Skip to main content
Have a personal or library account? Click to login
Enediyne compounds - new promises in anticancer therapy Cover

Enediyne compounds - new promises in anticancer therapy

Acta Pharmaceutica
Volume 57 (2007): Issue 2 (June 2007)
By:  and    
Open Access
|May 2007
References

References

  1. X. L. Yang and A. H.-J. Wang, Structural studies of atom-specific anticancer drugs acting on DNA,(1999) 181-215; DOI: 10.1016/S0163-7258(99)00020-0.
    Open DOISearch in Google Scholar
  2. N. A. Illan-Cabeza, R. A. Vilaplana, Y. Alvarez, K. Akdi, S. Kamah, F. Hueso-Urena, M. Quiros, F. Gonzalez-Vilchez and M. N. Moreno-Carretero, Synthesis, structure and biological activity of a new and efficient Cd(II)-uracil derivative complex system for cleavage of DNA,(2005) 924-934; DOI: 10.1007/s00775-005-0045-x.
    Open DOISearch in Google Scholar
  3. I. Haq and J. Ladbury, Drug-DNA recognition: Energetics and implications for design,(2000) 188-197; DOI: 10.1002/1099-1352(200007/08)13:4<188::AID-JMR503>3.0.CO;2-1.
    Open DOISearch in Google Scholar
  4. R. Barthwal, U. Sharma, N. Snivastava, M. Jain, P. Awasthi, M. Kaur, S. K. Barthwal and G. Govil, Structure of daunomycin complexed to d-TGATCA by two-dimensional nuclear magnetic resonance spectroscopy,(2006) 27-39; DOI: 10-1016/j.ejmech.2005.09.005.
    Open DOISearch in Google Scholar
  5. J. Chen and J. Stubbe, Bleomycins: new methods will allow reinvestigation of old issues,(2004) 175-181; DOI: 10.1016/j.cbpa.2004.02.008.
    Open DOISearch in Google Scholar
  6. S. E. Wolkenberg and D. L. Boger, Mechanisms of in situ activation for DNA-targeting antitumor agents,(2002) 2477-2495; DOI: 10.1021/cr010046q.
    Open DOISearch in Google Scholar
  7. Y. L. Janin, Peptides with anticancer use or potential,(2003) 1-40; DOI 10.1007/s00726-002-0349-xPeptides.
    Open DOISearch in Google Scholar
  8. I. Jerić, L. Šimičić, M. Stipetić and Š. Horvat, Synthesis and reactivity of the monosaccharide esters of amino acids as models of teichoic acid fragment,(2000) 273-282; DOI: 10.1023/A:1007157018792.
    Open DOISearch in Google Scholar
  9. I. Jerić and Š. Horvat, Novel ester-linked carbohydrate-peptide adducts: Effect of peptide substituent on the pathways of intramolecular reactions,(2001) 1533-1539; DOI: 10.1002/1099-0690(200104)2001:8<1533::AID-EJOC1533>3.0.CO;2-Y.
    Open DOISearch in Google Scholar
  10. I. Jerić, P. Novak, M. Vinković and Š. Horvat, Conformational analysis of sugar-peptide adducts in solution state by NMR spectroscopy and molecular modelling,, 1944-1950; DOI: 10.1039/b104239b.
    Open DOISearch in Google Scholar
  11. Š. Horvat, I. Jerić, L. Varga-Defterdarović, M. Roščić and J. Horvat, Ester-linked glycopeptides as tools for the study of biological phenomena,(2001) 787-799.
    Search in Google Scholar
  12. I. Jerić, C. Versluis, Š. Horvat and A. J. R. Heck, Tracing glycoprotein structures: electrospray ionization tandem mass spectrometric analysis of sugar-peptide adducts,(2002) 803-811; DOI: 10.1002/jms.337.
    Open DOISearch in Google Scholar
  13. I. Jerić and Š. Horvat, Glycoconjugates as models in biomedical studies,(2004) 63-70.
    Search in Google Scholar
  14. I. Jerić, Peptide mimetics: why and how?(2004) 495-504.
    Search in Google Scholar
  15. I. Jerić and H. M. Chen,(Eds. M. Flegel, M. Fridkin, C. Gilon and J. Slaninova), Kenes International, Geneva 2005, pp. 218-219.
    Search in Google Scholar
  16. I. Jerić, M. Momčilović, I. Bratoš and Š. Horvat, Synthesis of trehalose-centered dipeptide esters,(2006) 261-272.
    Search in Google Scholar
  17. K. C. Nicolaou, A. L. Smith, and E. W. Yue, Chemistry and biology of natural and designed enediynes,(1993) 5881-5888.
    Open DOISearch in Google Scholar
  18. A. L. Smith and K. C. Nicolaou, The enediyne antibiotics,(1996) 2103-2117; DOI: 10.1021/jm9600398.
    Open DOISearch in Google Scholar
  19. K. Edo, M. Mizugaki, Y. Koide, H. Seto, K. Furihata, N. Otake and N. Ishida, The structure of neocarzinostatin chromophore possessing a novel bicyclo-[7,3,0]dodecadiyne system,(1985) 331-334; DOI: 10.1016/S0040-4039(1)80810-8.
    Search in Google Scholar
  20. M. D. Lee, T. S. Dunne, C. C. Chang, G. A. Ellestad, M. M. Siegel, G. O. Morton, W. J. McGahren and D. B Borders, Calichemicins, a novel family of antitumor antibiotics. 2. Chemistry and structure of calichemicin gamma1I,(1987) 3466-3468; DOI: 10.1021/ja00245a051.
    Open DOISearch in Google Scholar
  21. J. Golik, J. Clardy, G. Dubay, G. Groenwold, H. Kawaguchi, M. Konishi, B. Krishnan, H. Ohkuma, K. Saitoh and T. W. Doyle, Esperamicins, a novel class of potent antitumor antibiotics. 2. Structure of esperamicin X,(1987) 3461-3462; DOI: 10.1021/ja00245a048.
    Open DOISearch in Google Scholar
  22. M. Konishi, H. Ohkuma, T. Tsuno, T. Oki, G. D. VanDuyne and J. Clardy, Crystal and molecular structure of dynemicin A: A novel 1,5-diyn-3-ene antitumor antibiotic,(1990) 3715-3716; DOI: 10.1021/ja00165a097.
    Open DOISearch in Google Scholar
  23. R. R. Jones and R. G. Bergman,-Benzyne: Generation as an intermediate in a thermal isomerization reaction and trapping evidence for the 1,4-benzenediyl structure.(1972) 660-661; DOI: 10.1021/ja00757a071.
    Open DOISearch in Google Scholar
  24. P. C. Dedon, A. A. Salzberg and J. Xu, Exclusive production of bistranded DNA damage by calicheamicin,(1993) 3617-3622; DOI: 10.1021/bi00065a013.
    Open DOISearch in Google Scholar
  25. J. W. Grissom, G. U. Gunawardena, D. Klingberg and D. Huang, The chemistry of enediynes, enyne, allens and related compounds,(1996) 6453-6518; DOI: 10.1016/0040-4020 (96)00016-6.
    Search in Google Scholar
  26. E. W. Schmitt, J. C. Huffman and J. M. Zaleski, Thermal reactivities of isostructural dmetal-loenediynes: metal-dependent Bergman cyclization,2001, 167-168; DOI: 10.1039/b008337m.
    Open DOISearch in Google Scholar
  27. I. Saito and K. Nakatani, Design of DNA-cleaving agents,(1996) 3007-3019; DOI: 10.1246/bcsj.69.3007.
    Open DOISearch in Google Scholar
  28. H. H. Wenk, M. Winkler and W. Sander, One century of aryne chemistry,(2003) 502-528; DOI: 10.1002/anie.200390151.
    Open DOISearch in Google Scholar
  29. K. C. Nicolaou, G. Zuccarello, C. Riemer, V. A. Estevez and W.-M. Dai, Design, synthesis and study of simple monocyclic conjugated - enediynes. The 10-membered ring enediyne moiety of the enediyne anticancer antibiotics,(1992) 7360-7371; DOI: 10.1021/ja00045a005.
    Open DOISearch in Google Scholar
  30. M. E. Maier and T. Brandstetter, Synthesis of an oxabicyclo[7.2.1.] enediyne from a furanoside derivative,(1992) 7511-7514; DOI: 10.1016/s0040-4039(00)60-810-9.
    Search in Google Scholar
  31. S. Bhattacharyya, M. Pink, M.-H. Baik and J. M. Zaleski, A unique approach to metal-induced Bergman cyclization: long range enediyne activation by ligand-to-metal charge transfer,(2005) 592-595; DOI: 10.1002/anie.200461825.
    Open DOISearch in Google Scholar
  32. D. L. Boger and J. Zhou, CDPI3-enediyne and CDPI3-EDTA conjugates: a new class of DNA cleaving agents,(1993) 3018-3024; DOI: 10.1021/jo0006a019.
    Search in Google Scholar
  33. N. Ishida, K. Miyazaki, K. Kumagai and M. Rikimaru, Neocarzinostatin, an antitumor antibiotic of high molecular weight,(1965) 68-76.
    Search in Google Scholar
  34. M. F. Semmelhack, J. J. Gallagher, W.-D. Ding, G. Krishnamurthy, R. Babine and G. A. Ellestad, The effect on DNA cleavage potency of tethering a simple cyclic enediyne to a netropsin analog,(1994) 4357-4359; DOI: 10.1021/jo00095a002.
    Open DOISearch in Google Scholar
  35. N. Zein, A. M. Casazza, T. W. Doyle, J. E. Leet, D. R. Schroeder, W. Solomon and S. G. Nadler, Selective proteolitic activity of the antitumor agent kedarcidin,(1993) 8009-8012; DOI: 10.1073/pnas.90.17.8009.
    Open DOISearch in Google Scholar
  36. C. G. Sudhahar and D. H. Chin, Aponeocarzinostatin - A superior drug carrier exhibiting unusually high endurance against denaturants,(2006) 3543-3552; DOI: 10.1016/j.bmc.2006.01.012.
    Open DOISearch in Google Scholar
  37. N. F. Schor, V. E. Kagan, Ye Liang, Ch. Yan, Yu. Tyurina, V. Tyurin and K. D. Nylander, Exploiting oxidative stress and signaling in chemotherapy of resistant neoplasms,(Moscow)(2004) 38-44; DOI: 10.1023/B:BIRY.0000016349.75384.e6.
    Open DOISearch in Google Scholar
  38. N. Zein, M. Poncin, R. Nilakantan and G. A. Ellestad, Calicheamicin γand DNA: Molecular recognition process responsible for site-specificity;(1989) 697-699.
    Search in Google Scholar
  39. S. Walker, J. Murnick and D. Kahne, Structural characterization of a calicheamicin-DNA complex by NMR,(1993) 7954-7961; DOI: 10.1021/ja00071a004.
    Open DOISearch in Google Scholar
  40. N. K. Damle, Tumour-targeted chemotherapy with immunoconjugates of calicheamicin,(2004) 1445-1452; DOI: 10.1517/14712598.4.9.1445.
    Open DOISearch in Google Scholar
  41. K. C. Nicolaou and W.-M. Dai, Chemistry and biology of the enediyne anticancer antibiotics,(1991) 1387-1416; DOI: 10.1002/anie.199113873.
    Open DOISearch in Google Scholar
  42. S. Feldgus, Expanding the cancer fighting arsenal,
    Search in Google Scholar
  43. S. C. Sinha, Lian-Sheng Li, G. P. Miller, S. Dutta, C. Rader and R. A. Lerner, Prodrugs of dynemicin analogs for selective chemotherapy mediated by an aldose catalytic Ab,(2004) 3095-3099; DOI: 10.1073/pnas.0307319101.
    Open DOISearch in Google Scholar
  44. Y. Suguira, T. Shiraki, M. Konishi and T. Oki, DNA Intercalation and cleavage of an antitumor antibiotic dynemicin that contains anthracycline and enediyne cores,(1990) 3831-3835; DOI: 10.1073/pnas.87.10.3831.
    Open DOISearch in Google Scholar
DOI: https://doi.org/10.2478/v10007-007-0011-y | Journal eISSN: 1846-9558 | Journal ISSN: 1330-0075
Journal RSS Feed
Language: English, Croatian
Page range: 133 - 150
Published on: May 16, 2007
Published by: Croatian Pharmaceutical Society
In partnership with: Paradigm Publishing Services
Keywords:
enediynes,
antitumor agents,
Bergman cyclization,
DNA-cleaving
Related subjects:
Pharmacy,
Pharmacy, other

© 2007 Matija Gredičak, Ivanka Jerić, published by Croatian Pharmaceutical Society
This work is licensed under the Creative Commons License.

Volume 57 (2007): Issue 2 (June 2007)
Next article