Synthesis of new indeno[1,2-e] pyrimido[4,5-b][1,4] diazepine-5,11-diones as potential antitumor agents

被引：42

作者：

Insuasty, Braulio ^{[1
]}

Orozco, Fabian ^{[1
]}

Lizarazo, Carolina ^{[1
]}

Quiroga, Jairo ^{[1
]}

Abonia, Rodrigo ^{[1
]}

Hursthouse, Mike ^{[2
]}

Nogueras, Manuel ^{[3
]}

Cobo, Justo ^{[3
]}

机构：

[1] Univ Valle, Dept Chem, Heterocycl Cpds Res Grp, Cali 25360, Colombia

[2] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England

[3] Univ Jaen, Dept Inorgan & Organ Chem, Jaen 23071, Spain

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2008年 / 16卷 / 18期

关键词：

regioselective cyclocondensation; 5,6-diamino-3,4-dihydropyrimidin-4-ones; 2-arylideneindandiones; indenopyrimido[4,5-b][1,4] diazepine; antitumoral;

D O I：

10.1016/j.bmc.2008.08.023

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：

Novel racemic indeno[1,2-e] pyrimido[4,5-b][1,4] diazepine-5,11-diones 3 -29 were obtained regioselectivily from the reaction of 5,6-diamino-3,4-dihydropyrimidin-4-ones 1 and 2-arylideneindandiones 2 as reagents. These compounds have been evaluated at the US National Cancer Institute (NCI) for their ability to inhibit approximately 60 different human tumor cell lines, where 5 and 6 presented remarkable activity against 57 and 48 cancer cell lines, respectively, with the most important GI(50) values ranging from 0.49 to 1.46 mu M, in vitro assay. (C) 2008 Published by Elsevier Ltd.

引用

页码：8492 / 8500

页数：9

共 50 条

[41] STUDIES OF PYRIDAZINE COMPOUNDS .26. THE SYNTHESIS OF PYRIDAZINO[4,5-B]PYRROLO[1,2-D][1,4]OXAZINES AND A PYRIDAZINO[4,5-B]PYRROLO[1,2-D][1,4]THIAZINE
VARGA, I
JERKOVICH, G
MATYUS, P
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (02) : 493 - 496
[42] New Insight into the SAR of Pyrimido [4,5-b][1,4] Benzothiazines as 15-lipoxygenase Inhibitors
Pooryaghoobi, Nona
Bakavoli, Mehdi
Alimardani, Maliheh
Bazzazan, Tahmineh
Sadeghian, Hamid
IRANIAN JOURNAL OF BASIC MEDICAL SCIENCES, 2013, 16 (06) : 784 - 789
[43] Synthesis of new derivatives of 4-(4-methyl-5H-pyrimido[4,5-b][1,4]thiazin-2-yl)morpholine and 4-methyl-2-(piperidin-1-yl)-5H-pyrimido[4,5-b][1,4]thiazine
Karimian, Azam
Karimian, Hassan
JOURNAL OF CHEMICAL RESEARCH, 2017, (07) : 406 - 407
[44] SYNTHESIS AND ANTIPROLIFERATIVE ACTIVITY IN VITRO OF NEW PYRIDO[1,4-b]DIAZEPINE DERIVATIVES AND IMIDAZO[4,5-b]PYRIDINE
Liszkiewicz, Hanna
Nawrocka, Wanda P.
Sztuba, Barbara
Wietrzyk, Joanna
Jaroszewicz, Joanna
Nasulewicz, Anna
Pelczynska, Marzena
ACTA POLONIAE PHARMACEUTICA, 2011, 68 (03): : 349 - 355
[45] PYRIMIDO(4,5-B)-(1,4)THIAZINE DERIVATIVES - NEW TYPE OF FOLIC-ACID ANTAGONISTS
RYABOKON, NA
ANDREEVA, NA
NEMERYUK, MP
KEREMOV, AF
CHERNOV, VA
SAFONOVA, TS
KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1975, 9 (04): : 15 - 18
[46] SYNTHESIS OF SUBSTITUTED TETRAHYDROPYRIMIDO-[4,5-B][1,7]NAPHTHYRIDINES AS POTENTIAL ANTITUMOR AGENTS
GANGJEE, A
DONKOR, IO
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (03) : 705 - 708
[47] STRUCTURE OF PYRIMIDO[4,5-B][1,4]THIAZINE CATIONIC FORMS - NEW ANTAGONISTS OF FOLIUM ACID
DVORYANTSEVA, GG
ULYANOVA, TN
FILIPENKO, TY
NEMERYUK, MP
SAFONOVA, TS
SHEINKER, YN
PETROVSKII, PB
FEDIN, EI
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1979, (01): : 49 - 54
[48] Synthesis of some novel 7-(1H-benzimidazol-2-ylazo)-1,3-dimethyl-6,8-disubstituted-1H-pyrimido[4,5-b] [1,4]diazepine-2,4-diones as potential anti-anxiety agents
Sharma, Kanti
Jain, Renuka
JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2013, 78 (02) : 165 - 172
[49] SYNTHESIS OF SOME SUBSTITUTED TETRAHYDROPYRIMIDO[4,5-B][1,6]NAPHTHYRIDINES AS POTENTIAL ANTITUMOR AGENTS
GANGJEE, A
OHEMENG, KA
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (01) : 123 - 126
[50] Heterocycles containing nitrogen and sulfur. Part 49 . Synthesis of derivatives of new heterocyclic systems: 1,2-Dioxocyclopenta(hexa)[g]oxazolidino-[3,2-f]pyrimido[4,5-b][1,4]thiazine, 1,2-dioxocyclopenta(hexa)-[g]imidazolidino[3,2-f]pyrimido[4,5-b][1,4]thiazine, and 1,2-oxazino[5,4-g]pyrimidino[4,5-b][1,4]thiazine
Safonova T.S.
Mamaeva I.E.
Chemistry of Heterocyclic Compounds, 1999, 35 (1) : 97 - 100

← 1 2 3 4 5 →