Dicationic DNA-targeted antiprotozoal agents: naphthalene replacement of benzimidazole

S Chackal-Catoen, Y Miao, WD Wilson…

Index: Chackal-Catoen, Sarah; Miao, Yi; Wilson, W. David; Wenzler, Tanja; Brun, Reto; Boykin, David W. Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 22 p. 7434 - 7445

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Citation Number: 25

Abstract

A series of naphthalene analogues of highly active benzimidazole diamidines were synthesized using sequential Stille and Suzuki coupling reactions for preparation of the bis- nitrile intermediates. All of the diamidines showed strong DNA affinities as judged by high ΔTm values with poly (dA–dT). The dicationic compounds were quite active in vitro versus Trypanosoma brucei rhodesiense (T. br) exhibiting IC50 values ranging from 4 to 98nM. ...

~78%

Reductive methylation of naphthoic esters

[Basu, Basudeb; Mukherjee, Debabrata Journal of the Chemical Society, Chemical Communications, 1984 , # 2 p. 105 - 106]

Photoexcited proton transfer from enhanced photoacids

[Tolbert, Laren M.; Haubrich, Jeanne E. Journal of the American Chemical Society, 1994 , vol. 116, # 23 p. 10593 - 10600]

Reductive methylation of naphthoic esters

[Basu, Basudeb; Mukherjee, Debabrata Journal of the Chemical Society, Chemical Communications, 1984 , # 2 p. 105 - 106]

Design, synthesis and structure–activity relationships of be...

[Huang, Wenrong; Zhang, Penglie; Zuckett, Jingmei F.; Wang, Lingyan; Woolfrey, John; Song, Yonghong; Jia, Zhaozhong J.; Clizbe, Lane A.; Su, Ting; Tran, Katherine; Huang, Brian; Wong, Paul; Sinha, Uma; Park, Gary; Reed, Andrea; Malinowski, John; Hollenbach, Stanley J.; Scarborough, Robert M.; Zhu, Bing-Yan Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 3 p. 561 - 566]