Structure-based virtual screening of Src kinase inhibitors

Lee, Kyungik; Kim, Jong-Woo; Jeong, Ki-Woong; Lee, Ki Won; Lee, Yeonjoo; Song, Ji Yeon; Kim, Maeng Sup; Lee, Gwan Sun; Kim, Yangmee

doi:10.1016/j.bmc.2009.02.054

Cited by 22 publications

(13 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Bosutinib (SKI-606), based on a quinoline scaffold, is structurally related to the AstraZeneca quinazoline template. This compound displays an IC 50 of 1.2 nM against Src [81]. Therefore, we could conclude that the focus on the modification of the structure of the quinazoline-based inhibitors for cSrc mainly locates at the 4-anilino headgroup portion.…”

Section: Csrc Inhibitorsmentioning

confidence: 93%

See 1 more Smart Citation

Exploration of Chemical Space Based on 4-Anilinoquinazoline

Li¹,

Hou²,

Wang³

et al. 2012

CMC

View full text Add to dashboard Cite

Chemical space is defined as all possible small organic molecules, including those present in biological systems, which is so vast that so far only a tiny fraction of it has been explored. Indeed, a thorough examination of all "chemical space" is practically impossible. The success of three EGFR inhibitors (Gefitnib, Erlotinib, Lapatinib) suggests that 4-anilinoquinazoline scaffold is still worth developing in the future. To date hundreds of this sort of derivatives have been synthesized and show potent anticancer activities. Most of the compounds have been proved to be EGFR/HER2 kinase inhibitors, binding at the hinge region of the ATP site and some lead compounds have been optimized against a number of different kinases, including VEGFR-2, Src, Aurora A/B, Tpl, Clk and PDE10A. Now there is now a rich pipeline of novel anticancer agents based on 4-anilinoquinazoline in early phase clinical trials. This review will highlight the exploration of chemical space of 4-anilinoquinazoline in the past ten years and we hope that increasing knowledge of the SAR and cellular processes underlying the antitumor-activity of anilinoquinazoline derivatives will be beneficial to the rational design of new generation of small molecule anticancer drugs.

show abstract

Section: Csrc Inhibitorsmentioning

confidence: 93%

“…To date, purine, pyrrolopyrimidine, pyridopyrimidine, naphthyridone, quinazoline (Fig. 11), and quinoline-based inhibitors have been reported [81].…”

Section: Csrc Inhibitorsmentioning

confidence: 99%

Exploration of Chemical Space Based on 4-Anilinoquinazoline

Li¹,

Hou²,

Wang³

et al. 2012

CMC

View full text Add to dashboard Cite

show abstract

“…also known as malignant tumor, is caused by the disorder of cell proliferation mechanism, which usually results from the abnormal activation of some enzymes cancer also has been the second b .iggest killer of human beings, taking the lives of over 7 million people a year [4][5][6] Although a range of antitumor drugs have been discovered in the last decade, drug resistance and adverse side effects are still serious problems. therefore, it remains desirable to develop new antitumor agents with improved tumor selectivity, efficiency, and safety.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 2 - ((4-Substituted Phenyl) Amino) Benzaldehyde

Duan¹,

Li²,

Tang³

et al. 2017

Proceedings of the 2016 7th International Conference on Education, Management, Computer and Medicine (EMCM 2016)

View full text Add to dashboard Cite

Abstract. 2-((4-substituted phenyl) amino) benzaldehyde, is an important intermediate for the synthesis of many biologically active intermediates of anticancer drugs. In this work, a rapid and high efficiency synthetic method for compound 1a-1b was established. Compound 1a-1b was synthesized from 2-chloronicotinic acid and 4-substituted anilines through three steps including nucleophilic substitution, reduction and oxidation reaction. The structure of the target compound 1a-1b was confirmed by H NMR and MS spectrum. Furthermore, the synthetic method was optimized. The total yield of the three steps was 59.49%.

show abstract

“…Many quinazoline derivatives which exhibited potential biological activities, such as (3 -chloro -4 -fluoro -phenyl ) -(3 ,4 -dimethoxy -phenyl ) -(7-fluoro-6-nitro-quinazolin-4-yl)-amine (3) [3], (7 -fluoro -6 -nitro -quinazolin -4-yl ) -(4 -phenoxy -phenyl )-amine (4) [4], [1 -(3-fluoro -benzyl )-1 H -indazol -5 -yl ] -( 7 -fluoro-6-nitro -quinazolin -4-yl) -amine (5) [5], (3 -ethyny l -phenyl ) -( 7 -fluoro -6 -nitro -quinazolin -4 -yl ) -amine (6), (5-chloro-benzo [1,3 ] dioxol -4 -y l) -( 7 -fluoro -6 -nitro -quinazolin -4 -yl ) -amine (7) [6], [3-chloro-4-(pyridin-2-ylmethoxy)-phenyl]-(7-fluoro-6-nitro-quinazolin-4-yl)-amine (8) [7], these quinazoline derivatives showed excellent biological activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of N-4-(4-chloro-3-trifluoromethyl-phenyl)-7-methoxy-quinazoline-4,6-diamine

Ouyang¹,

Chen²,

Wang³

et al. 2016

Proceedings of the 2015 2nd International Conference on Machinery, Materials Engineering, Chemical Engineering and Biotechnolog

View full text Add to dashboard Cite

Abstract. N-4-(4 -chloro-3 -trifluoromethyl -phenyl ) -7 -methoxy -quinazoline -4, 6-diamine (1) exhibited potential biological activities in medicine, 4-chloro-7-fluoro-6-nitro-quinazoline (2) is an important intermediate in compound 1. In this work, a rapid synthetic method for compound 1 was established. The compound 1 was synthesized from the commercially available 4-chloro-7-fluoro-6-nitro-quinazoline 2 through three steps including substitution with phenylamine, nucleophilic substitution reaction and reduction reaction. The structures were confirmed by 1 HNMR. Furthermore, the synthetic method was optimized.

show abstract

Structure-based virtual screening of Src kinase inhibitors

Cited by 22 publications

References 31 publications

Exploration of Chemical Space Based on 4-Anilinoquinazoline

Exploration of Chemical Space Based on 4-Anilinoquinazoline

Synthesis of 2 - ((4-Substituted Phenyl) Amino) Benzaldehyde

Synthesis of N-4-(4-chloro-3-trifluoromethyl-phenyl)-7-methoxy-quinazoline-4,6-diamine

Contact Info

Product

Resources

About