Synthesis and Anticancer Activity of Functionalized Thieno[2,3-d]pyrimidine Compounds and Their Triazinyl and Tetrazinyl Derivatives

被引：4
作者：
El-Sofany, Walaa I. [1 ,2 ]
Othman, Dalia Ahmed A. [1 ]
Mahran, Asma M. [1 ]
May, El-Manawaty A. [3 ]
El-Sayed, Wael A. [1 ,4 ]
机构：
[1] Natl Res Ctr, Photochem Dept, Cairo 12622, Egypt
[2] Univ Hail, Coll Sci, Dept Chem, Hail 81451, Saudi Arabia
[3] Natl Res Ctr, Dept Pharmacol, Cairo 12622, Egypt
[4] Qassim Univ, Coll Sci, Dept Chem, Qasim 51431, Saudi Arabia
来源：
RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY | 2020年 / 46卷 / 03期
关键词：
thienopyrimidine; pyrimidotetrazine; pyrimidotriazine; anticancer; PC3; A549; HepG2; SUBSTITUTED THIENOPYRIMIDINES; INHIBITORS; GROWTH; DESIGN; POTENT; IDENTIFICATION; CHEMISTRY; DISCOVERY;
D O I：
10.1134/S106816202003005X
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
New thienopyrimidine derivatives substituted with amino and hydrazinyl side chains were synthesized starting with 2-hydrazinyl substituted thienopyrimidine as a key compound. The newly synthesized compounds were studied for their anticancer activity against prostate cancer (PC3), lung carcinoma (A549), and hepatocellular carcinoma (HepG2) cell lines. Benzothienopyrimidine derivatives incorporating thioxoethanethioamide, pyrimidotetrazine carbothioamide, and hydrazinylglycine moieties exhibited high activities against PC3 or A549 cell lines. In addition, the thienopyrimidotriazine derivatives and their thienopyrimidinone analogues were preferentially active against the two cell lines. A number of the synthesized compounds also revealed moderate activities against PC3 and A549 cell lines.
引用
收藏
页码：393 / 402
页数：10
相关论文
共 38 条
[1]   Synthesis and anticancer activity of some fused pyrimidines and related heterocycles [J].
Al-Issa, S. A. .
SAUDI PHARMACEUTICAL JOURNAL, 2013, 21 (03) :305-316
[2]   Pharmacological activities of some triazinopyrazolothieno pyrimidine derivatives [J].
Bahashwan, Saleh A. .
ACTA PHARMACEUTICA, 2017, 67 (03) :407-414
[3]   Computer-aided identification, synthesis and evaluation of substituted thienopyrimidines as novel inhibitors of HCV replication [J].
Bassetto, Marcella ;
Leyssen, Pieter ;
Neyts, Johan ;
Yerukhimovich, Mark M. ;
Frick, David N. ;
Brancale, Andrea .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 123 :31-47
[4]   Extended structure-activity study of thienopyrimidine-based EGFR inhibitors with evaluation of drug-like properties [J].
Bugge, Steffen ;
Buene, Audun Formo ;
Jurisch-Yaksi, Nathalie ;
Moen, Ingri Ullestad ;
Skjonsfiell, Ellen Martine ;
Sundby, Eirik ;
Hoff, Bard Helge .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 107 :255-274
[5]   Thienopyrimidine ureas as novel and potent multitargeted receptor tyrosine kinase inhibitors [J].
Dai, YJ ;
Guo, Y ;
Frey, RR ;
Ji, ZQ ;
Curtin, ML ;
Ahmed, AA ;
Albert, DH ;
Arnold, L ;
Arries, SS ;
Barlozzari, T ;
Bauch, JL ;
Bouska, JJ ;
Bousquet, PF ;
Cunha, GA ;
Glaser, KB ;
Guo, J ;
Li, JL ;
Marcotte, PA ;
Marsh, KC ;
Moskey, MD ;
Pease, LJ ;
Stewart, KD ;
Stoll, VS ;
Tapang, P ;
Wishart, N ;
Davidsen, SK ;
Michaelides, MR .
JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (19) :6066-6083
[6]  
Dinakaran VachalaS., 2012, Der Pharma Chemica, V4, P255
[7]  
El-Sayed WA, 2017, ACTA POL PHARM, V74, P1739
[8]   Synthesis and anticancer activity of new [(Indolyl)pyrazolyl]-1,3,4-oxadiazole thioglycosides and acyclic nucleoside analogs [J].
El-Sayed, Wael A. ;
El-Sofany, Walaa I. ;
Hussein, Hoda A. R. ;
Fathy, Nahed M. .
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2017, 36 (07) :474-495
[9]  
El-Sayed WA, 2012, ACTA POL PHARM, V69, P439
[10]   SYNTHESIS AND IN VITRO ANTITUMOR ACTIVITY OF NEW SUBSTITUTED THIOPYRIMIDINE ACYCLIC NUCLEOSIDES AND THEIR THIOGLYCOSIDE ANALOGS [J].
El-Sayed, Wael A. ;
Rashad, Aymn E. ;
Awad, Samir M. ;
Ali, Mamdouh M. .
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2009, 28 (04) :261-274
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