共查询到20条相似文献,搜索用时 31 毫秒
1.
D. Loakes A Van Aerschotl D. M. Brown F. Hill 《Nucleosides, nucleotides & nucleic acids》2013,32(11-12):1891-1904
Abstract The effects of the acyclic analogues 3 and 4 on recognition by commonly used enzymes in recombinant DNA work have been investigated. This report shows that acyclic sugars can function in place of the normal 2′- deoxyribose moiety with some enzymes, expanding the range of possible manipulations. 相似文献
2.
Joon Hee Hong So-Young Kim Chang-Hyun Oh Kyung Ho Yoo Jung-Hyuck Cho Prof. Dr. 《Nucleosides, nucleotides & nucleic acids》2013,32(3):341-350
Novel acyclic nucleoside analogues were designed and synthesized as open-chain analogues of neplanocin A. The coupling of the allylic bromide with purine bases using cesium carbonate afforded a series of novel acyclic nucleosides. The synthesized compounds Ia – II were evaluated for their antiviral activity against various viruses such as HIV, HSV-1, HSV-2, and ECMV. 相似文献
3.
A selective method for synthesizing (E)-fluorovinyl was developed. Novel acyclic (E)-fluorovinyl versions of neplanocin A were designed and selectively synthesized as potential antiviral agents. The condensation of the bromide 7 with the nucleosidic bases (5-FU, C, A, G) and the deprotection afforded the desired acyclic fluorovinyl nucleosides. The synthesized compounds 11, 12, 13, and 16 were evaluated for their antiviral activity. The guanine derivative 16 showed toxicity-dependent anti-HIV-1 activity in MT-4 cells. 相似文献
4.
A. Van Aerschot C. Hendrix G. Schepers N. Pillet P. Herdewijn 《Nucleosides, nucleotides & nucleic acids》2013,32(3-5):1053-1056
Abstract Five acyclic nucleoside analogues with unnatural base moieties have been synthesized of which three successfully were incorporated into oligonucleotides. The acyclic analogue containing the base 5-nitroindazole was the least discriminating and should be further pursued for use as a universal nucleoside analogue. 相似文献
5.
Hala E. M. Tolan Wael A. El-Sayed Nashwa Tawfek Farouk M. E. Abdel-Megeid Omnya M. Kutkat 《Nucleosides, nucleotides & nucleic acids》2020,39(5):649-670
AbstractNew 1,2,3-triazole glycosides and 1,2,4-thioglycosides incorporating a substituted pyrimidinedione ring system were synthesized via click dipolar cycloaddition and heterocyclization of hydrazine-1-carbodithioate derivatives, respectively. The sugar hydrazine derivatives linked aminodimethyluracil were also prepared. In addition, the oxadiazoline substituted with acyclic sugar moieties linked to the pyrimidinedione as acyclic nucleoside analogs were synthesized. The antiviral activity of the synthesized compounds against avian influenza H5N1 virus was investigated and compounds 18, 13 and 19 showed good activities against the virus strains. 相似文献
6.
Aihong Kim Joon Hee Hong Chang Hyun Oh 《Nucleosides, nucleotides & nucleic acids》2013,32(12):1399-1406
A simple synthetic route for novel acyclic phosphonate nucleosides is described. The characteristic cyclopropyl moiety 8 was constructed employing the Simmons-Smith reaction as key step starting from simple acyclic 2-butene-1,4-diol. The condensation of the mesylate 11 with natural nucleosidic bases (A,C,T,U) under nucleophilic substitution conditions (K2CO3, 18-Crown-6, DMF) and hydrolysis afforded the target nucleosides 16, 17, 18, and 19. In addition, the antiviral evaluations against various viruses were performed. 相似文献
7.
《Nucleosides, nucleotides & nucleic acids》2013,32(10):709-721
ABSTRACT A series of novel acyclic nucleosides 10, 11, 21, and 22 were synthesized efficiently starting from D-lactose. The condensation of the mesylate 5 and 16 with an adenine and cytosine base under standard nucleophilic substitution conditions (K2CO3, 18-Crown-6, DMF) afforded a series of acyclic novel nucleosides. Compound 21 displayed moderate anti-HCMV activity in the AD-169 cells (EC50=18.5 µg/mL) without exhibiting any cytotoxicity up to 100 µM. 相似文献
8.
Karin Eklind Roelf Datema Ann-Christin Ericson Curt-Eric Hagberg Nils-Gunnar Johansson Susanna Kovacs 《Nucleosides, nucleotides & nucleic acids》2013,32(1-2)
Abstract Several acyclic guanosine analogs have been synthesized and tested for antiviral activity. 相似文献
9.
Ling-Yih Hsu Dean S. Wise William M. Shannon John C. Drach Leroy B. Townsend 《Nucleosides, nucleotides & nucleic acids》2013,32(1-3):563-584
Abstract A number of pyrimidine acyclic nucleosides in which the acyclic moiety is attached to the C-6 position rather than N-1 of the pyrimidine ring have been prepared. This was accomplished via treatment of lithiated 2,4-dimethoxy-5,6-dimethylpyrimidine, or, 2,4-dimethoxy-6-methylpyrirnidine with 1,3-bis-(benzyloxy)-2-propanone, benzyl chloromethyl ether or oxirane, respectively, to give the corresponding key intermediates 6-[3-benzyloxy-2-[(benzyloxy)methyl]-2-hydroxypropyl]-2,4-dimethoxy-5-methylpyrimidine (2a), 6-[3-Denzyloxy-2-[(benzyloxy)methyl]-2-hydroxypropyl]-2,4-dimethoxypyrimidine(2b), 6-(2-benzyloxyethyl)-2,4-dimethoxy-5-methylpyrimidine (3), and2,4-dunethoxy-6-(3-hydroxypropyl)-5-methylpyrimidine (4a). After acidic hydrolysis, followed by debenzylation with boron trichloride these key intermediates were converted to the target C-6 pyrimidine acyclic derivatives. Compounds 6–8b, 11–13, 15, 16, 20, 22, 26, and 29–32 were evaluated for activity against herpes viruses and human immunodeficiency virus. None of the compounds were active against the viruses nor were they cytotoxic at the highest concentration tested. 相似文献
10.
Yaseen A. Al-Soud Najim A. Al-Masoudi Thilo Schuppler Erik De Clercq Christophe Pannecouque 《Nucleosides, nucleotides & nucleic acids》2013,32(5):469-483
Microwave-assisted synthesis of novel acyclic C-nucleosides of 6-alkyl/aryl-3-(1,2-O-isopropylidene-D-ribo-tetritol-1-yl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles (5–12) and the 6-aryl-thiomethyl analogues 25–27 has been described. Deblocking of 5–12 and 25–27 afforded the free acyclic C-nucleosides 13–20, and 28–30, respectively. All of the synthesized compounds showed no inhibition against HIV-1 and HIV-2 replication in MT-4 cells. However, 6-(3,4-dichlorophenyl)-3-(1,2-O-isopropylidene-D-ribo-tetritol-1-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole (6) is a potent inhibitor, in vitro, of the replication of HIV-2. These results suggest that compound 6 should be considered as a new lead in the development of antiviral agent. 相似文献
11.
Marcos L. Sznaidman Lilia M. Beauchamp 《Nucleosides, nucleotides & nucleic acids》2013,32(7-8):1315-1321
Abstract The synthesis of a new ganciclovir analog with a trifluoromethyl group in the acyclic chain is described. 相似文献
12.
13.
Abstract Novel heterodimers containing an anti conformationally constrained acyclic thymidine were prepared and the nuclease resistance of the modified dinucleotides were studied. 相似文献
14.
Abstract The synthesis and the enzymatic studies of modified oligonucleotides containing a PNA modified PNA-DNA dimer block and a new acyclic racemic serinol nucleoside is described. We show that both, the PNA-DNA dimer block1 and the modified PNA-spacer (acyclic serinol nucleoside)2 can be used as modified templates for the enzymatic generation of single stranded DNA. Degradation studies of the oligonucleotides containing the PNA-DNA dimer block with snake venom phosphodiesterase show that the modified oligonucleotides are stable towards exonucleolytic degradation. 相似文献
15.
Kosaku Hirota Yasunari Monguchi Hironao Sajiki Chizuko Yatome Akio Hiraoka Yukio Kitade 《Nucleosides, nucleotides & nucleic acids》2013,32(8):1333-1345
Abstract In expectation of discovering their antiviral activity, acyclic adenosine derivatives 7, 11, 12, and 16 were designed as analogs of neplanocin A (NPA) and L-eritadenine which are strong inhibitors of S-adenosyl-L-homocysteine hydrolase. The 1′,5′-seco-analog of 4′-deoxymethyl-NPA (DHCA) 7 was synthesized by dideoxygenation of 9-(2,3-O-isopropylidene-D-ribityl)adenine (2). Acyclic DHCA analogs 11 and 16 were obtained by Wittig reaction of the aldehyde 3 with Ph3P=CHCO2Et and Ph3P=CHCN, respectively. Hydrolysis of the ester 11 afforded a vinylog of L-eritadenine 12. The synthesized acyclic nucleosides 7, 10, and 11 were evaluated for antiviral activity, however, none of them showed any significant antiviral activity. 相似文献
16.
Abstract Two C-1′-branched acyclic thymine derivatives, 1-[2-hydroxy-1-(2-hydroxyethoxy)ethyl]thymine and 1-[3-hydroxy-1-(2-hydroxyethoxy)-propyl]thymine were synthesized by a novel iodine-activated reaction of a tolylthio derivative with ethylene glycol. This synthetic method provides a potentially versatile synthetic entry to C-1′-branched acyclic nucleosides. 相似文献
17.
Erik Larsen Krzysztof Danel Abdel-Aleem H. Abdel-Aleem Poul Niclsen Jesper Wengel Erik B. Pedersen 《Nucleosides, nucleotides & nucleic acids》2013,32(3-5):1097-1100
Abstract Oligodeoxynucleotides modified with carboxamide linked dimeric nuclcotides and an acyclic nucleoside were prepared and investigated for their hybridization properties toward DNA. 相似文献
18.
Khairuzzaman B. Mullah Wesley G. Bentrude 《Nucleosides, nucleotides & nucleic acids》2013,32(1-3):127-153
Abstract Photo-Arbuzov rearrangement of the benzylic phosphite 18 affords the benzylphosphonate 19 which is converted to the bromo derivative 21. The latter is a common precursor for the preparation of a series of branched-chain, acyclic nucleoside-based, benzylphosphonic acids, 25, 28, 32, and 35. 相似文献
19.
A. Van Aerschot Z. Ni J. Rozenski P. Claes E. De Clercq P. Herdewijn 《Nucleosides, nucleotides & nucleic acids》2013,32(8):1791-1800
Abstract The synthesis and antiviral activity of a new series of acyclic nucleoside analogues containing a (2-hydroxyethoxy)ethyl moiety is discussed. 相似文献
20.
W. H. G. Laux C. Périgaud J.-L. Imbach G. Gosselin 《Nucleosides, nucleotides & nucleic acids》2013,32(4-5):1003-1004
Abstract We synthesized and characterized new diphosphate mimics of the acyclic nucleoside phosphonate PMEA [Adefovir, 9-(2-phosphonylmethoxyethyl)adenine]. 相似文献