Design, synthesis and analysis of antiviral nucleosides bearing pyrrolepolyamide binding to nucleic acid (II): N2-pyrrolepolyamidopropylguanosine.
Synthesis of guanosine bearing pyrrolepolyamide (1) and analysis of DNA interaction with 1 were carried out. Compound 1 was synthesized by condensation of 2-N-beta-alanyl-3,5-TIPDS-guanosine with 1-methyl-4-[1-methyl-4-[1-methyl-4-(formylamino)pyrrole-2-carboxamido]pyrrole-2-carboxamido]pyrrole-2-carboxylic acid which was prepared from N-methylpyrrole. To investigate the interaction between 1 and DNA in Circular Dichroism spectra and Tm values, we used distamycin A and adenosine bearing pyrrolepolyamide (Apy), which has the high sequence-selectivity of DNA, as a contrast.
D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D001483:Base Sequence; D002942:Circular Dichroism; D004247:DNA / Q000378:metabolism; D006151:Guanosine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D013056:Spectrophotometry, Ultraviolet
D000998:Antiviral Agents; C478250:N-(((guanosin-2'-yl)ethylaminocarbonyl)ethyl) 1-methyl-4-(1-methyl-4-(1-methyl-4-(formylamino)pyrrole-2-carboxamido)pyrrole-2-carboxamido)pyrrole-2-carboxamide; D011758:Pyrroles; D006151:Guanosine; D004247:DNA