Design and synthesis of novel pyrimidone analogues as HIV-1 integrase inhibitors

被引：10

作者：

Yu, Shenghui ^{[1
]}

Sanchez, Tino Wilson ^{[2
]}

Liu, Yang ^{[1
]}

Yin, Yanzhen ^{[1
]}

Neamati, Nouri ^{[2
]}

Zhao, Guisen ^{[1
]}

机构：

[1] Shandong Univ, Dept Med Chem, Key Lab Chem Biol, Minist Educ,Sch Pharmaceut Sci, Jinan 250012, Shandong, Peoples R China

[2] Univ So Calif, Sch Pharm, Dept Pharmacol & Pharmaceut Sci, Los Angeles, CA 90089 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 22期

基金：

中国国家自然科学基金;

关键词：

HIV-1; Integrase inhibitors; Pyrimidone analogues; POTENT; RALTEGRAVIR; DISCOVERY; UPDATE; SERIES;

D O I：

10.1016/j.bmcl.2013.09.018

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel pyrimidone analogues have been designed and synthesized as HIV-1 integrase (IN) inhibitors. This study demonstrated that introducing a substituent in the N1-position of the pyrimidone scaffold does not significantly influence IN inhibitory activity. Molecular docking studies showed these compounds could occupy the IN active site and form pi-pi interactions with viral DNA nucleotides DC16 and DA17 to displace reactive viral DNA 3'OH and block intasome activity. (c) 2013 Elsevier Ltd. All rights reserved.

引用

页码：6134 / 6137

页数：4

共 50 条

[1] Design and optimization of tricyclic phtalimide analogues as novel inhibitors of HIV-1 integrase
Verschueren, WG
Dierynck, I
Amssoms, KIE
Hu, LL
Boonants, PMJG
Pille, GME
Daeyaert, FFD
Hertogs, K
Surleraux, DLNG
Wigerinck, PBTP
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (06) : 1930 - 1940
[2] Design and synthesis of novel β-diketo derivatives as HIV-1 integrase inhibitors
Hu, Liming
Zhang, Sulei
He, Xianzhuo
Luo, Zaigang
Wang, Xiaoli
Liu, Wei
Qin, Xuemei
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (01) : 177 - 182
[3] DESIGN, SYNTHESIS AND BIOLOGICAL EVALUATION OF NOVEL QUINOLINE ANALOGUES AS HIV-1 INTEGRASE INHIBITOR
Deo, K. D.
Singhvi, I. J.
Murugesan, S.
Vadnere, G. P.
Patil, A. V.
[J]. INTERNATIONAL JOURNAL OF PHARMACEUTICAL SCIENCES AND RESEARCH, 2020, 11 (03): : 1210 - 1223
[4] Chicoric acid analogues as HIV-1 integrase inhibitors
Lin, ZW
Neamati, N
Zhao, H
Kiryu, Y
Turpin, JA
Aberham, C
Strebel, K
Kohn, K
Witvrouw, M
Pannecouque, C
Debyser, Z
De Clercq, E
Rice, WG
Pommier, Y
Burke, TR
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (08) : 1401 - 1414
[5] De novo design and synthesis of HIV-1 integrase inhibitors
Makhija, MT
Kasliwal, RT
Kulkarni, VM
Neamati, N
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (09) : 2317 - 2333
[6] Synthesis of novel thiazolothiazepine based HIV-1 integrase inhibitors
Aiello, F
Brizzi, A
Garofalo, A
Grande, F
Ragno, G
Dayam, R
Neamati, N
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (16) : 4459 - 4466
[7] Design and synthesis of novel indole β-diketo acid derivatives as HIV-1 integrase inhibitors
Sechi, M
Derudas, M
Dallocchio, R
Dessì, A
Bacchi, A
Sannia, L
Carta, F
Palomba, M
Ragab, O
Chan, C
Shoemaker, R
Sei, S
Dayam, R
Neamati, N
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (21) : 5298 - 5310
[8] Design and synthesis of novel and potent allosteric HIV-1 integrase inhibitors with a spirocyclic moiety
Adachi, Kaoru
Manabe, Tomoyuki
Yamasaki, Takayuki
Suma, Akira
Orita, Takuya
Furuzono, Tomoko
Adachi, Tsuyoshi
Ohata, Yoshitsugu
Akiyama, Yoshiyuki
Miyazaki, Susumu
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2024, 110
[9] Design and discovery of HIV-1 integrase inhibitors
Neamati, N
Sunder, S
Pommier, Y
[J]. DRUG DISCOVERY TODAY, 1997, 2 (11) : 487 - 498
[10] Discovery of novel HIV-1 integrase inhibitors
Hong, HX
Neamati, N
Wang, SM
Nicklaus, M
Pommier, Y
Milne, GWA
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 212 : 22 - MEDI

← 1 2 3 4 5 →