Synthesis of Acyclic Selenonucleoside Phosphonates as Potential Antiviral Agents

被引:8
|
作者
Sahu, Pramod K. [1 ]
Kim, Gyudong [1 ]
Nayak, Akshata [1 ,2 ]
Ahn, Ji Yoon [1 ]
Ha, Min Woo [1 ]
Park, Cheonhyoung [1 ]
Yu, Jinha [1 ]
Park, Hyeung-geun [1 ]
Jeong, Lak Shin [1 ]
机构
[1] Seoul Natl Univ, Pharmaceut Sci Res Inst, Coll Pharm, Seoul 151742, South Korea
[2] Ewha Womans Univ, Coll Pharm, Seoul 120750, South Korea
基金
新加坡国家研究基金会;
关键词
acyclic nucleoside phosphonates; antivirals; diselenides; selenoadefovir; selenotenofovir; NUCLEOTIDE ANALOGS; HEPATITIS-B; DERIVATIVES; INFECTIONS; MECHANISM; HIV;
D O I
10.1002/ajoc.201500421
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
On the basis of potent antiviral activity of adefovir (1) and tenofovir (2), which are representative acyclic nucleoside phosphonates, bioisosteric acyclic selenonucleoside phosphonates seleno-adefovir (3) and seleno-tenofovir (4) were designed and synthesized from diethyl(iodomethyl)phosphonate (7) by using diselenide chemistry.
引用
收藏
页码:183 / 186
页数:4
相关论文
共 50 条
  • [41] SYNTHESIS AND BIOLOGICAL EVALUATION OF NOVEL PHOSPHONATES DERIVATIVES OF AS POTENTIAL ANTITUMOR AGENTS
    Jin, Chuanfei
    Liang, Yong-Ju
    He, Hongwu
    Fu, Liwu
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2011, 186 (10) : 2096 - 2103
  • [42] Design and synthesis of novel pyridoxine 5'-phosphonates as potential antiischemic agents
    Pham, V
    Zhang, WL
    Chen, V
    Whitney, T
    Yao, J
    Froese, D
    Friesen, AD
    Diakur, JM
    Haque, W
    JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (17) : 3680 - 3687
  • [43] Interactions with selected drug renal transporters and transporter-mediated cytotoxicity in antiviral agents from the group of acyclic nucleoside phosphonates
    Mandikova, Jana
    Volkova, Marie
    Paveka, Petr
    Cesnek, Michal
    Janeba, Zlatko
    Kubicek, Vladimir
    Trejtnar, Frantisek
    TOXICOLOGY, 2013, 311 (03) : 135 - 146
  • [44] Synthesis of neplanocin F analogues as potential antiviral agents
    Zhang, Hongwang
    Schinazi, Raymond F.
    Chu, Chung K.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (24) : 8314 - 8322
  • [45] SYNTHESIS OF SUBSTITUTED ACETAMIDES AS POTENTIAL ANTIBACTERIAL AND ANTIVIRAL AGENTS
    SENGUPTA, AK
    PANDEY, AK
    VERMA, HN
    KHAN, MMAA
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1985, 62 (02) : 165 - 168
  • [46] Synthesis of 3′-trifluoromethyl nucleosides as potential antiviral agents
    Sharma, PK
    Nair, V
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2000, 19 (04): : 757 - 774
  • [47] SYNTHESIS OF ADAMANTANE SPIRO SULTONES AS POTENTIAL ANTIVIRAL AGENTS
    PEREZPEREZ, MJ
    BALZARINI, J
    HOSOYA, M
    DECLERCQ, E
    CAMARASA, MJ
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (07) : 647 - 648
  • [48] A convenient synthesis of glycosylated hydantoins as potential antiviral agents
    Khodair, AI
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1997, 122 : 9 - 26
  • [49] SYNTHESIS OF NOVEL NUCLEOSIDE ANALOGS AS POTENTIAL ANTIVIRAL AGENTS
    VANZANDT, MC
    JOHNSON, CR
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 203 : 100 - ORGN
  • [50] SYNTHESIS OF CARBOCYCLIC NUCLEOTIDE ANALOGS AS POTENTIAL ANTIVIRAL AGENTS
    FERRARA, LM
    BRONSON, JJ
    HUDYMA, TW
    MANSURI, MM
    MARTIN, JC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 200 : 20 - CARB