PMID- 27062197
OWN - NLM
STAT- MEDLINE
DCOM- 20170331
LR  - 20170331
IS  - 1747-0285 (Electronic)
IS  - 1747-0277 (Linking)
VI  - 88
IP  - 3
DP  - 2016 Sep
TI  - Design, synthesis, and biological evaluation of novel 
      5-Alkyl-6-Adamantylmethylpyrimidin-4(3H)-ones as HIV-1 non-nucleoside 
      reverse-transcriptase inhibitors.
PG  - 380-5
LID - 10.1111/cbdd.12765 [doi]
AB  - A series of novel 5-alkyl-6-Adamantylmethylpyrimidin-4(3H)-ones bearing various 
      substituents at the C-2 position of the pyrimidinone ring were synthesized using 
      a facile route and evaluated for their anti-HIV activity in MT-4 cells. The 
      biological results demonstrated that the majority of the newly designed compounds 
      possessed moderate efficiency in inhibiting the replication of the wild-type (WT) 
      HIV-1 strain (IIIB ) with EC50 values in the range from 0.10 to 5.39 mum. Among 
      them, 5b1 and 5b3 proved to be the two most active inhibitors against WT HIV-1 
      with EC50 values of 0.10 and 0.12 mum, respectively, which were more active than 
      nevirapine (NVP) in the same assay. In addition, HIV-1 reverse-transcriptase (RT) 
      inhibition assay indicated that the representative compound 5b1 showed affinity 
      to WT HIV-1 RT, and inhibited the activity of RT with an IC50 value superior to 
      the reference drug NVP. Moreover, the preliminary structure-activity relationship 
      (SAR) and the molecular modeling analysis of these new derivatives are also 
      discussed.
CI  - (c) 2016 John Wiley & Sons A/S.
FAU - Li, Wenxin
AU  - Li W
AD  - Department of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry 
      of Education), School of Pharmaceutical Sciences, Shandong University, Ji'nan, 
      Shandong, China.
FAU - Huang, Boshi
AU  - Huang B
AD  - Department of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry 
      of Education), School of Pharmaceutical Sciences, Shandong University, Ji'nan, 
      Shandong, China.
FAU - Kang, Dongwei
AU  - Kang D
AD  - Department of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry 
      of Education), School of Pharmaceutical Sciences, Shandong University, Ji'nan, 
      Shandong, China.
FAU - De Clercq, Erik
AU  - De Clercq E
AD  - Rega Institute for Medical Research, KU Leuven, Leuven, Belgium.
FAU - Daelemans, Dirk
AU  - Daelemans D
AD  - Rega Institute for Medical Research, KU Leuven, Leuven, Belgium.
FAU - Pannecouque, Christophe
AU  - Pannecouque C
AD  - Rega Institute for Medical Research, KU Leuven, Leuven, Belgium.
FAU - Zhan, Peng
AU  - Zhan P
AD  - Department of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry 
      of Education), School of Pharmaceutical Sciences, Shandong University, Ji'nan, 
      Shandong, China.
FAU - Liu, Xinyong
AU  - Liu X
AD  - Department of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry 
      of Education), School of Pharmaceutical Sciences, Shandong University, Ji'nan, 
      Shandong, China.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20160621
PL  - England
TA  - Chem Biol Drug Des
JT  - Chemical biology & drug design
JID - 101262549
RN  - 0 (Anti-HIV Agents)
RN  - 0 (Pyrimidines)
RN  - 0 (Reverse Transcriptase Inhibitors)
SB  - IM
MH  - Anti-HIV Agents/chemical synthesis/*chemistry/*pharmacology
MH  - Cell Line
MH  - *Drug Design
MH  - Drug Evaluation, Preclinical
MH  - HIV-1/*drug effects
MH  - Humans
MH  - Pyrimidines/chemistry/*pharmacology
MH  - Reverse Transcriptase Inhibitors/chemical synthesis/*chemistry/*pharmacology
OTO - NOTNLM
OT  - HIV-1
OT  - NNRTIs
OT  - S-DABOs
OT  - anti-HIV-1 activity
OT  - drug design
EDAT- 2016/04/12 06:00
MHDA- 2017/04/01 06:00
CRDT- 2016/04/11 06:00
PHST- 2015/11/18 00:00 [received]
PHST- 2016/03/09 00:00 [revised]
PHST- 2016/03/10 00:00 [accepted]
PHST- 2016/04/11 06:00 [entrez]
PHST- 2016/04/12 06:00 [pubmed]
PHST- 2017/04/01 06:00 [medline]
AID - 10.1111/cbdd.12765 [doi]
PST - ppublish
SO  - Chem Biol Drug Des. 2016 Sep;88(3):380-5. doi: 10.1111/cbdd.12765. Epub 2016 Jun 
      21.