Substituted indoles as HIV-1 non-nucleoside reverse transcriptase inhibitors: a patent evaluation (WO2015044928)

被引:5
作者
Li, Xiao [1 ]
Gao, Ping [1 ]
Zhan, Peng [1 ]
Liu, Xinyong [1 ]
机构
[1] Shandong Univ, Key Lab Chem Biol, Dept Med Chem, Sch Pharmaceut Sci,Minist Educ, 44 West Culture Rd, Jinan 250012, Shandong, Peoples R China
基金
高等学校博士学科点专项科研基金; 中国国家自然科学基金;
关键词
HIV; non-nucleoside reverse transcriptase inhibitors; substituted indole; heterocycle; antiviral activity; DRUG-RESISTANCE; WILD-TYPE; BIOLOGICAL EVALUATION; POTENT; NNRTIS; INDOLYLARYLSULFONES; INFECTION; DESIGN; VIRUS; CONFIGURATION;
D O I
10.1517/13543776.2016.1135902
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The invention described in this patent (WO2015044928) is related to compounds based on the substituted indole scaffold, their synthetic process and application to inhibit HIV-1 replication as non-nucleoside reverse transcriptase inhibitors (NNRTIs). Some of the newly claimed compounds presented improved potency against wild-type (WT) HIV-1 strain in comparison to previously disclosed indole-based NNRTIs and were also shown to be effective against common resistant HIV-1 strains. In light of their novel structural characteristics, simple synthetic route and improved anti-HIV activity, these compounds deserve further study as promising NNRTIs.
引用
收藏
页码:629 / 635
页数:7
相关论文
共 36 条
  • [1] Synthesis and Biological Evaluation of Aryl-phospho-indole as Novel HIV-1 Non-nucleoside Reverse Transcriptase Inhibitors
    Alexandre, Francois-Rene
    Amador, Agnes
    Bot, Stephanie
    Caillet, Catherine
    Convard, Thierry
    Jakubik, Jocelyn
    Musiu, Chiara
    Poddesu, Barbara
    Vargiu, Luana
    Liuzzi, Michel
    Roland, Arlene
    Seifer, Maria
    Standring, David
    Storer, Richard
    Dousson, Cyril B.
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (01) : 392 - 395
  • [2] Antiviral Drug Resistance and the Need for Development of New HIV-1 Reverse Transcriptase Inhibitors
    Asahchop, Eugene L.
    Wainberg, Mark A.
    Sloan, Richard D.
    Tremblay, Cecile L.
    [J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2012, 56 (10) : 5000 - 5008
  • [3] Etravirine A Review of its Use in the Management of Treatment-Experienced Patients with HIV-1 Infection
    Croxtall, Jamie D.
    [J]. DRUGS, 2012, 72 (06) : 847 - 869
  • [4] Indolylarylsulfones Carrying a Heterocyclic Tail as Very Potent and Broad Spectrum HIV-1 Non-nucleoside Reverse Transcriptase Inhibitors
    Famiglini, Valeria
    La Regina, Giuseppe
    Coluccia, Antonio
    Pelliccia, Sveva
    Brancale, Andrea
    Maga, Giovanni
    Crespan, Emmanuele
    Badia, Roger
    Riveira-Munoz, Eva
    Este, Jose A.
    Ferretti, Rosella
    Cirilli, Roberto
    Zamperini, Claudio
    Botta, Maurizio
    Schols, Dominique
    Limongelli, Vittorio
    Agostino, Bruno
    Novellino, Ettore
    Silvestri, Romano
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (23) : 9945 - 9957
  • [5] New indolylarylsulfones as highly potent and broad spectrum HIV-1 non-nucleoside reverse transcriptase inhibitors
    Famiglini, Valeria
    La Regina, Giuseppe
    Coluccia, Antonio
    Pelliccia, Sveva
    Brancale, Andrea
    Maga, Giovanni
    Crespan, Emmanuele
    Badia, Roger
    Clotet, Bonaventura
    Este, Jose A.
    Cirilli, Roberto
    Novellino, Ettore
    Silvestri, Romano
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 80 : 101 - 111
  • [6] The role of steric hindrance in 3TC resistance of human immunodeficiency virus type-1 reverse transcriptase
    Gao, HQ
    Boyer, PL
    Sarafianos, SG
    Arnold, E
    Hughes, SH
    [J]. JOURNAL OF MOLECULAR BIOLOGY, 2000, 300 (02) : 403 - 418
  • [7] Chiral resolution, absolute configuration assignment and biological activity of racemic diarylpyrimidine CH(OH)-DAPY as potent nonnucleoside HIV-1 reverse transcriptase inhibitors
    Gu, Shuang-Xi
    Li, Zhi-Ming
    Ma, Xiao-Dong
    Yang, Shi-Qiong
    He, Qiu-Qin
    Chen, Fen-Er
    De Clercq, Erik
    Balzarini, Jan
    Pannecouque, Christophe
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 53 : 229 - 234
  • [8] Novel Cyclopropyl-Indole Derivatives as HIV Non-Nucleoside Reverse Transcriptase Inhibitors
    Hassam, Mohammad
    Basson, Adriaan E.
    Liotta, Dennis C.
    Morris, Lynn
    van Otterlo, Willem A. L.
    Pelly, Stephen C.
    [J]. ACS MEDICINAL CHEMISTRY LETTERS, 2012, 3 (06): : 470 - 475
  • [9] New therapeutic landscape of NNRTIs for treatment of HIV: a look at recent data
    Jayaweera, Dushyantha
    Dilanchian, Paula
    [J]. EXPERT OPINION ON PHARMACOTHERAPY, 2012, 13 (18) : 2601 - 2612
  • [10] Design, synthesis, and biological evaluation of novel trifluoromethyl indoles as potent HIV-1 NNRTIs with an improved drug resistance profile
    Jiang, Hai-Xia
    Zhuang, Dao-Min
    Huang, Ying
    Cao, Xing-Xin
    Yao, Jian-Hua
    Li, Jing-Yun
    Wang, Jian-Yong
    Zhang, Chen
    Jiang, Biao
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (21) : 3446 - 3458