Novel goniofufurone and 7-epi-goniofufurone mimics from an unexpected titanium-mediated displacement process

Tetrahedron Letters

Volumn 53, Issue 14, 2012, Pages 1819-1822

  Francuz, Jovana ^a   Srećo, Bojana ^a   Popsavin, Mirjana ^a   Benedeković, Goran ^a   Divjaković, Vladimir ^a   Kojić, Vesna ^b   Bogdanović, Gordana ^b   Kapor, Agneš ^a   Popsavin, Velimir ^a  

^a UNIVERSITY OF NOVI SAD   (Serbia)

^b ONCOLOGY INSTITUTE OF VOJVODINA   (Serbia)

Author keywords

7 epi Goniofufurone mimics; Antitumour agents; Goniofufurone mimics; Styryl lactones; Titanium(IV) mediated halogenation

Indexed keywords

7 BROMO 7 DEOXY GONIOFUFURONE; 7 CHLORO 7 DEOXY GONIOFUFURONE; 7 EPI GONIOFUFURONE; DOXORUBICIN; GONIOFUFURONE; TITANIUM; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER INHIBITION; CHEMICAL REACTION; CONTROLLED STUDY; CYTOTOXICITY; DRUG STRUCTURE; HUMAN; HUMAN CELL;

EID: 84857791093     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.01.121     Document Type: Article

References (18)

1. For recent reviews on the cytotoxicity of styryl lactones and their analogues, see: C. Wiart Evid. Based Complement Alertern. Med. 4 2007 299 311
2. A. de Fatima, L.V. Modolo, L.S. Conegero, R.A. Pilli, C.V. Ferreira, L.K. Kohn, and J.E. de Carvalho Curr. Med. Chem. 13 2006 3371 3384
3. H.B. Mereyala, and M. Joe Curr. Med. Chem. Anticancer Agents 1 2001 293 300
4. M.A. Blazquez, A. Bermejo, M.C. Zafra-Polo, and D. Cortes Phytochem. Anal. 10 1999 161 170
5. For reviews on syntheses of styryl lactones, see: M. Mondon, and J.-P. Gesson Curr. Org. Synth. 3 2006 41 75
6. G. Zhao, B. Wu, X.Y. Wu, and Y.Z. Zhang Mini-Rev. Org. Chem. 2 2005 546 564
7. For recent examples, see: P. Pal, and A.K. Shaw Tetrahedron 67 2011 4036 4047
8. G.V.M. Sharma, and S. Mallesham Tetrahedron: Asymmetry 21 2010 2646 2658
9. L. Hernández-García, L. Quintero, H. Höpfl, M. Sosa, and F. Sartillo-Piscil Tetrahedron 65 2009 139 144
10. K.R. Prasad, and S.L. Gholap J. Org. Chem. 73 2008 2 11
11. V.K. Yadav, and D. Agrawal Chem. Commun. 10 2007 5232 5234
12. V. Popsavin, B. Srećo, G. Benedeković, J. Francuz, M. Popsavin, V. Kojić, and G. Bogdanović Eur. J. Med. Chem. 45 2010 2876 2883
13. H. Hori, Y. Nishida, H. Ohrui, and H. Meguro J. Org. Chem. 54 1989 1346 1353
14. V. Popsavin, G. Benedeković, B. Srećo, J. Francuz, M. Popsavin, V. Kojić, G. Bogdanović, and V. Divjaković Tetrahedron 65 2009 10596 10607
15. A.K.M. Anisuzzaman, and R.L. Whistler Carbohydr. Res. 60 1978 511 518
16. V. Popsavin, G. Benedeković, B. Srećo, M. Popsavin, J. Francuz, V. Kojić, and G. Bogdanović Org. Lett. 9 2007 4235 4238
17. X.P. Fang, J.E. Anderson, C.J. Chang, J.L. Mclaughlin, and P.E. Fanwick J. Nat. Prod. 54 1991 1034 1043
18. Y.-L. Su, C.-S. Yang, S.-J. Teng, G. Zhao, and Y. Ding Tetrahedron 57 2001 2147 2153