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Volumn 19, Issue 6, 2012, Pages 927-936

Novel biotransformation process of podophyllotoxin to 4β-sulfur- substituted podophyllum derivates with anti-tumor activity by penicillium purpurogenum Y.J. Tang

Author keywords

4 (1,2,4 triazole 3 yl) sulfanyl 4 deoxy podophyllotoxin; 4 (1,2,4 triazole 3 yl)sulfanyl 4 deoxy 4' demethylepipodophyllotoxin; 4 (1,3,4 thiadiazole 2 yl)sulfanyl 4 deoxy podophyllotoxin; 4 (1,3,4 thiadiazole 2 yl)sulfanyl 4 deoxy 4' demethylepipodophyllotoxin; 4 sulfur substituted; 4' demethylepipodophyllotoxin; Biological activity; Biotransformation; Drug design; Penicillium purpurogenum Y.J. Tang; Podophyllotoxin; Structure function relationship

Indexed keywords

4BETA (1,2,4 TRIAZOLE 3 YL)SULFANYL 4 DEOXY 4' DEMETHYLEPIPODOPHYLLOTOXIN; 4BETA (1,2,4 TRIAZOLE 3 YL)SULFANYL 4 DEOXY PODOPHYLLOTOXIN; 4BETA (1,3,4 THIADIAZOLE 2 YL)SULFANYL 4 DEOXY 4' DEMETHYLEPIPODOPHYLLOTOXIN; 4BETA (1,3,4 THIADIAZOLE 2 YL)SULFANYL 4 DEOXY PODOPHYLLOTOXIN; ANTINEOPLASTIC AGENT; ETOPOSIDE; PODOPHYLLOTOXIN; UNCLASSIFIED DRUG;

EID: 84863292054     PISSN: 09298673     EISSN: 1875533X     Source Type: Journal    
DOI: 10.2174/092986712799034914     Document Type: Article
Times cited : (17)

References (28)
  • 2
    • 23844529912 scopus 로고    scopus 로고
    • Lignans in treatment of cancer and other diseases
    • DOI 10.1023/B:PHYT.0000045495.59732.58
    • Lee, K.H.; Xiao, Z. Lignans in treatment of cancer and other diseases. Phytochem. Rev., 2003, 2, 341-362. (Pubitemid 41175235)
    • (2003) Phytochemistry Reviews , vol.2 , Issue.3 , pp. 341-362
    • Lee, K.-H.1    Xiao, Z.2
  • 5
    • 53149088194 scopus 로고    scopus 로고
    • Studies on novel 4β-[(4-substituted)-1,2,3-triazol-1-yl] podophyllotoxins as potential anticancer agents
    • Bhat, B.A.; Reddy, P.B.; Agrawal, S.K.; Saxena, A.K.; Kumar, H.M.S.; Qazi, G.N. Studies on novel 4β-[(4-substituted)-1,2,3-triazol-1-yl] podophyllotoxins as potential anticancer agents. Eur. J. Med. Chem., 2008, 43, 2067-2072.
    • (2008) Eur. J. Med. Chem. , vol.43 , pp. 2067-2072
    • Bhat, B.A.1    Reddy, P.B.2    Agrawal, S.K.3    Saxena, A.K.4    Kumar, H.M.S.5    Qazi, G.N.6
  • 7
    • 73449084766 scopus 로고    scopus 로고
    • A novel podophyllotoxin derivative (YB-1EPN) induces apoptosis and down-regulates express of P-glycoprotein in multidrug resistance cell line KBV200
    • Chen, H.; Bi, W.C.; Cao, B.; Yang, Z.X.; Chen, S.W.; Shang, H.; Yu, P.F.; Yang, J. A novel podophyllotoxin derivative (YB-1EPN) induces apoptosis and down-regulates express of P-glycoprotein in multidrug resistance cell line KBV200. Eur. J. Pharmacol., 2010, 627, 69-74.
    • (2010) Eur. J. Pharmacol. , vol.627 , pp. 69-74
    • Chen, H.1    Bi, W.C.2    Cao, B.3    Yang, Z.X.4    Chen, S.W.5    Shang, H.6    Yu, P.F.7    Yang, J.8
  • 8
    • 64049110824 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of novel conjugates of podophyllotoxin and 5-FU as antineoplastic agents
    • Chen, S. W.; Xiang, R.; Liu, J.; Tian, X. Synthesis and biological evaluation of novel conjugates of podophyllotoxin and 5-FU as antineoplastic agents. Bioorg. Med. Chem., 2009, 17, 3111-3117.
    • (2009) Bioorg. Med. Chem. , vol.17 , pp. 3111-3117
    • Chen, S.W.1    Xiang, R.2    Liu, J.3    Tian, X.4
  • 9
    • 0037161603 scopus 로고    scopus 로고
    • Antitumor agents. 213. Modeling of epipodophyllotoxin derivatives using variable selection k nearest neighbor QSAR method
    • DOI 10.1021/jm0105427
    • Xiao, Z.; Xiao, Y.D.; Feng, J.; Golbraikh, A.; Tropsha, A.; Lee, K.H. Antitumor agents. 213. modeling of epipodophyllotoxin derivatives using variable selection nearest neighbor QSAR method. J. Med. Chem., 2002, 45, 2294-2309. (Pubitemid 34525809)
    • (2002) Journal of Medicinal Chemistry , vol.45 , Issue.11 , pp. 2294-2309
    • Xiao, Z.1    Xiao, Y.-D.2    Feng, J.3    Golbraikh, A.4    Tropsha, A.5    Lee, K.-H.6
  • 10
    • 75749110524 scopus 로고    scopus 로고
    • Novel 4β-Anilino-podophyllotoxin derivatives: Design synthesis and biological evaluation as potent DNA-topoisomerase II poisons and anti-MDR agents
    • Hu, C.Q.; Xu, D.Q.; Du, W.T.; Qian, S.J.; Wang, L.; Lou, J.S.; He, Q.J.; Yang, B.; Hu, Y.Z. Novel 4β-Anilino-podophyllotoxin derivatives: Design synthesis and biological evaluation as potent DNA-topoisomerase II poisons and anti-MDR agents. Mol. BioSyst., 2010, 6, 410-420.
    • (2010) Mol. BioSyst. , vol.6 , pp. 410-420
    • Hu, C.Q.1    Xu, D.Q.2    Du, W.T.3    Qian, S.J.4    Wang, L.5    Lou, J.S.6    He, Q.J.7    Yang, B.8    Hu, Y.Z.9
  • 12
    • 0034678033 scopus 로고    scopus 로고
    • Target-oriented and diversity-oriented organic synthesis in drug discovery
    • DOI 10.1126/science.287.5460.1964
    • Schreiber, S.L. Target-oriented and diversity-oriented organic synthesis in drug discovery. Science., 2000, 287, 1964-1969. (Pubitemid 30158663)
    • (2000) Science , vol.287 , Issue.5460 , pp. 1964-1969
    • Schreiber, S.L.1
  • 13
    • 77955027108 scopus 로고    scopus 로고
    • Exploiting enzymatic promiscuity to engineer a focused library of highly selective antifungal and antiproliferative aureothin analogues
    • Werneburg, M.; Busch, B.; He, J.; Richter, M.E.A.; Xiang, L.K.; Moore, B.S.; Roth, M.; Dahse, H.M.; Hertweck, C. Exploiting enzymatic promiscuity to engineer a focused library of highly selective antifungal and antiproliferative aureothin analogues. J. Am. Chem. Soc., 2010, 132, 10407-10413.
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 10407-10413
    • Werneburg, M.1    Busch, B.2    He, J.3    Richter, M.E.A.4    Xiang, L.K.5    Moore, B.S.6    Roth, M.7    Dahse, H.M.8    Hertweck, C.9
  • 14
    • 11844255399 scopus 로고    scopus 로고
    • Bioisosterism: A useful strategy for molecular modification and drug design
    • Lima, L.M.; Barreiro, E.J. Bioisosterism: A useful strategy for molecular modification and drug design. Curr. Med. Chem., 2005, 12, 23-49. (Pubitemid 40089827)
    • (2005) Current Medicinal Chemistry , vol.12 , Issue.1 , pp. 23-49
    • Lima, L.M.1    Barreiro, E.J.2
  • 15
    • 53849136229 scopus 로고    scopus 로고
    • Discovery of new biocatalysts for the glycosylation of terpenoid scaffolds
    • Caputi, L.; Lim, E.K.; Bowles, D.J. Discovery of new biocatalysts for the glycosylation of terpenoid scaffolds. Chem. Eur. J., 2008, 14, 6656-6662.
    • (2008) Chem. Eur.J. , vol.14 , pp. 6656-6662
    • Caputi, L.1    Lim, E.K.2    Bowles, D.J.3
  • 16
    • 16244376449 scopus 로고    scopus 로고
    • Whole organism biocatalysis
    • DOI 10.1016/j.cbpa.2005.02.001, Bioorganic Chemistry / Biocatalysis and Biotransformation
    • Ishige, T.; Honda, K.; Shimizu, S. Whole organism biocatalysis. Curr. Opin. Chem. Biol., 2005, 9, 174-180. (Pubitemid 40462487)
    • (2005) Current Opinion in Chemical Biology , vol.9 , Issue.2 , pp. 174-180
    • Ishige, T.1    Honda, K.2    Shimizu, S.3
  • 17
    • 0034916199 scopus 로고    scopus 로고
    • Biotransformations using plant cells, organ cultures and enzyme systems: Current trends and future prospects
    • DOI 10.1016/S0734-9750(01)00054-4, PII S0734975001000544
    • Giri, A.; Dhingra, V.; Giri, C.C.; Singh, A.; Ward, O.P.; Narasu, M.L. Biotransformations using plant cells, organ cultures and enzyme systems: Current trends and future prospects. Biotechnol. Adv., 2001, 19, 175-199. (Pubitemid 32692994)
    • (2001) Biotechnology Advances , vol.19 , Issue.3 , pp. 175-199
    • Giri, A.1    Dhingra, V.2    Giri, C.C.3    Singh, A.4    Ward, O.P.5    Narasu M.Lakshmi6
  • 18
    • 0036534231 scopus 로고    scopus 로고
    • Biocatalysis and biotransformation
    • DOI 10.1016/S1367-5931(02)00315-0
    • Dordick, J.S.; Clark, D.S. Biocatalysis and biotransformation. Curr. Opin. Chem. Biol., 2002, 6, 123-124. (Pubitemid 34251364)
    • (2002) Current Opinion in Chemical Biology , vol.6 , Issue.2 , pp. 123-124
    • Dordick, J.S.1    Clark, D.S.2
  • 20
    • 0141705406 scopus 로고    scopus 로고
    • The bioconversion process of deoxypodophyllotoxin with Linum flavum cell cultures
    • DOI 10.1055/s-2003-42785
    • Koulman, A.; Beekman, A.C.; Pras, N.; Quax, W.J. The bioconversion process of deoxypodophyllotoxin with Linum flavum cell cultures. Planta. Med., 2003, 69, 739-744. (Pubitemid 37215024)
    • (2003) Planta Medica , vol.69 , Issue.8 , pp. 739-744
    • Koulman, A.1    Beekman, A.C.2    Pras, N.3    Quax, W.J.4
  • 21
    • 1542471128 scopus 로고    scopus 로고
    • Biotransformation of a dibenzylbutanolide to podophyllotoxin analogues by shoot cultures of Haplophyllum patavinum
    • Puricelli, L.; Caniato, R.; Monache, G.D. Biotransformation of a dibenzylbutanolide to podophyllotoxin analogues by shoot cultures of Haplophyllum patavinum. Chem. Pharm. Bull., 2003, 51, 848-850. (Pubitemid 41694790)
    • (2003) Chemical and Pharmaceutical Bulletin , vol.51 , Issue.7 , pp. 848-850
    • Puricelli, L.1    Caniato, R.2    Delle Monache, G.3
  • 22
    • 68349139463 scopus 로고    scopus 로고
    • Novel biotransformation process of podophyllotoxin to produce podophyllic acid and picropodophyllotoxin by Pseudomonas aeruginosa CCTCC AB93066. Part I: Process development
    • Tang, Y.J.; Li, Y.; Zhong, J.J. Novel biotransformation process of podophyllotoxin to produce podophyllic acid and picropodophyllotoxin by Pseudomonas aeruginosa CCTCC AB93066. Part I: Process development. Bioprocess. Biosyst. Eng., 2009, 32, 663-671.
    • (2009) Bioprocess. Biosyst. Eng. , vol.32 , pp. 663-671
    • Tang, Y.J.1    Li, Y.2    Zhong, J.J.3
  • 23
    • 58149185085 scopus 로고    scopus 로고
    • Novel biotransformation process of podophyllotoxin to produce podophyllic acid and picropodophyllotoxin by Pseudomonas aeruginosa CCTCC AB93066, Part II: Process optimization
    • Li, Y.; Li, Y.Y.; Mi, Z.Y.; Li, D.S.; Tang, Y.J. Novel biotransformation process of podophyllotoxin to produce podophyllic acid and picropodophyllotoxin by Pseudomonas aeruginosa CCTCC AB93066, Part II: Process optimization. Bioresource Technol., 2009, 100, 2271-2277.
    • (2009) Bioresource Technol. , vol.100 , pp. 2271-2277
    • Li, Y.1    Li, Y.Y.2    Mi, Z.Y.3    Li, D.S.4    Tang, Y.J.5
  • 24
    • 64049097284 scopus 로고    scopus 로고
    • A novel biotransformation process of 4β-demethylepipodophyllotoxin to 4β-demethylepipodophyllic acid by Bacillus fusiformis CICC 20463
    • Tang, Y.J.; Xu, X.L.; Zhong, J.J. A novel biotransformation process of 4β-demethylepipodophyllotoxin to 4β-demethylepipodophyllic acid by Bacillus fusiformis CICC 20463. Process. Biochem., 2009, 44, 572-577.
    • (2009) Process. Biochem. , vol.44 , pp. 572-577
    • Tang, Y.J.1    Xu, X.L.2    Zhong, J.J.3
  • 25
    • 77649234268 scopus 로고    scopus 로고
    • A novel biotransformation process of 4β-demethylepipodophyllotoxin to 4β-demethylepipodophyllic acid by Bacillus fusiformis CICC 20463, Part II: Process optimization
    • Tang, Y.J.; Xu, X.L.; Zhong, J.J. A novel biotransformation process of 4β-demethylepipodophyllotoxin to 4β-demethylepipodophyllic acid by Bacillus fusiformis CICC 20463, Part II: Process optimization. Bioprocess. Biosyst. Eng., 2010, 33, 237-246.
    • (2010) Bioprocess. Biosyst. Eng. , vol.33 , pp. 237-246
    • Tang, Y.J.1    Xu, X.L.2    Zhong, J.J.3
  • 26
    • 79955633413 scopus 로고    scopus 로고
    • Novel tandem biotransformation process for the biosynthesis of a novel compound, 4-(2,3,5,6-tetramethylpyrazine-1)-4β-demethylepipodophyllotoxin
    • Tang, Y.J.; Zhao, W.; Li, H.M. Novel tandem biotransformation process for the biosynthesis of a novel compound, 4-(2,3,5,6-tetramethylpyrazine-1)- 4β-demethylepipodophyllotoxin. Appl. Environ. Microbiol., 2011, 77, 3023-3034.
    • (2011) Appl. Environ. Microbiol. , vol.77 , pp. 3023-3034
    • Tang, Y.J.1    Zhao, W.2    Li, H.M.3
  • 27
    • 46849084136 scopus 로고    scopus 로고
    • Response surface modeling the significance of nitrogen source on the cell growth and Tuber polysaccharides production by submerged cultivation of Chinese truffle Tuber sinense
    • Liu, R.S.; Li, D.S.; Li, H.M.; Tang, Y.J. Response surface modeling the significance of nitrogen source on the cell growth and Tuber polysaccharides production by submerged cultivation of Chinese truffle Tuber sinense. Process. Biochem., 2008, 43, 868-876.
    • (2008) Process. Biochem. , vol.43 , pp. 868-876
    • Liu, R.S.1    Li, D.S.2    Li, H.M.3    Tang, Y.J.4
  • 28
    • 73049103225 scopus 로고    scopus 로고
    • Endophytic fungi: Natural products, enzymes and biotransformation reactions
    • Borges, W.S.; Borges, K.B.; Bonato, P.S.; Said, S.; Pupo, M.T. Endophytic fungi: Natural products, enzymes and biotransformation reactions. Curr. Org. Chem., 2009, 13, 1137-1163.
    • (2009) Curr. Org. Chem. , vol.13 , pp. 1137-1163
    • Borges, W.S.1    Borges, K.B.2    Bonato, P.S.3    Said, S.4    Pupo, M.T.5


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