Zhang Hongwang, Schinazi Raymond F, Chu Chung K
The University of Georgia College of Pharmacy, Athens, GA 30602, USA.
Bioorg Med Chem. 2006 Dec 15;14(24):8314-22. doi: 10.1016/j.bmc.2006.09.007. Epub 2006 Sep 25.
Neplanocin F is a natural carbocyclic nucleoside. Herein, we describe the synthesis and antiviral activity of (+/-)-5'-deoxy-neplanocin F analogues. The key intermediate 4, synthesized from the commercially available (+/-)-2-azabicyclo[2.2.1]-hept-5-en-3-one (ABH), was utilized to prepare the target nucleosides. Among the target compounds, 5'-deoxyneplanocin F adenine exhibited moderate anti-HIV activity in human lymphocytes without any marked cytotoxicity.
奈普拉诺辛F是一种天然的碳环核苷。在此,我们描述了(±)-5'-脱氧-奈普拉诺辛F类似物的合成及抗病毒活性。由市售的(±)-2-氮杂双环[2.2.1]-庚-5-烯-3-酮(ABH)合成的关键中间体4,被用于制备目标核苷。在目标化合物中,5'-脱氧奈普拉诺辛F腺嘌呤在人淋巴细胞中表现出适度的抗HIV活性,且无明显细胞毒性。