    • (1998) Chin J Cancer Res , vol.10 , pp. 100-103
    • Wang, X.J.1    Yuan, S.L.2    Wang, C.J.3    Huang, R.L.4    Li, Y.Q.5
  • 36
    • 9844253447 scopus 로고
    • Antioxidant activity of quinones extracted from Tanshen (Salvia miltiorrhiza Bunge)
    • Weng, X. C., Gordon, M. H. 1992. Antioxidant activity of quinones extracted from Tanshen (Salvia miltiorrhiza Bunge). J Agri Food Chem 40, 1331-1336.
    • (1992) J Agri Food Chem , vol.40 , pp. 1331-1336
    • Weng, X.C.1    Gordon, M.H.2
  • 37
    • 0026309074 scopus 로고
    • Cytotoxic activities of tanshinones against human carcinoma cell lines
    • Wu, W. L., Chang, W. L., Chen, C. F. 1991. Cytotoxic activities of tanshinones against human carcinoma cell lines. Am J Chin Med 19, 207-216.
    • (1991) Am J Chin Med , vol.19 , pp. 207-216
    • Wu, W.L.1    Chang, W.L.2    Chen, C.F.3
  • 38
    • 33646570859 scopus 로고    scopus 로고
    • Antioxidant activities of Salvia miltiorrhiza and Panax notoginseng
    • Zhao, G. R., Xiang, Z. J., Ye, T. X., Yuan, Y. J., Guo, Z. X. 2006. Antioxidant activities of Salvia miltiorrhiza and Panax notoginseng. Food Chem 99, 767-774.
    • (2006) Food Chem , vol.99 , pp. 767-774
    • Zhao, G.R.1    Xiang, Z.J.2    Ye, T.X.3    Yuan, Y.J.4    Guo, Z.X.5
  • 39
    • 7444257868 scopus 로고    scopus 로고
    • A DFT-based QSARs study of protoporphyrinogen oxidase inhibitors: phenyl triazolinones
    • Zhang, L., Wan, J., Yang, G. F. 2004. A DFT-based QSARs study of protoporphyrinogen oxidase inhibitors: phenyl triazolinones. Bioorg Med Chem 12, 6183-6191.
    • (2004) Bioorg Med Chem , vol.12 , pp. 6183-6191
    • Zhang, L.1    Wan, J.2    Yang, G.F.3
  • 40
    • 27844511101 scopus 로고    scopus 로고
    • Danshen: An overview of its chemistry, pharmacology, pharmacokinetics, and clinical use
    • Zhou, L. M., Zuo, Z., Chow, M. S. S. 2005. Danshen: An overview of its chemistry, pharmacology, pharmacokinetics, and clinical use. J Clin Pharmacol 45, 1345-1359.
    • (2005) J Clin Pharmacol , vol.45 , pp. 1345-1359
    • Zhou, L.M.1    Zuo, Z.2    Chow, M.S.S.3
  • 41
    • 4444277133 scopus 로고    scopus 로고
    • Antioxidants in Chinese herbal medicines: a biochemical perspective
    • Zhu, Y. Z., Huang, S. H., Tan, B. K. H., Sun, J., Whiteman, M., Zhu, Y. C. 2004. Antioxidants in Chinese herbal medicines: a biochemical perspective. Nat Prod Rep 21, 478-489.
    • (2004) Nat Prod Rep , vol.21 , pp. 478-489
    • Zhu, Y.Z.1    Huang, S.H.2    Tan, B.K.H.3    Sun, J.4    Whiteman, M.5    Zhu, Y.C.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.