6979-97-1Relevant articles and documents
Synthesis and photophysical properties of 5-(3′′-alkyl/aryl-amino-1′′-azaindolizin-2′′-yl)-2′-deoxyuridines
Bali Mehta, Shilpika,Kumar, Banty,Kumar, Sandeep,Kumar, Sumit,Maity, Jyotirmoy,Prasad, Ashok K.
, p. 16635 - 16647 (2021/09/27)
The Groebke-Blackburn-Bienayame (GBB) reaction has been used for the efficient synthesis of novel fluorescent 5-azaindolizino-2′-deoxyuridines starting from commercially available thymidine following two strategies. Thus, thymidine was converted to diacetylthymidine, which on potassium persulphate oxidation afforded 3′,5′-di-O-acetyl-5-formyl-2′-deoxyuridine. In strategy A, diacetylated 5-formyldeoxyuridine was reacted with a variety of 2-aminopyridines and alkyl/aryl isocyanides under optimized GBB reaction conditions followed by deacetylation of the resulting GBB products to afford 5-azaindolizino-2′-deoxyuridines in 83 to 95% overall yields. In strategy B, diacetylated 5-formyldeoxyuridine was first deacetylated, which on GBB reaction under standardised conditions with 2-aminopyridines and alkyl/aryl isocyanides afforded the desired 5-azaindolizino-2′-deoxyuridines in 21 to 23% overall yields, which clearly indicates that strategy A is far more efficient than strategy B. The emission spectra of the synthesized 5-azaindolizino-2′-deoxyuridines exhibited a strong band around 360 nm (excitation at 239 nm) in fluorescence studies. Photophysical studies of these nucleosides showed a high level of fluorescence with Stokes shift in the range 59-126 nm, which indicated their potential for the study of the local structure and dynamics of nucleic acids involving them.
SYNTHESIS AND IMPROVEMENT OF A NUCLEOSIDE ANALOGUE AS AN ANTI-CANCER AND ANTI-VIRAL DRUG
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, (2021/05/29)
The invention is a drug for anticancer and antiviral therapy, comprising a nucleoside analogue (7) comprising a furan ring irreversibly bound to the RNA/DNA synthesis chain by phosphodiester bonds and having SP3 hybridization, and folic acid (A) bound to the nucleoside analogue (7) comprising furan ring. The synthesis method of the said nucleoside analogue is also contained within the scope of the invention. In this work, a nucleoside-analogue was transformed after converting the furan-ring hybridization from Sp2 to Sp3 to make it more selectivity with different enzymes and linking it via site 5 with the effective folic acid towards entering the substances inside the cells and to become the final compound possessing anti-cancer and anti- virus properties after controlling the replication and reproduction process in DNA.
Light-Induced Formation of Thymine-Containing Mercury(II)-Mediated Base Pairs
Naskar, Shuvankar,Müller, Jens
supporting information, p. 16214 - 16218 (2019/11/26)
By applying caged thymidine residues, DNA duplexes were created in which HgII-mediated base pair formation can be triggered by irradiation with light. When a bidentate ligand was used as the complementary nucleobase, an unprecedented stepwise formation of different metal-mediated base pairs was achieved.
