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Original Articles

Carbocyclic Adenosine Analogues as S-Adenosylhomocysteine Hydrolase Inhibitors and Antiviral Agents: Recent Advances

Pages 625-634 | Published online: 22 Aug 2006

Keep up to date with the latest research on this topic with citation updates for this article.

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Ch. Subramanyam, D. Subba Rao, C. Naga Raju, S. Adam & S. Durga Srinivasa Murthy. (2014) New N-Linked Phosphonamidate Derivatives of 6-Chloropurine: Synthesis and Evaluation of Antimicrobial and Antioxidant Activities. Phosphorus, Sulfur, and Silicon and the Related Elements 189:10, pages 1572-1585.
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KatherineL. Seley-Radtke & NareshK. Sunkara. (2009) Carbocyclic Thymidine Analogues for Use as Potential Therapeutic Agents. Nucleosides, Nucleotides & Nucleic Acids 28:5-7, pages 633-641.
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Sumin Cai, Qing-Shan Li, Jianwen Fang, RonaldT. Borchardt, Krzysztof Kuczera, C. Russell Middaugh & RichardL. Schowen. (2009) The Rationale for Targeting the NAD/NADH Cofactor Binding Site of Parasitic S-Adenosyl-L-Homocysteine Hydrolase for the Design of Anti-Parasitic Drugs. Nucleosides, Nucleotides & Nucleic Acids 28:5-7, pages 485-503.
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E. De Clercq. (2005) John Montgomery's Legacy: Carbocyclic Adenosine Analogues as Sah Hydrolase Inhibitors with Broad-Spectrum Antiviral Activity. Nucleosides, Nucleotides & Nucleic Acids 24:10-12, pages 1395-1415.
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Elzbieta Lewandowska, Jennifer Lalama, Chong-Sheng Yuan & Stanislaw F. Wnuk. (2003) Open-Chain Carbocyclic Analogs of Adenosine with Dihalovinyl Unit as Potential Inhibitors of S-Adenosyl-L-homocysteine Hydrolase. Nucleosides, Nucleotides & Nucleic Acids 22:9, pages 1747-1755.
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Serge Smirnov, Francis Johnson, Ryuji Marumoto & Carlos de los Santos. (2000) Structure of an 11-mer DNA Duplex Containing the Carbocyclic Nucleotide Analog: 2′-Deoxyaristeromycin. Journal of Biomolecular Structure and Dynamics 17:6, pages 981-991.
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Chong-Sheng Yuan, Yoshihisa Saso, Elias Lazarides, Ronald T Borchardt & Morris J Robins. (1999) Recent advances in S-adenosyl-L-homocysteine hydrolase inhibitors and their potential clinical applications. Expert Opinion on Therapeutic Patents 9:9, pages 1197-1206.
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Clemens Lamberth. (1999) THE CHEMISTRY OF 4′,5′-UNSATURATED NUCLEOSIDES. A REVIEW. Organic Preparations and Procedures International 31:4, pages 379-397.
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Articles from other publishers (66)

Shimaa Abd El-Salam El-Sayed, El-Sayed El-Alfy, Hanadi B. Baghdadi, Mohamed Z. Sayed-Ahmed, Saad S. Alqahtani, Nawazish Alam, Sarfaraz Ahmad, Md. Sajid Ali, Ikuo Igarashi & Mohamed Abdo Rizk. (2023) Antiparasitic activity of FLLL-32 against four Babesia species, B. bovis, B. bigemina, B. divergens and B. caballi, and one Theileria species, Theileria equi in vitro, and Babesia microti in mice. Frontiers in Pharmacology 14.
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Srimanta Kumar Das, Biswaranjan Behera & Chandra Shekhar Purohit. (2023) Scaffolds of Purine Privilege for Biological Cytotoxic Targets: A Review. Pharmaceutical Chemistry Journal 57:6, pages 777-792.
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Kristina Kovacikova, Bas M. Morren, Ali Tas, Irina C. Albulescu, Robin van Rijswijk, Dnyandev B. Jarhad, Young Sup Shin, Min Hwan Jang, Gyudong Kim, Hyuk Woo Lee, Lak Shin Jeong, Eric J. Snijder & Martijn J. van Hemert. (2020) 6′-β-Fluoro-Homoaristeromycin and 6′-Fluoro-Homoneplanocin A Are Potent Inhibitors of Chikungunya Virus Replication through Their Direct Effect on Viral Nonstructural Protein 1. Antimicrobial Agents and Chemotherapy 64:4.
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Jun Ni, Xiying Hou, Xueqiao Wang, Yinfeng Shi, Liuqing Xu, Xiaoqing Zheng, Na Liu, Andong Qiu & Shougang Zhuang. (2019) 3-deazaneplanocin A protects against cisplatin-induced renal tubular cell apoptosis and acute kidney injury by restoration of E-cadherin expression. Cell Death & Disease 10:5.
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Katherine Seley-Radtke. (2018) Flexibility—Not just for yoga anymore!. Antiviral Chemistry and Chemotherapy 26, pages 204020661875678.
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Qi Chen & Amber Davidson. (2017) Synthesis, conformational study and antiviral activity of l-like neplanocin derivatives. Bioorganic & Medicinal Chemistry Letters 27:18, pages 4436-4439.
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Baptiste Martin, Bruno Canard & Etienne Decroly. (2017) Filovirus proteins for antiviral drug discovery: Structure/function bases of the replication cycle. Antiviral Research 141, pages 48-61.
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Maija K. Pietilä, Kirsi Hellström & Tero Ahola. (2017) Alphavirus polymerase and RNA replication. Virus Research 234, pages 44-57.
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Yan Jia, Peng Li, Wei Song, Guangjiu Zhao, Daoyuan Zheng, Dongmei Li, Yanni Wang, Jiayue Wang, Chunyan Li & Keli Han. (2016) Rational Design of a Profluorescent Substrate for S-adenosylhomocysteine Hydrolase and its Applications in Bioimaging and Inhibitor Screening. ACS Applied Materials & Interfaces 8:39, pages 25818-25824.
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Athina Geronikaki, Phaedra Eleftheriou & Vladimir Poroikov. 2018. Communicable Diseases of the Developing World. Communicable Diseases of the Developing World 37 95 .
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Zlatko Janeba. (2015) Development of Small-Molecule Antivirals for Ebola. Medicinal Research Reviews 35:6, pages 1175-1194.
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Chong Liu, Qi Chen, John D. Gorden & Stewart W. Schneller. (2015) 2- and 3-Fluoro-3-deazaneplanocins, 2-fluoro-3-deazaaristeromycins, and 3-methyl-3-deazaneplanocin: Synthesis and antiviral properties. Bioorganic & Medicinal Chemistry 23:17, pages 5496-5501.
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Akshata Nayak, Pramod K. Sahu, Jayoung Song, Sang Kook Lee & Lak Shin Jeong. (2015) Regio- and stereoselective synthesis of 2′-β-substituted-fluoroneplanocin A analogues as potential anticancer agents. Organic & Biomolecular Chemistry 13:35, pages 9236-9248.
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Zeynep Demir, Ebru Bilget Guven, Suheyla Ozbey, Canan Kazak, Rengul Cetin Atalay & Meral Tuncbilek. (2015) Synthesis of novel substituted purine derivatives and identification of the cell death mechanism. European Journal of Medicinal Chemistry 89, pages 701-720.
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Chih-Chun Nieh & Wei-Lung Tseng. (2014) Thymine-based molecular beacon for sensing adenosine based on the inhibition of S-adenosylhomocysteine hydrolase activity. Biosensors and Bioelectronics 61, pages 404-409.
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E. S. Matyugina & A. L. Khandazhinskaya. (2015) 5′-Norcarbocyclic nucleoside analogs. Russian Chemical Bulletin 63:5, pages 1069-1080.
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Jingbo Sun, Rongwang Liu, Qiang Fu, Jian Zang, Qiangqiang Tao, Jinchang Wu & Hui Zhu. (2014) Synthesis and Anti‐HIV Activity of Triazolo‐Fused, Medium‐Sized Cyclic Nucleoside Analogs Prepared by an Intramolecular Huisgen 1,3‐Dipolar Cycloaddition . Helvetica Chimica Acta 97:5, pages 733-743.
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Florine E. M. Scholte, Ali Tas, Byron E. E. Martina, Paolo Cordioli, Krishna Narayanan, Shinji Makino, Eric J. Snijder & Martijn J. van Hemert. (2013) Characterization of Synthetic Chikungunya Viruses Based on the Consensus Sequence of Recent E1-226V Isolates. PLoS ONE 8:8, pages e71047.
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Jia-Hui Lin & Wei-Lung Tseng. (2013) A method for fluorescence sensing of adenosine and alkaline phosphatase based on the inhibition of S-adenosylhomocysteine hydrolase activity. Biosensors and Bioelectronics 41, pages 379-385.
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Mukund G. Kulkarni, Ajit S. Borhade, Yunnus B. Shaikh, Attrimuni P. Dhondge, Deekshaputra R. Birhade & Nagorao R. Dhatrak. (2011) A stereodivergent approach to carbahexofuranoses: synthesis of carba-?-d-glucofuranose, carba-?-d-altrofuranose, carba-?-d-allofuranose, carba-?-d-idofuranose, carba-?-d-galactofuranose and carba-?-d-talofuranose. Tetrahedron Letters 52:43, pages 5559-5562.
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Nad?ge Hamon, Jean-Pierre Uttaro, Christophe Math?Christian P?rigaud. (2010) Synthesis of the natural enantiomer of neplanocin B. Bioorganic Chemistry 38:6, pages 275-278.
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E. S. Matyugina, K. L. Seley-Radtke, V. L. Andronova, G. A. Galegov, S. N. Kochetkov & A. L. Khandazhinskaya. (2010) Synthesis and antiviral evaluation against the Vaccinia virus of new N 1-oxide analogs of 5′-noraristeromycin. Russian Journal of Bioorganic Chemistry 36:6, pages 730-733.
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Jia-Hui Lin, Chung-Wei Chang, Zong-Han Wu & Wei-Lung Tseng. (2010) Colorimetric Assay for S -Adenosylhomocysteine Hydrolase Activity and Inhibition Using Fluorosurfactant-Capped Gold Nanoparticles . Analytical Chemistry 82:21, pages 8775-8779.
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Byung Gyu Kim, Tae Gyu Chun, Hee-Yoon Lee & Marc L. Snapper. (2009) A new structural class of S-adenosylhomocysteine hydrolase inhibitors. Bioorganic & Medicinal Chemistry 17:18, pages 6707-6714.
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Joshua M. Sadler, Sylvester L. Mosley, Kathleen M. Dorgan, Zhaohui Sunny Zhou & Katherine L. Seley-Radtke. (2009) Synthetic strategies toward carbocyclic purine–pyrimidine hybrid nucleosides. Bioorganic & Medicinal Chemistry 17:15, pages 5520-5525.
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Meral Tunçbilek, Zeynep Ateş-Alagöz, Nurten Altanlar, Arzu Karayel & Süheyla Özbey. (2009) Synthesis and antimicrobial evaluation of some new substituted purine derivatives. Bioorganic & Medicinal Chemistry 17:4, pages 1693-1700.
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Weikuan Li, Xueqiang Yin & Stewart W. Schneller. (2008) 5?-Fluoro-5?-deoxyaristeromycin. Bioorganic & Medicinal Chemistry Letters 18:1, pages 220-222.
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Loránd Kiss, Enikó Forró, Reijo Sillanpää & Ferenc Fülöp. (2007) Diastereo- and Enantioselective Synthesis of Orthogonally Protected 2,4-Diaminocyclopentanecarboxylates:  A Flip from β-Amino- to β,γ-Diaminocarboxylates. The Journal of Organic Chemistry 72:23, pages 8786-8790.
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Subrata Ghosh, Tanurima Bhaumik, Niladri Sarkar & Abhijit Nayek. (2006) A Convenient Approach for Access to Both Carbapentofuranoses and Carbahexopyranoses. Stereocontrolled Synthesis of Enantiopure Carba- d -ribofuranoses, Carba- d -arabinofuranoses and Carba- l -gulopyranose . The Journal of Organic Chemistry 71:26, pages 9687-9694.
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Sylvester L. Mosley, Brian A. Bakke, Joshua M. Sadler, Naresh K. Sunkara, Kathleen M. Dorgan, Zhaohui Sunny Zhou & Katherine L. Seley-Radtke. (2006) Carbocyclic pyrimidine nucleosides as inhibitors of S-adenosylhomocysteine hydrolase. Bioorganic & Medicinal Chemistry 14:23, pages 7967-7971.
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Yukio Kitade, Takayuki Ando, Tsuyoshi Yamaguchi, Ayumi Hori, Masayuki Nakanishi & Yoshihito Ueno. (2006) 4′-Fluorinated carbocyclic nucleosides: Synthesis and inhibitory activity against S-adenosyl-l-homocysteine hydrolase. Bioorganic & Medicinal Chemistry 14:16, pages 5578-5583.
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Takeo Fukuzumi, Norio Shibata, Masayoshi Sugiura, Hiroyuki Yasui, Shuichi Nakamura & Takeshi Toru. (2006) Fluorobis(phenylsulfonyl)methane: A Fluoromethide Equivalent and Palladium-Catalyzed Enantioselective Allylic Monofluoromethylation. Angewandte Chemie International Edition 45:30, pages 4973-4977.
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