67525-66-0Relevant articles and documents
Novel phthalimide nucleosides for the specific recognition of a CG Watson-Crick base pair
Lengeler, David,Weisz, Klaus
, p. 1479 - 1481 (2007/10/03)
In an effort to extend the triple helix recognition code we have synthesized various substituted phthalimide-derived nucleosides that can recognize a CG Watson-Crick base pair. NMR experiments performed on the free nucleosides in methylene chloride at lowered temperatures indicate the strength and extent of H-bonding to the cytosine amino group of a CG base pair which strongly depend on the substituent of the phthalimide nucleobase. Consistent with the formation of an additional hydrogen bond to N7 of guanine, ureido-substituted nucleoside analogs show a higher overall affinity as compared to the 3-aminophthalimide nucleoside.
6-Methyl-5-azacytidine - Synthesis, conformational properties and biological activity. A comparison of molecular conformation with 5- azacytidine
Hanna, Naeem B.,Zajicek, Jaroslav,Piskala, Alois
, p. 129 - 144 (2007/10/03)
The title compound was prepared by the isocyanate procedure and the trimethylsilyl method. The measurement of 1H NMR spectrum of 6-methyl-5- azacytidine (1) revealed a preference of γ(t) (46%) rotamer around C(5')- C(4') bond, a predominance of N conformation of the ribose ring (K(eq) 0.33) and a preference of syn conformation around the C-N glycosyl bond. An analogous measurement of 5-azacytidine has shown a preference of γ+ (60%) rotamer around the C(5')-C(4') bond, a predominance of N conformation of the fibose ring (K(eq) 0.41) and a preference of anti conformation around the C- N glycosyl bond 6-Methyl-5-azacytidine (1) inhibits the growth of bacteria E coli to the extent of 85% at 4000 μM concentration and the growth of LoVo/L, a human colon carcinoma cell line, to the extent of 30% at 100 μM concentration but did not inhibit L1210 cells at ≤ 100 μM concentration 6- Methyl-5-azacytidine (1) exhibited no in vitro antiviral activity at ≤ 1 μM concentration.
On the Synthesis of 5-(X-Methyl)ribofuranosyl-1,2,3-triazole Nucleosides
Schoerkhuber, Wolfgang,Zbiral, Erich
, p. 3165 - 3169 (2007/10/02)
The synthesis of the reactive 5-(bromomethyl)-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,3-triazole (3) via 1,3-dipolar cycloaddition of the β-oxoalkylidenephosphorane 2 to the ribofuranosyl azide 1 under elimination of triphenylphosphane oxide is d