Synthesis and Bioevaluation of Diphyllin Glycosides as Novel Anticancer Agents

Archiv der Pharmazie

Volumn 345, Issue 8, 2012, Pages 622-628

  Zhao, Yu ^a   Ni, Chunyan ^a   Zhang, Yuting ^a   Zhu, Li ^a  

^a NANTONG UNIVERSITY   (China)

Author keywords

Cytotoxicity; Diphyllin glycosides; Synthesis; TopoII; Tubulin

Indexed keywords

4 O (2',3',4' TRI O ACETYL ALPHA LEVO ARABINOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4' TRI O ACETYL BETA DEXTRO XYLOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4' TRI O ETHOXY ALPHA LEVO ARABINOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4' TRI O ETHOXY BETA DEXTRO XYLOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4' TRI O METHOXY BETA DEXTRO XYLOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4' TRI O METHYL ALPHA LEVO ARABINOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4',6' TETRA O ACETYL BETA DEXTRO GALACTOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4',6' TETRA O ACETYL BETA DEXTRO GLUCOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4',6' TETRA O ETHOXY BETA DEXTRO GALACTOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4',6' TETRA O ETHOXY BETA DEXTRO GLUCOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4',6' TETRA O METHOXY BETA DEXTRO GALACTOPYRANOSYL)DIPHYLLIN; 4 O (2',3',4',6' TETRA O METHOXY BETA DEXTRO GLUCOPYRANOSYL)DIPHYLLIN; 4 O BETA DEXTRO GLUCOPYRANOSYL DIPHYLLIN; ANTINEOPLASTIC AGENT; DIPHYLLIN GLYCOSIDE; DNA TOPOISOMERASE (ATP HYDROLYSING); ETOPOSIDE; GLYCOSIDE; PACLITAXEL; TUBULIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CONTROLLED STUDY; CYTOTOXICITY; DRUG MECHANISM; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVITY; ETHERIFICATION; GLYCOSYLATION; HUMAN; HUMAN CELL; IN VITRO STUDY; NONHUMAN; POLYMERIZATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

ANIMALS; ANTINEOPLASTIC AGENTS; BRAIN; CELL LINE, TUMOR; DIOXOLANES; DRUG SCREENING ASSAYS, ANTITUMOR; GLYCOSIDES; HUMANS; INHIBITORY CONCENTRATION 50; LIGNANS; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP; TOPOISOMERASE II INHIBITORS; TUBULIN;

EID: 84864575236     PISSN: 03656233     EISSN: 15214184     Source Type: Journal    
DOI: 10.1002/ardp.201200035     Document Type: Article

References (16)

1. J. J. Champoux, Annu. Rev. Biochem. 2001, 70, 369-413.
2. Y. Pommier, E. Leo, H. L. Zhang, C. Marchand, Chem. Biol. 2010, 17, 421-433.
3. J. T. Bau, E. U. Kurz, Biochem. Pharmacol. 2011, 81, 345-354.
4. T. Onda, E. Toyoda, O. Miyazaki, C. Seno, S. Kagaya, K. Okamoto, K. Nishikawa, Cancer Lett. 2008, 259, 99-110.
5. S. A. Beers, Y. Imakura, H. J. Dai, D. H. Li, Y. C. Cheng, K. H. Lee, J. Nat. Prod. 1988, 51, 901-905.
6. S. H. Day, Y. C. Lin, M. L. Tsai, J. Nat. Prod. 2002, 65, 379-381.
7. Y. Zhao, Y. P. Lu, L. Zhu, J. Carbohydr. Chem. 2008, 27, 113-119.
8. Y. Zhao, Y. X. Li, Chin. J. Chem. 2007, 25, 679-682.
9. M. Gui, D. K. Shi, M. Huang, Y. Zhao, Q. M. Sun, J. Zhang, Q. Chen, J. M. Feng, C. H. Liu, M. Li, Y. X. Li, M. Y. Geng, J. Ding, Invest. New Drugs 2011, 29, 800-810.
10. D. K. Shi, W. Zhang, N. Ding, M. Li, Y. X. Li, Eur. J. Med. Chem. 2012, 47, 424-431.
11. J. L. Charlton, C. J. Oleschuk, G. L. Chee, J. Org. Chem. 1996, 61, 3452-3457.
12. P. K. Li, B. Pandit, D. L. Sackett, Z. G. Hu, J. Zink, J. D. Zhi, D. Freeman, R. W. Robey, K. Werbovetz, A. Lewis, C. L. Li, Mol. Cancer Ther. 2006, 5, 450-456.
13. S. Arora, X. I. Wang, S. M. Keenan, C. Andaya, Q. Zhang, Y. Y. Peng, W. J. Welsh, Cancer Res. 2009, 69, 1910-1915.
14. J. Y. Chang, H. P. Hsieh, W. Y. Pan, J. P. Liou, S. J. Bey, L. T. Chen, J. F. Liu, J. S. Song, Biochem. Pharmacol. 2003, 65, 2009-2019.
15. B. B. Hasinoff, H. Kazlowska, A. M. Creighton, W. P. Allan, P. Thampatty, J. C. Yalowich, Mol. Pharmacol. 1997, 52, 839-845.
16. G. Kuznetsov, K. TenDyke, M. J. Towle, H. S. Cheng, J. K. Liu, J. P. Marsh, S. E. R. Schiller, M. R. Spyvee, H. Yang, B. M. Seletsky, C. J. Shaffer, V. Marceau, Y. Yao, E. M. Suh, S. Campagna, F. G. Fang, J. J. Kowalczyk, B. A. Littefield, Mol. Cancer Ther. 2009, 8, 2852-2860.