Carbohydrates coordinated to platinum(IV) through hydroxyl groups: A new class of platinum complexes with bioactive ligands

Angewandte Chemie (International Edition in English)

Volumn 36, Issue 23, 1997, Pages 2686-2688

  Steinborn, Dirk ^a   Junicke, Henrik ^a   Bruhn, Clemens ^a  

^a MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

Bioinorganic chemistry; Carbohydrates; O ligands; Platinum

Indexed keywords

EID: 0031573883     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199726861     Document Type: Article

References (43)

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12. Platinum(II) complexes of functionalized carbohydrates (coordination through the functional group): a) Y. Nagel, W. Beck, Z. Naturforsch. B 1985, 40, 1181 - 1187; b) T. Tsubomura, S. Yano, K. Kobayashi, T. Sakurai, S. Yoshikawa, J. Chem. Soc. Chem. Commun. 1986, 459-460; c) T. Pill, W. Beck, Z. Naturforsch. B 1993, 48, 1461-1469; d) Y. Zhou, B. Wagner, K. Polborn, K. Sünkel, W. Beck, ibid. 1994, 49, 1193-1202; e) J. Kuduk-Jaworska, Transition Met. Chem. (London) 1994, 19, 296-298; f) T. V. RajanBabu, T. A. Ayers, Tetrahedron Lelt. 1994, 35, 4295-4298.
13. Platinum(II) complexes of functionalized carbohydrates (coordination through the functional group): a) Y. Nagel, W. Beck, Z. Naturforsch. B 1985, 40, 1181 - 1187; b) T. Tsubomura, S. Yano, K. Kobayashi, T. Sakurai, S. Yoshikawa, J. Chem. Soc. Chem. Commun. 1986, 459-460; c) T. Pill, W. Beck, Z. Naturforsch. B 1993, 48, 1461-1469; d) Y. Zhou, B. Wagner, K. Polborn, K. Sünkel, W. Beck, ibid. 1994, 49, 1193-1202; e) J. Kuduk-Jaworska, Transition Met. Chem. (London) 1994, 19, 296-298; f) T. V. RajanBabu, T. A. Ayers, Tetrahedron Lelt. 1994, 35, 4295-4298.
14. Platinum(II) complexes of functionalized carbohydrates (coordination through the functional group): a) Y. Nagel, W. Beck, Z. Naturforsch. B 1985, 40, 1181 - 1187; b) T. Tsubomura, S. Yano, K. Kobayashi, T. Sakurai, S. Yoshikawa, J. Chem. Soc. Chem. Commun. 1986, 459-460; c) T. Pill, W. Beck, Z. Naturforsch. B 1993, 48, 1461-1469; d) Y. Zhou, B. Wagner, K. Polborn, K. Sünkel, W. Beck, ibid. 1994, 49, 1193-1202; e) J. Kuduk-Jaworska, Transition Met. Chem. (London) 1994, 19, 296-298; f) T. V. RajanBabu, T. A. Ayers, Tetrahedron Lelt. 1994, 35, 4295-4298.
15. Platinum(II) complexes of nonfunctionalized carbohydrates: a) carbohydrate carbanions as ligands: ref. [4a]; b) carbohydrate dianions (diolates) as ligands: A. Appelt, A. C Willis, S. B. Wild, J. Chem. Soc. Chem. Commun. 1988, 938-940; M. A. Andrews, G.L. Gould, Organometallics 1991, 10, 387-389; M.A. Andrews, E. J. Voss, G.L. Gould, W.T. Klooster, T.F. Koetzle, J. Am. Chem. Soc. 1994, 116, 5730-5740.
16. Platinum(II) complexes of nonfunctionalized carbohydrates: a) carbohydrate carbanions as ligands: ref. [4a]; b) carbohydrate dianions (diolates) as ligands: A. Appelt, A. C Willis, S. B. Wild, J. Chem. Soc. Chem. Commun. 1988, 938-940; M. A. Andrews, G.L. Gould, Organometallics 1991, 10, 387-389; M.A. Andrews, E. J. Voss, G.L. Gould, W.T. Klooster, T.F. Koetzle, J. Am. Chem. Soc. 1994, 116, 5730-5740.
17. Platinum(II) complexes of nonfunctionalized carbohydrates: a) carbohydrate carbanions as ligands: ref. [4a]; b) carbohydrate dianions (diolates) as ligands: A. Appelt, A. C Willis, S. B. Wild, J. Chem. Soc. Chem. Commun. 1988, 938-940; M. A. Andrews, G.L. Gould, Organometallics 1991, 10, 387-389; M.A. Andrews, E. J. Voss, G.L. Gould, W.T. Klooster, T.F. Koetzle, J. Am. Chem. Soc. 1994, 116, 5730-5740.
18. Platinum(II) complexes of nonfunctionalized carbohydrates: a) carbohydrate carbanions as ligands: ref. [4a]; b) carbohydrate dianions (diolates) as ligands: A. Appelt, A. C Willis, S. B. Wild, J. Chem. Soc. Chem. Commun. 1988, 938-940; M. A. Andrews, G.L. Gould, Organometallics 1991, 10, 387-389; M.A. Andrews, E. J. Voss, G.L. Gould, W.T. Klooster, T.F. Koetzle, J. Am. Chem. Soc. 1994, 116, 5730-5740.
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31. 3Pt : C 28.76, H 5.43; found: C 28.41, H 5.08; single crystal X-ray structure analysis: orthorhombic, Pcab, Z=8, a = 15.599(3), b = 15.685(3), c = 15.763(3) Å.
32. 3OD).
33. -3. The structure was solved and refined with the programs SHELXS-86 and SHELXL-93. The H atoms were placed in their geometric positions (riding model). Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-100521. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB21EZ, UK deposit@chemcrys.cam.ac.uk
34. -: 197-215 pm (n = 25). Cambridge Structural Database (CSD), Cambridge Crystallographic Data Centre, University Chemical Laboratory, Cambridge (UK).
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38. Inosit complexes: K. Hegetschweiler, T. Kradolfer, V. Gramlich, R. D. Hancock, Chem. Eur. J. 1995, 1,74-88; K. Hegetschweiler, M. Ghisletta, L. Hausherr-Primo, T. Kradolfer, Inorg. Chem. 1995, 34, 1950-1953; K. Hegetschweiler, T. Raber, G. J. Reiss, W. Frank, M. Wörle, A. Currao, R. Nesper, T. Kradolfer, Angew. Chem. 1997, 109, 2052-2054; Angew. Chem. Int. Ed. Engl. 1997, 36, 1964-1966; cyclotetrachromotropylene complexes: B. L. Poh, L. H. Seah, C. S. Lim, Tetrahedron 1990, 46, 4379-4386; camamycine complexes: A. Mashaly, Polyhedron 1993, 12, 745-748.
39. Inosit complexes: K. Hegetschweiler, T. Kradolfer, V. Gramlich, R. D. Hancock, Chem. Eur. J. 1995, 1,74-88; K. Hegetschweiler, M. Ghisletta, L. Hausherr-Primo, T. Kradolfer, Inorg. Chem. 1995, 34, 1950-1953; K. Hegetschweiler, T. Raber, G. J. Reiss, W. Frank, M. Wörle, A. Currao, R. Nesper, T. Kradolfer, Angew. Chem. 1997, 109, 2052-2054; Angew. Chem. Int. Ed. Engl. 1997, 36, 1964-1966; cyclotetrachromotropylene complexes: B. L. Poh, L. H. Seah, C. S. Lim, Tetrahedron 1990, 46, 4379-4386; camamycine complexes: A. Mashaly, Polyhedron 1993, 12, 745-748.
40. Inosit complexes: K. Hegetschweiler, T. Kradolfer, V. Gramlich, R. D. Hancock, Chem. Eur. J. 1995, 1,74-88; K. Hegetschweiler, M. Ghisletta, L. Hausherr-Primo, T. Kradolfer, Inorg. Chem. 1995, 34, 1950-1953; K. Hegetschweiler, T. Raber, G. J. Reiss, W. Frank, M. Wörle, A. Currao, R. Nesper, T. Kradolfer, Angew. Chem. 1997, 109, 2052-2054; Angew. Chem. Int. Ed. Engl. 1997, 36, 1964-1966; cyclotetrachromotropylene complexes: B. L. Poh, L. H. Seah, C. S. Lim, Tetrahedron 1990, 46, 4379-4386; camamycine complexes: A. Mashaly, Polyhedron 1993, 12, 745-748.
41. Inosit complexes: K. Hegetschweiler, T. Kradolfer, V. Gramlich, R. D. Hancock, Chem. Eur. J. 1995, 1,74-88; K. Hegetschweiler, M. Ghisletta, L. Hausherr-Primo, T. Kradolfer, Inorg. Chem. 1995, 34, 1950-1953; K. Hegetschweiler, T. Raber, G. J. Reiss, W. Frank, M. Wörle, A. Currao, R. Nesper, T. Kradolfer, Angew. Chem. 1997, 109, 2052-2054; Angew. Chem. Int. Ed. Engl. 1997, 36, 1964-1966; cyclotetrachromotropylene complexes: B. L. Poh, L. H. Seah, C. S. Lim, Tetrahedron 1990, 46, 4379-4386; camamycine complexes: A. Mashaly, Polyhedron 1993, 12, 745-748.
42. Inosit complexes: K. Hegetschweiler, T. Kradolfer, V. Gramlich, R. D. Hancock, Chem. Eur. J. 1995, 1,74-88; K. Hegetschweiler, M. Ghisletta, L. Hausherr-Primo, T. Kradolfer, Inorg. Chem. 1995, 34, 1950-1953; K. Hegetschweiler, T. Raber, G. J. Reiss, W. Frank, M. Wörle, A. Currao, R. Nesper, T. Kradolfer, Angew. Chem. 1997, 109, 2052-2054; Angew. Chem. Int. Ed. Engl. 1997, 36, 1964-1966; cyclotetrachromotropylene complexes: B. L. Poh, L. H. Seah, C. S. Lim, Tetrahedron 1990, 46, 4379-4386; camamycine complexes: A. Mashaly, Polyhedron 1993, 12, 745-748.
43. Inosit complexes: K. Hegetschweiler, T. Kradolfer, V. Gramlich, R. D. Hancock, Chem. Eur. J. 1995, 1,74-88; K. Hegetschweiler, M. Ghisletta, L. Hausherr-Primo, T. Kradolfer, Inorg. Chem. 1995, 34, 1950-1953; K. Hegetschweiler, T. Raber, G. J. Reiss, W. Frank, M. Wörle, A. Currao, R. Nesper, T. Kradolfer, Angew. Chem. 1997, 109, 2052-2054; Angew. Chem. Int. Ed. Engl. 1997, 36, 1964-1966; cyclotetrachromotropylene complexes: B. L. Poh, L. H. Seah, C. S. Lim, Tetrahedron 1990, 46, 4379-4386; camamycine complexes: A. Mashaly, Polyhedron 1993, 12, 745-748.