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KMID : 0370220050490010020
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Yakhak Hoeji
2005 Volume.49 No. 1 p.20 ~ p.24
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Synthesis and Activity of Novel 4’,5’-Branched Pyrimidine Nucleosides
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김애홍/Kim AH
구대호/고옥현/홍준희/Ko DH/Ko OH/Hong JH
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Abstract
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The synthesis of 4’,5’-doubly branched carbocyclic nucleosides was accomplished in this study. The selective methylation in the 5’-position was made by Felkin-Anh controlled Grignard addition. The construction of the required 4’-quaternary carbon was carried out by using a [3,3]-sigmatropic rearrangement. Bis-vinyl 6 was successfully cyclized using a Grubbs’ catalyst ll. The natural pyrimidine bases (cytosine, uracil, thymine) were efficiently coupled using a Pd(0) catalyst. When the synthesized compounds were examined for their activity against several viruses such as the HIV-1, HSV-1, HSV-2 and HCMV, the cytosine analogue 13 exhibited weak antiviral activity against the HCMV.
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KEYWORD
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