Bioorganic and Medicinal Chemistry Letters, volume 18, issue 4, pages 1457-1460
Anticancer activity of (1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and -purines against the MCF-7 cell line: Preliminary cDNA microarray studies
Mónica Díaz-Gavilán
1
,
Fernando Rodriguez-Serrano
2
,
Juan de Vicente
3
,
Octavio Caba
2
,
Antonia Aranega
3
,
Miguel A Gallo
1
,
Antonio César Morón Espinosa
1
,
Joaquin Campos
1
1
Departamento de Química Farmacéutica y Orgánica, Facultad de Farmacia, c/Campus de Cartuja s/n, 18071 Granada, Spain
|
2
Departamento de Ciencias de la Salud, Facultad de Ciencias Experimentales, Paraje de Las Lagunillas s/n, 23071 Jaén, Spain
|
3
Instituto de Biopatología y Medicina Regenerativa (IBIMER), Facultad de Medicina, Avenida de Madrid s/n, 18071 Granada, Spain
|
Publication type: Journal Article
Publication date: 2008-02-01
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 2.7
ISSN: 0960894X, 14643405
Organic Chemistry
Drug Discovery
Biochemistry
Molecular Biology
Pharmaceutical Science
Clinical Biochemistry
Molecular Medicine
Abstract
Completing a SAR study, a series of (RS)-1- or 3-(1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and (RS)-6-substituted-7- or 9-(1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-7H- or 9H-purines have been prepared. Their antiproliferative activities on MCF-7 cells are here presented and discussed. (RS)-6-Chloro-9-[1-(9H-9-fluorenylmethoxycarbonyl)-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl]-9H-purine (28) is the most active (IC(50)=0.67+/-0.18 microM) of the series so far described. cDNA microarray technology reveals potential drug targets, which are mainly centred on apoptosis regulatory pathway genes.
Top-30
Citations by journals
1
2
3
|
|
European Journal of Medicinal Chemistry
3 publications, 10%
|
|
Future Medicinal Chemistry
2 publications, 6.67%
|
|
Magnetic Resonance in Chemistry
2 publications, 6.67%
|
|
Journal of Organic Chemistry
2 publications, 6.67%
|
|
Journal of Enzyme Inhibition and Medicinal Chemistry
2 publications, 6.67%
|
|
Asian Journal of Organic & Medicinal Chemistry
2 publications, 6.67%
|
|
Monatshefte fur Chemie
1 publication, 3.33%
|
|
Medicinal Chemistry Research
1 publication, 3.33%
|
|
Nature Chemistry
1 publication, 3.33%
|
|
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
1 publication, 3.33%
|
|
International Journal of Food Science and Technology
1 publication, 3.33%
|
|
Chirality
1 publication, 3.33%
|
|
Journal of Heterocyclic Chemistry
1 publication, 3.33%
|
|
Journal of Medicinal Chemistry
1 publication, 3.33%
|
|
Organic Letters
1 publication, 3.33%
|
|
ChemMedChem
1 publication, 3.33%
|
|
RSC Advances
1 publication, 3.33%
|
|
Nucleosides, Nucleotides and Nucleic Acids
1 publication, 3.33%
|
|
Synthetic Communications
1 publication, 3.33%
|
|
Progress in Heterocyclic Chemistry
1 publication, 3.33%
|
|
Expert Opinion on Drug Discovery
1 publication, 3.33%
|
|
AIP Conference Proceedings
1 publication, 3.33%
|
|
ACS Omega
1 publication, 3.33%
|
|
1
2
3
|
Citations by publishers
1
2
3
4
5
6
|
|
Wiley
6 publications, 20%
|
|
Elsevier
5 publications, 16.67%
|
|
American Chemical Society (ACS)
5 publications, 16.67%
|
|
Taylor & Francis
5 publications, 16.67%
|
|
Springer Nature
3 publications, 10%
|
|
Future Medicine
2 publications, 6.67%
|
|
Asian Journal of Chemistry
2 publications, 6.67%
|
|
Royal Society of Chemistry (RSC)
1 publication, 3.33%
|
|
American Institute of Physics (AIP)
1 publication, 3.33%
|
|
1
2
3
4
5
6
|
- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2008,2009,2010,2011,2012,2013,2014,2015,2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["","","","","","","","","","","","","","","","",""],"datasets":[{"label":"Citations number","data":[3,1,0,3,2,2,2,1,4,0,1,3,2,2,0,3,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["10","3.33",0,"10","6.67","6.67","6.67","3.33","13.33",0,"3.33","10","6.67","6.67",0,"10","3.33"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["European Journal of Medicinal Chemistry","Future Medicinal Chemistry","Magnetic Resonance in Chemistry","Journal of Organic Chemistry","Journal of Enzyme Inhibition and Medicinal Chemistry","Asian Journal of Organic & Medicinal Chemistry","Monatshefte fur Chemie","Medicinal Chemistry Research","Nature Chemistry","Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy","International Journal of Food Science and Technology","Chirality","Journal of Heterocyclic Chemistry","Journal of Medicinal Chemistry","Organic Letters","ChemMedChem","RSC Advances","Nucleosides, Nucleotides and Nucleic Acids","Synthetic Communications","Progress in Heterocyclic Chemistry","Expert Opinion on Drug Discovery","AIP Conference Proceedings","ACS Omega"],"ids":[8171,22201,11942,8697,864,36395,19838,6106,17228,6337,9968,9710,3189,3673,3315,1430,3100,9178,1646,17224,7740,21274,18901],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/AN2jnDN59NmKaS4CWLHAGstADL2DbnatQScsFA6C_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/Vb3hw5ha3GXFySkcFIRq7hedUzMGRVNprYvOwnlQ_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/ARM4e6URKRsbRZvIF0vFis9DjxGloBjnBYJXbHmZ_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp"],"datasets":[{"label":"","data":[3,2,2,2,2,2,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[10,6.67,6.67,6.67,6.67,6.67,3.33,3.33,3.33,3.33,3.33,3.33,3.33,3.33,3.33,3.33,3.33,3.33,3.33,3.33,3.33,3.33,3.33],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Wiley","Elsevier","American Chemical Society (ACS)","Taylor & Francis","Springer Nature","Future Medicine","Asian Journal of Chemistry","Royal Society of Chemistry (RSC)","American Institute of Physics (AIP)"],"ids":[11,17,40,18,8,6949,6264,123,250],"codes":[0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/5YZtvLvkPZuc2JHOaZsjCvGSHFCuC3drUwN3YAc5_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/AN2jnDN59NmKaS4CWLHAGstADL2DbnatQScsFA6C_medium.webp","\/storage\/images\/resized\/Vb3hw5ha3GXFySkcFIRq7hedUzMGRVNprYvOwnlQ_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/ARM4e6URKRsbRZvIF0vFis9DjxGloBjnBYJXbHmZ_medium.webp"],"datasets":[{"label":"","data":[6,5,5,5,3,2,2,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[20,16.67,16.67,16.67,10,6.67,6.67,3.33,3.33],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Díaz-Gavilán M. et al. Anticancer activity of (1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and -purines against the MCF-7 cell line: Preliminary cDNA microarray studies // Bioorganic and Medicinal Chemistry Letters. 2008. Vol. 18. No. 4. pp. 1457-1460.
GOST all authors (up to 50)
Copy
Díaz-Gavilán M., Gómez-Vidal J. A., Rodriguez-Serrano F., de Vicente J., Caba O., Aranega A., Gallo M. A., Espinosa A. C. M., Campos J. Anticancer activity of (1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and -purines against the MCF-7 cell line: Preliminary cDNA microarray studies // Bioorganic and Medicinal Chemistry Letters. 2008. Vol. 18. No. 4. pp. 1457-1460.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/j.bmcl.2007.12.070
UR - https://doi.org/10.1016/j.bmcl.2007.12.070
TI - Anticancer activity of (1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and -purines against the MCF-7 cell line: Preliminary cDNA microarray studies
T2 - Bioorganic and Medicinal Chemistry Letters
AU - Díaz-Gavilán, Mónica
AU - Gómez-Vidal, José A.
AU - Rodriguez-Serrano, Fernando
AU - de Vicente, Juan
AU - Caba, Octavio
AU - Aranega, Antonia
AU - Gallo, Miguel A
AU - Espinosa, Antonio César Morón
AU - Campos, Joaquin
PY - 2008
DA - 2008/02/01 00:00:00
PB - Elsevier
SP - 1457-1460
IS - 4
VL - 18
SN - 0960-894X
SN - 1464-3405
ER -
Cite this
BibTex
Copy
@article{2008_Díaz-Gavilán,
author = {Mónica Díaz-Gavilán and José A. Gómez-Vidal and Fernando Rodriguez-Serrano and Juan de Vicente and Octavio Caba and Antonia Aranega and Miguel A Gallo and Antonio César Morón Espinosa and Joaquin Campos},
title = {Anticancer activity of (1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and -purines against the MCF-7 cell line: Preliminary cDNA microarray studies},
journal = {Bioorganic and Medicinal Chemistry Letters},
year = {2008},
volume = {18},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/j.bmcl.2007.12.070},
number = {4},
pages = {1457--1460},
doi = {10.1016/j.bmcl.2007.12.070}
}
Cite this
MLA
Copy
Díaz-Gavilán, Mónica, et al. “Anticancer activity of (1,2,3,5-tetrahydro-4,1-benzoxazepine-3-yl)-pyrimidines and -purines against the MCF-7 cell line: Preliminary cDNA microarray studies.” Bioorganic and Medicinal Chemistry Letters, vol. 18, no. 4, Feb. 2008, pp. 1457-1460. https://doi.org/10.1016/j.bmcl.2007.12.070.