56791-59-4Relevant academic research and scientific papers
Anti-proliferative activity of 2,6-dichloro-9- or 7-(ethoxycarbonylmethyl)- 9H- or 7H-purines against several human solid tumour cell lines
Morales, Fátima,Ramírez, Alberto,Conejo-García, Ana,Morata, Cynthia,Marchal, Juan A.,Campos, Joaquín M.
, p. 118 - 124 (2014)
As leads we took several benzo-fused seven- and six-membered scaffolds linked to the pyrimidine or purine moieties with notable anti-proliferative activity against human breast, colon and melanoma cancerous cell lines. We then decided to maintain the double-ringed nitrogenous bases and change the other components to the ethyl acetate moiety. This way six purine and two 5-fluorouracil derivatives were obtained and evaluated against the MCF-7, HCT-116, A-375 and G-361 cancer cell lines. Two QSARs are obtained between the anti-proliferative IC50 values for compounds 26-33 and the clog P against the melanoma cell lines A-375 and G-361. Our results show that two of the analogues [ethyl 2-(2,6-dichloro-9H- or 7H-purine-9- or 7-yl)acetates (30 and 33, respectively)] are potent cytotoxic agents against all the tumour cell lines assayed, showing single-digit micromolar IC50 values. This exemplifies the potential of our previously reported purine compounds to qualify as lead structures for medicinal chemistry campaigns, affording simplified analogues easy to synthesize and with a noteworthy bioactivity. The selective activity of 30 and 33 against the melanoma cell line A-375, via apoptosis, supposes a great advantage for a future therapeutic use.
7-(carboxymethyl)-6-chloropurine ethyl ester
Sood, Geeta,Schwalbe, Carl H.,Fraser, William
, p. 1316 - 1318 (1998)
Alkylation of 6-chloropurine using ethyl bromoacetate gives a mixture of regioisomers from which the title compound, C9H9ClN4O2, was isolated in crystalline form. The ethyl acetate fragment attached at N7 avoids steric hindrance by emerging from the ring almost orthogonally. Two ring C atoms donate weak intermolecular hydrogen bonds to the carbonyl O12 and ring N3 atoms.
Synthesis and Antibacterial Activity of Novel Substituted Purine Derivatives
Wu, Wen-Neng,Gao, Man-Ni,Tu, Hong,Ouyang, Gui-Ping
, p. 2042 - 2048 (2016)
A series of novel N-substituted-2-(6-morpholino-9H-purin-9-yl)acetamide and 4-(9-((5-substituted-1,3,4-oxadiazole/thiadiazole-2-yl)methyl)-9H-purin-6-yl)-morpholine derivatives were synthesized and evaluated their antibacterial activities against rice bacterial leaf blight and tobacco bacterial wilt caused by Xanthomonas oryzae pv. oryzae (Xoo) and Ralstonia solanacearum (R. solanacearum) via the turbidimeter test in vitro. Antibacterial bioassay indicated that most compounds demonstrated good inhibitory effect against Xoo and R. solanacearum. Especially, compound 6a demonstrated the best inhibitory effect against Xoo with half-maximal effective concentration (EC50) value of 8.39 μg/mL, which was even better than those of commercial agents Bismerthiazol and Thiodiazole copper. The synthesized purine derivatives containing amide and 1,3,4-oxadiazole/thiadiazole moieties exhibited excellent antibacterial activities against Xanthomonas oryzae pv. oryzae and R. solanacearum in vitro.
A method for preparation of adefovir dipivoxil
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Paragraph 0032, (2020/05/05)
The present invention discloses an adefovir dipivoxil preparation method, which comprises the following steps represented in the instruction. According to the present invention, base on the research of the existing adefovir dipivoxil synthesis route, the new synthesis route of 9-(2-hydroxyethyl)adenine is designed so as to provide the new method and the new idea for the synthesis of the drug adefovir dipivoxil, and provide help for the future drug development and production.
Synthesis of some novel amino and thiotetrazole purine derivatives and investigation of their antimicrobial activity and DNA interactions
Dilek Celik, Gulay,Disli, Ali,Oner, Yagmur,Acik, Leyla
, p. 1470 - 1479 (2013/03/29)
A series of amino and thiotetrazole purine derivatives introduced with different alkyl groups in position 9 was synthesized. The structures of the synthesized compounds were characterized using spectroscopic methods. All the synthesized compounds were screened for their antibacterial activities against Gram-positive and Gram-negative bacteria and for their antifungal activities against yeast strains. The effect of the compounds on pBR322 plasmid DNA was studied by gel electrophoretic mobility measurements. The results of antimicrobial activity show that attachment of tetrazole group to purine bases results in disappearance of antimicrobial activity The results of the plasmid DNA interaction and the restriction studies suggest that while aminotetrazole purine derivatives cause DNA damages, thiotetrazole purine derivatives are believed to form a range of interstrand GG adducts with duplex DNA that induce global changes in the DNA conformation.
Regioselective N9 alkylation of purine rings assisted by β-cyclodextrin
Zhang, Qian,Cheng, Gang,Huang, Yong-Zhen,Qu, Gui-Rong,Niu, Hong-Ying,Guo, Hai-Ming
experimental part, p. 7822 - 7826 (2012/09/22)
Under the assistance of β-cyclodextrin, purine was effectively alkylated at N9 together with up to 99% conversion and good to excellent yield using water as the solvent. High regioselectivity-N9/N7 selectivity>99:1 was attributed to the β-cyclodextrin cav
