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
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 5卷 / 02期
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
  • [21] ACYCLIC NUCLEOSIDES OTHER THAN ACYCLOVIR AS POTENTIAL ANTIVIRAL AGENTS - A BIBLIOGRAPHY
    REMY, RJ
    SECRIST, JA
    NUCLEOSIDES & NUCLEOTIDES, 1985, 4 (03): : 411 - 427
  • [22] SYNTHESIS AND ANTIVIRAL STUDY OF DIHYDROTHIENO AND THIANOPYRIMIDINE DIONES ACYCLIC NUCLEOSIDES AS POTENTIAL ANTI-HIV AGENTS
    RENAULT, J
    LADUREE, D
    ROBBA, M
    NUCLEOSIDES & NUCLEOTIDES, 1994, 13 (05): : 1135 - 1145
  • [23] Cytostatic activity of antiviral acyclic nucleoside phosphonates in rodent lymphocytes
    Zídek, Z
    Potmesil, P
    Holy, A
    TOXICOLOGY AND APPLIED PHARMACOLOGY, 2003, 192 (03) : 246 - 253
  • [24] Versatile synthesis of oxime-containing acyclic nucleoside phosphonates - synthetic solutions and antiviral activity
    Solyev, Pavel N.
    Jasko, Maxim V.
    Kleymenova, Alla A.
    Kukhanova, Marina K.
    Kochetkov, Sergey N.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (44) : 10946 - 10956
  • [25] Ester prodrugs of acyclic nucleoside thiophosphonates compared to phosphonates: Synthesis, antiviral activity and decomposition study
    Roux, Loic
    Priet, Stephane
    Payrot, Nadine
    Weck, Clement
    Fournier, Maelenn
    Zoulim, Fabien
    Balzarini, Jan
    Canard, Bruno
    Alvarez, Karine
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 63 : 869 - 881
  • [26] Synthesis and antiviral activities of hexadecyloxypropyl prodrugs of acyclic nucleoside phosphonates containing guanine or hypoxanthine and a (S)-HPMP or PEE acyclic moiety
    Tichy, Tomas
    Andrei, Graciela
    Snoeck, Robert
    Balzarini, Jan
    Dracinsky, Martin
    Krecmerova, Marcela
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 : 307 - 314
  • [27] Synthesis of α-Branched Acyclic Nucleoside Phosphonates as Potential Inhibitors of Bacterial Adenylate Cyclases
    Frydrych, Jan
    Skacel, Jan
    Smidkova, Marketa
    Mertlikova-Kaiserova, Helena
    Dracinsky, Martin
    Gnanasekaran, Ramachandran
    Lepsik, Martin
    Soto-Velasquez, Monica
    Watts, Val J.
    Janeba, Zlatko
    CHEMMEDCHEM, 2018, 13 (02) : 199 - 206
  • [28] The Role of Acyclic Nucleoside Phosphonates as Potential Antimalarials
    Janeba, Zlatko
    Hockova, Dana
    CHEMICKE LISTY, 2014, 108 (04): : 335 - 343
  • [29] ACYCLIC ANALOGS OF 3'-AZIDO-3'-DEOXYTHYMIDINE AS POTENTIAL ANTIVIRAL AGENTS - NUCLEOSIDE SYNTHESIS BY MICHAEL ADDITION
    SCHEINER, P
    GEER, A
    BUCKNOR, AM
    IMBACH, JL
    SCHINAZI, RF
    JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (01) : 73 - 76
  • [30] STUDY ON INTERACTIONS OF ANTIVIRAL ACYCLIC NUCLEOSIDE PHOSPHONATES WITH RENALLY EXPRESSED TRANSPORTERS
    Trejtnar, F.
    Mandikova, J.
    Volkova, M.
    Janeba, Z.
    BASIC & CLINICAL PHARMACOLOGY & TOXICOLOGY, 2014, 115 : 276 - 276
12345