caa a22 4500 378921649 CHVBK 20180305123606.0 cr unu---uuuuu 161128e20040101xx s 000 0 eng 10.1351/pac200476071599 doi (NATIONALLICENCE)gruyter-10.1351/pac200476071599 Conformationally restricted cationic polyamide analogs of nucleic acids: Design, synthesis, and DNA/RNA binding studies [Elektronische Daten] [V. A. Kumar, Moneesha D'Costa, P. S. Lonkar, Meena,, P. S. Pallan, K. N. Ganesh] The remarkable medicinal importance of the achiral, acyclic, and uncharged aminoethylglycyl peptide nucleic acids (aegPNAs) as DNA/RNA mimics has challenged chemists to circumvent the limitations of their in vivo efficacy. In this context, we have designed conformationally restricted five- and six-membered cyclic PNA analogs by introduction of chemical bridges in aegPNAs leading to a large variety of structures with defined configurations and conformational preferences, effecting concomitant installation of a positive charge in the backbone. The synthesis and biophysical properties of these cationic aminoethylprolyl PNAs, pyrrolidine PNAs, and piperidine PNAs endowed with increased water solubility and affinity toward target nucleic acids is presented. These nucleic acid analogs as lead structures are a part of a chemical evolution process that might give rise to a synthetic nucleic acid analog having optimum properties for medicinal applications. © 2013 Walter de Gruyter GmbH, Berlin/Boston Kumar V. A. Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut D'Costa Moneesha Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut Lonkar P. S. Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut Meena, Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut Pallan P. S. Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut Ganesh K. N. Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut Pure and Applied Chemistry De Gruyter 76/7-8(2004-01-01), 1599-1603 0033-4545 76:7-8<1599 2004 76 pac https://doi.org/10.1351/pac200476071599 text/html Onlinezugriff via DOI 1 research article jats NATIONALLICENCE 856 40 https://doi.org/10.1351/pac200476071599 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Kumar V. A. Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut NATIONALLICENCE 700 1- D'Costa Moneesha Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut NATIONALLICENCE 700 1- Lonkar P. S. Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut NATIONALLICENCE 700 1- Meena Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut NATIONALLICENCE 700 1- Pallan P. S. Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut NATIONALLICENCE 700 1- Ganesh K. N. Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India aut NATIONALLICENCE 773 0- Pure and Applied Chemistry De Gruyter 76/7-8(2004-01-01), 1599-1603 0033-4545 76:7-8<1599 2004 76 pac CC0 http://creativecommons.org/publicdomain/zero/1.0 nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-gruyter