Shen Guang Huan, Hong Joon Hee
a BK-21 Project Team, College of Pharmacy , Chosun University , Kwangju , Republic of Korea.
Nucleosides Nucleotides Nucleic Acids. 2014;33(1):1-17. doi: 10.1080/15257770.2013.854380.
A very efficient synthetic route to novel 2',2'-difluoro 5'-norcarbocyclic phosphonic acid nucleosides from but-3-en-1-ol 5 is described. The discovery of 2'-fluorinated furanose nucleoside 1 as a potent anti-HIV-1 agent has led to the synthesis and biological evaluation of 2'-modified 5'-norversions of the carbocyclic phosphonate nucleosides. The synthesized nucleoside analogues 18, 19, 23a, 23b, and 24 were tested for anti-HIV activity as well as cytotoxicity. Adenine analogue 19 shows significant anti-HIV-1 activity (EC(50) = 13 μM).
描述了一种从3-丁烯-1-醇5合成新型2',2'-二氟5'-降碳环膦酸核苷的高效合成路线。2'-氟代呋喃糖核苷1作为一种有效的抗HIV-1药物的发现，促使人们对碳环膦酸核苷的2'-修饰5'-降碳环类似物进行合成和生物学评价。对合成的核苷类似物18、19、23a、23b和24进行了抗HIV活性和细胞毒性测试。腺嘌呤类似物19显示出显著的抗HIV-1活性（EC(50)=13 μM）。
