Synthesis and antiprotozoal activity of dicationic 2,6-diphenylpyrazines and aza-analogues.
نویسندگان
چکیده
Dicationic 2,6-diphenylpyrazines, aza-analogues and prodrugs were synthesized; evaluated for DNA affinity, activity against Trypanosoma brucei rhodesiense (T. b. r.) and Plasmodium falciparum (P. f.) in vitro, efficacy in T. b. r. STIB900 acute and T. b. brucei GVR35 CNS mouse models. Most diamidines gave poly(dA-dT)2 ΔTm values greater than pentamidine, IC50 values: T. b. r. (4.8-37nM) and P. f. (10-52nM). Most diamidines and prodrugs gave cures for STIB900 model (11, 19a and 24b 4/4 cures); 12 3/4 cures for GVR35 model. Metabolic stability half-life values for O-methylamidoxime prodrugs did not correlate with STIB900 results.
منابع مشابه
Synthesis of 2-Mono and 2,6-Disubstituted Methyl-1,4-Dihydropyridines
The 2-mono and 2,6-disubstituted methyl-1,4-dihydropyridines were synthesized by reaction of morpholine, thiophenol, 8-hydroxyquinoline, 2-naphthol and 2-mercopto-1-methyl imidazole with the 2-mono bromo and 2,6-dibromo-1,4-dihidropyridines.
متن کاملDicationic Ionic Liquid as the Recyclable Catalyst for the Synthesis of Quinoxaline Derivatives
An efficient and eco-friendly protocol for the synthesis of quinoxaline derivatives employing a condensation reaction between 1,2-diketone and 1,2-diaminobenzene derivative has been developed. The reaction of 1,2-diketone and 1,2-diaminobenzene derivative was carried out in water at room temperature using 10 mol% of task-specific dicationic ionic liquid as a catalyst. The results show that...
متن کاملMolecular modeling study and synthesis of novel dicationic flexible triaryl guanidines and imidamides as antiprotozoal agents.
A new series of fourteen dicationic flexible triaryl bis-guanidines 3a,b, bis-N-substituted guanidines 7a,b and 8a,b as well as bis-imidamides 9-12a,b having a 1,3- or 1,4-diphenoxybenzene scaffold backbone were synthesized. The in vitro activity of the novel dications as antiprotozoal agents against Trypanosoma brucei rhodesiense (T.b.r.) and Plasmodium falciparum (P.f.) was assessed. Interest...
متن کاملOne-pot synthesis of 2,4,5-trisubstituted imidazoles catalyzed by dicationic magnetic room temperature ionic liquid
Regarding the green chemistry's goals, dicationic magnetic room temperature ionic liquid open up new avenue to introduce an amazing and efficient system for facilitating catalyst recovery in different organic reactions. Ability of this dicationic magnetic room temperature ionic liquid catalyst in the one-pot three-components condensation reaction of benzil, aromatic aldehyde, and ammonium aceta...
متن کاملOne-pot synthesis of 2,4,5-trisubstituted imidazoles catalyzed by dicationic magnetic room temperature ionic liquid
Regarding the green chemistry's goals, dicationic magnetic room temperature ionic liquid open up new avenue to introduce an amazing and efficient system for facilitating catalyst recovery in different organic reactions. Ability of this dicationic magnetic room temperature ionic liquid catalyst in the one-pot three-components condensation reaction of benzil, aromatic aldehyde, and ammonium aceta...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Bioorganic & medicinal chemistry
دوره 21 21 شماره
صفحات -
تاریخ انتشار 2013