Clofarabine is a second generation purine nucleoside analog with antineoplastic activity. Clofarabine is phosphorylated intracellularly to the cytotoxic active 5'-triphosphate metabolite, which inhibits the enzymatic activities of ribonucleotide reductase and DNA polymerase, resulting in inhibition of DNA repair and synthesis of DNA and RNA. This nucleoside analog also disrupts mitochondrial function and membrane integrity, resulting in the release of pre-apoptotic factors, including cytochrome C and apoptotic-inducing factor, which activate apoptosis.
Cen, Yana; Sauve, Anthony A. Efficient Syntheses of Clofarabine and Gemcitabine From 2-Deoxyribonolactone. Nucleosides, Nucleotides & Nucleic Acids. Department of Pharmacology. Weill Medical College of Cornell University. New York, USA. Volume 29. Issue 2. Pages 113-122. 2010
Bauta, William E.; Schulmeier, Brian E.; Burke, Brian; Puente, Jose F.; Cantrell, William R., Jr.; Lovett, Dennis; Goebel, James; Anderson, Bruce; Ionescu, Dumitru; Guo, Ruichao. A New Process for Antineoplastic Agent Clofarabine. Organic Process Research & Development. Department of Process Chemistry and Department of Analytical Chemistry. ILEX Products, Inc. San Antonio, USA 78245. Volume 8. Issue 6. Pages 889-896. 2004
Fateev, Ilja V.; Antonov, Konstantin V.; Konstantinova, Irina D.; Muravyova, Tatyana I.; Seela, Frank; Esipov, Roman S.; Miroshnikov, Anatoly I.; Mikhailopulo, Igor A. The chemoenzymic synthesis of clofarabine and related 2'-deoxyfluoroarabinosyl nucleosides: the electronic and stereochemical factors determining substrate recognition by E. coli nucleoside phosphorylases. Beilstein Journal of Organic Chemistry. Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry. Russian Academy of Sciences. Moscow, Russia. Volume 10. Pages 1657-1669, 13 pp. 2014
Montgomery, John A.; Shortnacy-Fowler, Anita T.; Clayton, Sarah D.; Riordan, James M.; Secrist, John A., III. Synthesis and biological activity of 2'-fluoro-2-halo derivatives of 9-β-D-arabinofuranosyladenine. Journal of Medicinal Chemistry. South. Res. Inst. Birmingham, USA 35255-5305. Volume 35. Issue 2. Pages 397-401. 1992
Chen, Yunhua; Yang, Weiqiang; Bai, Hua. Synthesis of clofarabine. Zhongguo Yiyao Gongye Zazhi. Taizhou Vocational and Technical College. Taizhou, Zhejiang Province, Peop. Rep. China 318000 Volume 42. Issue 6. Pages 404-407. 2011
Ding, Haixin; Li, Chuang; Zhou, Yirong; Hong, Sanguo; Zhang, Ning; Xiao, Qiang. Stereoselective synthesis of 2'-modified nucleosides by using ortho-alkynyl benzoate as a gold(I)-catalyzed removable neighboring participation group. RSC Advances. Department of Chemistry. Nanchang University. Jiangxi, Peop. Rep. China 330031. Volume 7. Issue 4. Pages 1814-1817. 2017
Chai, Yuzhu; Niu, Ben; Lu, Yazhou; Zhu, Xianfeng; Chen, Yanbo. Synthesis of antileukemia drug clofarabine. Huagong Shikan. Volume 24. Issue 8. Pages 36-38. 2010. Medical Research Institute. Jiangsu Jumpcan Pharmaceutical Co., Ltd. Taixing, Peop. Rep. China 225441
Sauve, Anthony A.; Cen, Yana. Preparation and SirT activity of halogenated 2-deoxy-lactones, 2'-deoxy-D-nucleosides. Assignee Cornell University, USA. WO 2011003018. 2011
Zabudkin, Alexander; Matvienko, Victor; Matviienko, Iaroslav; Sypchenko, Volodymyr. Chemoenzymic synthesis of clofarabine. Assignee Synbias Pharma AG, Switz. WO 2015162175. 2015