66085-16-3Relevant academic research and scientific papers
6-Oxo and 6-thio purine analogs as antimycobacterial agents
Pathak, Ashish K.,Pathak, Vibha,Seitz, Lainne E.,Suling, William J.,Reynolds, Robert C.
, p. 1685 - 1695 (2013/05/09)
6-Oxo and 6-thio analogs of purine were prepared based on the initial activity screening of a small, diverse purine library against Mycobacterium tuberculosis (Mtb). Certain 6-oxo and 6-thio-substituted purine analogs described herein showed moderate to good inhibitory activity. N 9-substitution apparently enhances the anti-mycobacterial activity in the purine series described herein. Several 2-amino and 2-chloro purine analogs were also synthesized that showed moderate inhibitory activity against Mtb.
N7-DNA: Base-pairing properties of N7-(2'-deoxy-β-d-erythro- pentofuranosyl)-substituted adenine, hypoxanthine, and guanine in duplexes with parallel chain orientation
Seela, Frank,Leonard, Peter
, p. 2244 - 2263 (2007/10/03)
Oligonucleotides containing N7-(2'-deoxy-β-D-erythro- pentofuranosyl)adenine (1), -hypoxanthine (2), and -guanine (3) were synthesized on solid-phase using phosphonate and phosphoramidite chemistry. As part of the synthesis of compound 2, the nucleobase-anion glycosylation of various 6-alkoxypurines with 2-deoxy-3,5-di-O-(4-toluoyl)-α-D-erythro- pentofuranosyl chloride (5) was investigated. The duplex stability of oligonucleotides containing N7-glycosylated purines opposite to regular pyrimidines was determined, and thermodynamic data were calculated from melting profiles. Oligodeoxyribonucleotide duplexes containing N7- glycosylated adenine. T(d) or N7-glycosylated guanine C(d) base pairs are more stable in the case of parallel strand orientation than in the case of antiparallel chains.
