Dependence of reactivity of a novel 2,6-diamino pyridine-based enediyne on the extent of salt formation with external acids: a possible implication in pH based drug design.
A novel pyridine diamine-based cyclic enediyne 1 was synthesized by bis-N-alkylation of 2,6-bis-sulfonamido pyridine 6 followed by deprotection with thiophenol. A variety of salts 1a-c of the parent amine 1 were prepared. Thermal reactivity studies indicated a dependence of the reactivity upon the extent of salt formation. This observation may be useful in pH-based design of enediynes.
Basak
Amit
A
Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India. absk@chem.iitkgp.ernet.in <absk@chem.iitkgp.ernet.in>
Kar
Moumita
M
Mandal
Subrata
S
D000143:Acids; D015195:Drug Design; D053281:Enediynes; D006863:Hydrogen-Ion Concentration; D011725:Pyridines / Q000032:analysis / Q000737:chemistry*; D011743:Pyrimidines / Q000032:analysis / Q000737:chemistry*; D012492:Salts / Q000032:analysis / Q000737:chemistry*
D000143:Acids; D053281:Enediynes; D011725:Pyridines; D011743:Pyrimidines; D012492:Salts; C418567:enediynone