2,2'-bis(aminomethyl)-4,4'-bithiazole as a new Cu(II)-dependent DNA cleaving agent

Chemical and Pharmaceutical Bulletin

Volumn 44, Issue 9, 1996, Pages 1761-1764

  Sasaki, Hideaki ^a   Takanori, So Ichi ^a   Yamamoto, Keisuke ^a   Nakamoto, Yasuyuki ^a  

^a KOBE GAKUIN UNIVERSITY   (Japan)

Author keywords

2,2' bis(aminomethyl) 4,4' bithiazole; bithiazole; copper complex; DNA; DNA cleavage

Indexed keywords

2,2' BIS(AMINOMETHYL) 4,4' BITHIAZOLE; COPPER COMPLEX; DNA CLEAVING AGENT; PLASMID DNA; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

AEROBIC METABOLISM; ARTICLE; CONCENTRATION RESPONSE; DNA CLEAVAGE; DNA DEGRADATION; DRUG DNA BINDING; DRUG STRUCTURE; REACTION ANALYSIS; REDUCTION; STRUCTURE ANALYSIS;

EID: 0029850793     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.44.1761     Document Type: Article

References (22)

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15. Yamashita A., Tawa A., Imakuma Y., Lee K.-H., Sakurai H., Biochem. Pharmacol., 47, 1920-1925 (1994); Joshi R. R., Likehite S. M., Krishna Kumar R., Ganesh K. N., Biochim. Biophvs. Acta, 1199, 285-292 (1994); Ranganathan D., Kumar Patel B., Mishra R. K., J. Chem. Soc., Chem. Commun., 1994, 107-109; Shullenberger D. F., Denney Eason P., Long E. C., J. Am. Chem. Soc., 115, 11038-11039 (1993); Hirai M., Shinozuka K., Sawai H., Ogawa S., Chem. Lett., 1992, 2023-2026; Hashimoto S., Yamashita R., Nakamura Y., ibid., 1992, 1639-1642; Motomura T., Araki K., Kobayashi K., Toi H., Aoyama Y., ibid., 1992, 963-966; Scannell R. T., Barr J. R., Murly V. S., Sambi Reddy K., Hecht S. M., J. Am. Chem. Soc., 110, 3650-3651 (1988); Chrisey L. A., Shahidi Bonjar G. H., Hecht S. M., ibid., 110, 644-646 (1988); Basile L. A., Raphael A. L., Barton J. K., ibid., 109, 7550-7501 (1987).
16. Yamashita A., Tawa A., Imakuma Y., Lee K.-H., Sakurai H., Biochem. Pharmacol., 47, 1920-1925 (1994); Joshi R. R., Likehite S. M., Krishna Kumar R., Ganesh K. N., Biochim. Biophvs. Acta, 1199, 285-292 (1994); Ranganathan D., Kumar Patel B., Mishra R. K., J. Chem. Soc., Chem. Commun., 1994, 107-109; Shullenberger D. F., Denney Eason P., Long E. C., J. Am. Chem. Soc., 115, 11038-11039 (1993); Hirai M., Shinozuka K., Sawai H., Ogawa S., Chem. Lett., 1992, 2023-2026; Hashimoto S., Yamashita R., Nakamura Y., ibid., 1992, 1639-1642; Motomura T., Araki K., Kobayashi K., Toi H., Aoyama Y., ibid., 1992, 963-966; Scannell R. T., Barr J. R., Murly V. S., Sambi Reddy K., Hecht S. M., J. Am. Chem. Soc., 110, 3650-3651 (1988); Chrisey L. A., Shahidi Bonjar G. H., Hecht S. M., ibid., 110, 644-646 (1988); Basile L. A., Raphael A. L., Barton J. K., ibid., 109, 7550-7501 (1987).
17. Yamashita A., Tawa A., Imakuma Y., Lee K.-H., Sakurai H., Biochem. Pharmacol., 47, 1920-1925 (1994); Joshi R. R., Likehite S. M., Krishna Kumar R., Ganesh K. N., Biochim. Biophvs. Acta, 1199, 285-292 (1994); Ranganathan D., Kumar Patel B., Mishra R. K., J. Chem. Soc., Chem. Commun., 1994, 107-109; Shullenberger D. F., Denney Eason P., Long E. C., J. Am. Chem. Soc., 115, 11038-11039 (1993); Hirai M., Shinozuka K., Sawai H., Ogawa S., Chem. Lett., 1992, 2023-2026; Hashimoto S., Yamashita R., Nakamura Y., ibid., 1992, 1639-1642; Motomura T., Araki K., Kobayashi K., Toi H., Aoyama Y., ibid., 1992, 963-966; Scannell R. T., Barr J. R., Murly V. S., Sambi Reddy K., Hecht S. M., J. Am. Chem. Soc., 110, 3650-3651 (1988); Chrisey L. A., Shahidi Bonjar G. H., Hecht S. M., ibid., 110, 644-646 (1988); Basile L. A., Raphael A. L., Barton J. K., ibid., 109, 7550-7501 (1987).
18. Yamashita A., Tawa A., Imakuma Y., Lee K.-H., Sakurai H., Biochem. Pharmacol., 47, 1920-1925 (1994); Joshi R. R., Likehite S. M., Krishna Kumar R., Ganesh K. N., Biochim. Biophvs. Acta, 1199, 285-292 (1994); Ranganathan D., Kumar Patel B., Mishra R. K., J. Chem. Soc., Chem. Commun., 1994, 107-109; Shullenberger D. F., Denney Eason P., Long E. C., J. Am. Chem. Soc., 115, 11038-11039 (1993); Hirai M., Shinozuka K., Sawai H., Ogawa S., Chem. Lett., 1992, 2023-2026; Hashimoto S., Yamashita R., Nakamura Y., ibid., 1992, 1639-1642; Motomura T., Araki K., Kobayashi K., Toi H., Aoyama Y., ibid., 1992, 963-966; Scannell R. T., Barr J. R., Murly V. S., Sambi Reddy K., Hecht S. M., J. Am. Chem. Soc., 110, 3650-3651 (1988); Chrisey L. A., Shahidi Bonjar G. H., Hecht S. M., ibid., 110, 644-646 (1988); Basile L. A., Raphael A. L., Barton J. K., ibid., 109, 7550-7501 (1987).
19. Yamashita A., Tawa A., Imakuma Y., Lee K.-H., Sakurai H., Biochem. Pharmacol., 47, 1920-1925 (1994); Joshi R. R., Likehite S. M., Krishna Kumar R., Ganesh K. N., Biochim. Biophvs. Acta, 1199, 285-292 (1994); Ranganathan D., Kumar Patel B., Mishra R. K., J. Chem. Soc., Chem. Commun., 1994, 107-109; Shullenberger D. F., Denney Eason P., Long E. C., J. Am. Chem. Soc., 115, 11038-11039 (1993); Hirai M., Shinozuka K., Sawai H., Ogawa S., Chem. Lett., 1992, 2023-2026; Hashimoto S., Yamashita R., Nakamura Y., ibid., 1992, 1639-1642; Motomura T., Araki K., Kobayashi K., Toi H., Aoyama Y., ibid., 1992, 963-966; Scannell R. T., Barr J. R., Murly V. S., Sambi Reddy K., Hecht S. M., J. Am. Chem. Soc., 110, 3650-3651 (1988); Chrisey L. A., Shahidi Bonjar G. H., Hecht S. M., ibid., 110, 644-646 (1988); Basile L. A., Raphael A. L., Barton J. K., ibid., 109, 7550-7501 (1987).
20. Yamashita A., Tawa A., Imakuma Y., Lee K.-H., Sakurai H., Biochem. Pharmacol., 47, 1920-1925 (1994); Joshi R. R., Likehite S. M., Krishna Kumar R., Ganesh K. N., Biochim. Biophvs. Acta, 1199, 285-292 (1994); Ranganathan D., Kumar Patel B., Mishra R. K., J. Chem. Soc., Chem. Commun., 1994, 107-109; Shullenberger D. F., Denney Eason P., Long E. C., J. Am. Chem. Soc., 115, 11038-11039 (1993); Hirai M., Shinozuka K., Sawai H., Ogawa S., Chem. Lett., 1992, 2023-2026; Hashimoto S., Yamashita R., Nakamura Y., ibid., 1992, 1639-1642; Motomura T., Araki K., Kobayashi K., Toi H., Aoyama Y., ibid., 1992, 963-966; Scannell R. T., Barr J. R., Murly V. S., Sambi Reddy K., Hecht S. M., J. Am. Chem. Soc., 110, 3650-3651 (1988); Chrisey L. A., Shahidi Bonjar G. H., Hecht S. M., ibid., 110, 644-646 (1988); Basile L. A., Raphael A. L., Barton J. K., ibid., 109, 7550-7501 (1987).
21. Grigg R., Donegan G., Gunaratne H. Q. N., Kennedy D. A., Malone J. F., Sridharan V., Thianpatanagul S., Tetrahedron, 45, 1723-1746 (1989). The preparation procedure and physical properties of 6 are described here in the experimental section, because the cited paper did not give full details.
22. Commercially available pBR322 plasmid DNA contains supercoiled DNA (form I) together with a small amount of nicked circular DNA (form II) as an impurity.