Juan José Vaquero

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Juan José Vaquero López
Responsable del grupo
Catedrático Universidad de Alcalá

ublons: E-8310-2012

• Profesor Emérito en la Universidad de Alcalá (2023)
• Catedrático de Química Orgánica en la Universidad de Alcalá (1998)
• Profesor Adjunto en la Universidad de Alcalá (1986)
• Profesor adjunto interino (1982-1986) en la Universidad de Alcalá
• Estancia postdoctoral (1985-1986) en el Imperial College en el grupo del Prof. Charles Rees (Londres)
• Becario del Plan de Formación de Personal Investigador (FPI) del Ministerio de Educación y Ciencia (1978-1981) en el Departamento de Química de la Universidad de Alcalá.
• Licenciatura en Ciencias Químicas (1976) en la Facultad de Ciencias Químicas de la Universidad Complutense de Madrid.

Responsable del grupo de investigación de Química Biológica, creado en el año 1995, que agrupa a químicos, farmacéuticos y biólogos moleculares desarrollando proyectos en el campo de la Química Médica, Química Heterocíclica y Bioorgánica. En este tiempo se ha realizado investigación en distintas líneas entre las que destacan por su duración y resultados: Química y aplicaciones de cationes heteroaromáticos en tinción celular y bioimagen, síntesis de heterociclos y alcaloides bioactivos, diseño y síntesis de compuestos biactivos frente a dianas implicadas en la enfermedad renal y química y aplicaciones de azaborinos.
En este periodo ha participado en 27 proyectos de I+D+i financiados en convocatorias competitivas de Administraciones públicas (Plan Nacional, Comunidad Autónoma de Madrid, Instituto de Salud Carlos III (RETICS), INNPACTO) habiendo actuado como IP en 18 de estos proyectos. Ha participado en 59 contratos, convenios o proyectos de I+D+i no competitivos financiados con administraciones y entidades públicas y empresas privadas actuando como IP en 43 de estos contratos/proyectos. Los resultados obtenidos se resumen en 175 publicaciones en revistas indexadas en JCR, 29 patentes (2 internacionales, 4 PCT), 220 contribuciones a congresos nacionales e internacionales y la dirección de 24 Tesis Doctorales, 10 Tesinas y 8 Trabajos Fin de Master.
Ha participado como coautor en tres capítulos de libro publicados por editoriales internacionales (Jai Press LTD, UK y Wiley-VCH Verlag) y coeditor junto con el Prof. Jose Barluenga y el Prof. Julio Alvarez-Builla de los 4 volúmenes de la obra Modern Heterocyclic Chemistry. pp. 1 – 2445 (Alemania), WILEY-VCH Verlag GmbH & Co. KGaA (2011).
Ha desempeñado los cargos académicos de Decano de la Facultad de Química de la Universidad de Alcalá (2000-2006), Vicedecano de la Facultad de Ciencias (1987-2000), Director Científico del Centro de Química Aplicada y Biotecnología de la Universidad de Alcalá (2009-2011, 2012-2014, 2015-2017, 2018…), Coordinador por la Universidad de Alcalá del Master Interuniversitario en Descubrimiento de Fármacos (2013…) y Patrono nombrado por la Universidad de Alcalá en el Patronato del Instituto IMDEA-AGUA de la Comunidad de Madrid (2009…). También ha presidido la Sección Territorial de Madrid de la Real Sociedad Española de Química en el periodo 2006-2011.

Publicaciones en el grupo

1,2,3-Benzotriazine Synthesis by Heterocyclization of p-Tosylmethyl Isocyanide Derivatives.
The Journal of Organic Chemistry. 2023; 88(19):14131 -14139.
One-Pot (3 + 2) Cycloaddition-Isomerization-Oxidation of 2,2,2-Trifluorodiazoethane and Styryl Derivatives.
J Org Chem. 2023, doi: 10.1021/acs.joc.3c00396.
β-Functionalization of 4 a-aza-8 a-boranaphthalene via Iridium-catalyzed C−H Borylation /
Adv. Synth.Catal. 2023; Early View
Visible-Light-Mediated Regioselective Chlorosulfonylation of Acrylamides.
Synthesis 2023, DOI: 10.1055/s-0042-1751424.
Gold-catalyzed endo-selective cyclization of alkynylcyclobutanecarboxamides: synthesis of cyclobutane-fused dihydropyridones.
Org Biomol Chem. 2023,21,2705-2708. doi: 10.1039/d3ob00051f.
Synthesis of Five-Membered Organoborate Heterocycles via a Metal-Free Carboboration and Their Use in Cross-Coupling Reactions.
Synthesis 2023, 55, 1260-1266. doi: 10.1055/a-1979-6009
Synthesis of Phenanthrene-Based Polycycles by Gold(I)-Catalyzed Cyclization of Biphenyl-Embedded Trienynes.
Adv. Synth. Catal. 2022; 364, 3960-3966, doi:10.1002/adsc.202200887.
Highly efficient unbridged D-A%@2B(D) chromophores based on the quinolizinium cation for nonlinear optical (NLO) applications /
Dyes and Pigments 2022, 205, 110323. doi: 10.1016/j.dyepig.2022.110323.
Synthesis of BN-Polyarenes by a Mild Borylative Cyclization Cascade.
Org Lett. 2022;24(31):5860-5865. doi: 10.1021/acs.orglett.2c02477.
Steviol glycosides as an alternative osmotic agent for peritoneal dialysis fluid.
Front Pharmacol. 2022 Aug 16;13:868374. doi: 10.3389/fphar.2022.868374. eCollection 2022.
Insight into the mechanism of molecular recognition between human Integrin-Linked Kinase and Cpd22 and its implication at atomic level.
J Comput Aided Mol Des. 2022 Aug;36(8):575-589. doi: 10.1007/s10822-022-00466-1.
Metal-Free Temperature-Controlled Regiodivergent Borylative Cyclizations of Enynes: BCl(3) -Promoted Skeletal Rearrangement.
Angew Chem Int Ed Engl. 2022 May 5:e202205651. doi: 10.1002/anie.202205651.
Pyridazino-pyrrolo-quinoxalinium salts as highly potent and selective leishmanicidal agents targeting trypanothione reductase.
Eur J Med Chem. 2022 Jan 5;227:113915. doi: 10.1016/j.ejmech.2021.113915.
1,10a-Dihydro-1-aza-10a-boraphenanthrene and 6a,7-Dihydro-7-aza-6a-boratetraphene: Two New Fluorescent BN-PAHs.
J Org Chem. 2021 Nov 22. doi: 10.1021/acs.joc.1c01095.
Two-photon activated precision molecular photosensitizer targeting mitochondria.
Commun. Chem. 2021; 4(1):142. doi: 10.1038/s42004-021-00581-4
A Computer-Driven Scaffold-Hopping Approach Generating New PTP1B Inhibitors from the Pyrrolo%1,2-a%quinoxaline Core.
ChemMedChem. 2021 Sep 16;16(18):2895-2906. doi: 10.1002/cmdc.202100338. Epub 2021 Jul 19.
Enantioselective Copper-Catalyzed Synthesis of Trifluoromethyl-Cyclopropylboronates.
Org Lett. 2021 Aug 6;23(15):6174-6178. doi: 10.1021/acs.orglett.1c02420.
Pyrrolo%1,2-a%quinoxal-5-inium salts and 4,5-dihydropyrrolo%1,2-a%quinoxalines: Synthesis, activity and computational docking for protein tyrosine phosphatase 1B.
Bioorg Med Chem. 2021 Jul 3; 44:116295.
Tripeptides as Integrin-Linked Kinase Modulating Agents Based on a Protein-Protein Interaction with α-Parvin.
ACS Med Chem Lett. 2021 Jul 15;12(11):1656-1662. doi: 10.1021/acsmedchemlett.1c00183.
Recent developments in the chemistry of BN-aromatic hydrocarbons.
Adv. Heterocycl. Chem. 2021 Mar 28; :197-259.
A new family of fluorescent pyridazinobenzimidazolium cations with DNA binding properties.
Dyes and Pigments. 2021 Aug 1; :109443. doi: 10.1016/j.dyepig.2021.109443
Selective Synthesis of Phenanthrenes and Dihydrophenanthrenes via Gold-Catalyzed Cycloisomerization of Biphenyl Embedded Trienynes.
Org Lett. 2020 Nov 6;22(21):8464-8469. doi: 10.1021/acs.orglett.0c03067.
Gold-Catalyzed Synthetic Strategies towards Four-Carbon Ring Systems.
Catalysts. 2020 Oct 8; 22(21):1178.
Pyrrolo%1,2-a%quinoxalines: Insulin Mimetics that Exhibit Potent and Selective Inhibition against Protein Tyrosine Phosphatase 1B.
ChemMedChem. 2020 Sep 10. doi: 10.1002/cmdc.202000446.
The pHLIP system as a vehicle for microRNAs in the kidney.
Nefrologia. 2020 Jul 18:S0211-6995(20)30084-9. doi: 10.1016/j.nefro.2020.05.007.
Practical Solvent-Free Microwave-Assisted Hydroboration of Alkynes.
Eur. J. Org. Chem. 2020 May 26:3024-3029. doi: 10.1002/ejoc.202000110.
Expanding the BN-embedded PAH family: 4a-aza-12a-borachrysene.
Chem Commun (Camb). 2020 Mar 28;56(25):3669-3672. doi: 10.1039/c9cc09998k.
Synthesis and Photophysical Behavior of a Highly Fluorescent Family of Unsymmetrical Organoboron Complexes Containing 5-(Pyridin-2-ylmethylene)imidazolidine-2,4-dione Moieties.
J Org Chem. 2020 Jan 17;85(2):441-448. doi: 10.1021/acs.joc.9b02451.
A New Member of the BN-Phenanthrene Family: Understanding the Role of the B-N Bond Position.
J Org Chem. 2019 Jun 7;84(11):7113-7122. doi: 10.1021/acs.joc.9b00800. Epub 2019 May 23.
Remarkable effect of alkynyl substituents on the fluorescence properties of a BN-phenanthrene.
Beilstein J Org Chem. 2019 Jun 6;15:1257-1261. doi: 10.3762/bjoc.15.122. eCollection 2019.
NIK as a Druggable Mediator of Tissue Injury.
Trends Mol Med. 2019 Apr;25(4):341-360. doi: 10.1016/j.molmed.2019.02.005. Epub 2019 Mar 26.
Synthesis, Functionalization, and Optical Properties of 1,2-Dihydro-1-aza-2-boraphenanthrene and Several Highly Fluorescent Derivatives.
Org Lett. 2019 Apr 19;21(8):2550-2554. doi: 10.1021/acs.orglett.9b00448. Epub 2019 Apr 5.
Regiodivergent Electrophilic Cyclizations of Alkynylcyclobutanes for the Synthesis of Cyclobutane-Fused O-Heterocycles.
J Org Chem. 2019 Apr 18. doi: 10.1021/acs.joc.9b00618.
MAP3K kinases and kidney injury.
Nefrologia. 2019 Nov - Dec;39(6):568-580. doi: 10.1016/j.nefro.2019.03.004.
Discovery of potent calpain inhibitors based on the azolo-imidazolidenone.
Eur J Med Chem. 2018 Sep 5;157:946-959. doi: 10.1016/j.ejmech.2018.08.045.
C-H Functionalization of BN-Aromatics Promoted by Addition of Organolithium Compounds to the Boron Atom.
Org Lett. 2018 Aug 17;20(16):4902-4906. doi: 10.1021/acs.orglett.8b02040.
gamma-Carboline Synthesis by Heterocyclization of TosMIC Derivatives.
J Org Chem. 2018 Jun 15;83(12):6623-6632. doi: 10.1021/acs.joc.8b00906. Epub 2018 May 24.
A Tricin Derivative from Deschampsia antarctica Desv. Inhibits Colorectal Carcinoma Growth and Liver Metastasis through the Induction of a Specific Immune Response.
Mol Cancer Ther. 2018 May;17(5):966-976. doi: 10.1158/1535-7163.MCT-17-0193.
Dibenzopyridoimidazocinnolinium cations: a new family of light-up fluorescent DNA probes.
Org. Chem. Front. 2018 May 2; 5(12):1916-1927. doi: 10.1039/C8QO00236C
Synthesis of functionalized helical BN-benzo%c%phenanthrenes.
Chem Commun (Camb). 2018 Mar 6;54(20):2467-2470. doi: 10.1039/c7cc09264d.
Azonia aromatic heterocycles as a new acceptor unit in D-π-A+ vs D-A+ nonlinear optical chromophores.
Dyes & Pigments, 2017 Sep 1;144:17-31. doi: 10.1016/10.1016/j.dyepig.2017.05.005.
Microwave-assisted pyrolysis of Mediterranean forest biomass waste: Bioproduct characterization.
J. Anal. Appl. Pyrolysis, 2017 Sep 1;127:278-285. doi: j.jaap.2017.07.024.
Synthesis, Optical Properties, and Regioselective Functionalization of 4a-Aza-10a-boraphenanthrene.
Org Lett. 2017 Jul 7;19(13):3458-3461. doi: 10.1021/acs.orglett.7b01435.
Imidazopyridinium cations: A new family of azonia aromatic heterocycles with applications as DNA intercalators.
Dyes & Pigments, 2017 Mar 1;138:135-146. doi: 10.1016/j.dyepig.2016.11.041.
Quinolizinium as a new fluorescent lysosomotropic probe.
Biorg. Med. Chem. Lett., 2017 Jan 15;27(2):203-207. doi: 10.1016/j.bmcl.2016.11.074.
Halogen-containing thiazole orange analogues - new fluorogenic DNA stains.
Beilstein J Org Chem. 2017 Dec 28;13:2902-2914. doi: 10.3762/bjoc.13.283.
Recent Advances in the Synthesis of Azonia Aromatic Heterocycles.
J Org Chem. 2016 Nov 4;81(21):10126-10135. doi: 10.1021/acs.joc.6b01092. Epub 2016 Jul 18.
Synthesis of 1-Substituted Isoquinolines by Heterocyclization of TosMIC Derivatives: Total Synthesis of Cassiarin A.
Org Lett. 2016 Jul 15;18(14):3378-81. doi: 10.1021/acs.orglett.6b01521. Epub 2016 Jun 28.
Highly Fluorescent Green Fluorescent Protein Chromophore Analogues Made by Decorating the Imidazolone Ring.
Chemistry. 2015 Dec 14;21(51):18758-63. doi: 10.1002/chem.201502929. Epub 2015 Nov 3.
Assembly of New Merocyanine Chromophores with a 1,8-Naphthalimide Core by a New Method for the Synthesis of the Methine Function.
Australian Journal of Chemistry. 2015 Aug 25; :1399-1408.
Nonlinear Emission of Quinolizinium Based Dyes With Application in Fluorescence Lifetime Imaging.
The Journal of Physical Chemistry A. 2015 Aug 18; :2351-2362.
Azonia Aromatic Cations by Ring-Closing Metathesis: Synthesis ofAzaquinolizinium Cations.
Eur J Org Chem. 2015 Jun 24; 6(24):4214-4223.
Synthesis and biological evaluation of pyridazino%1′,6′:1,2%pyrido%3,4-b%indolinium and pyridazino%1,6-a%benzimidazolium salts as anti-inflammatory agents.
Eur. J. Med. Chem. 2015 Mar; :83-92.
Isoquinoline synthesis by heterocyclization of tosylmethyl isocyanide derivatives: total synthesis of mansouramycin B.
Org Lett. 2015 Jan 2;17(1):78-81. doi: 10.1021/ol5032624. Epub 2014 Dec 18.
Targeting DNA with small molecules: a comparative study of a library of azonia aromatic chromophores.
Org Biomol Chem. 2015 Jan 14;13(2):527-38. doi: 10.1039/c4ob01465k. Epub 2014 Nov 7.
Efficient synthesis of an indoloquinolizinium alkaloid selective DNA-binder by ring-closing metathesis.
Org Lett. 2014 Jul 3;16(13):3464-7. doi: 10.1021/ol5013668.
Microwave-assisted synthesis of potent PDE7 inhibitors containing a thienopyrimidin-4-amine scaffold.
Org Biomol Chem. 2014 Jun 28;12(24):4233-42. doi: 10.1039/c4ob00175c.
Cucurbit%n%urils as a potential fine-tuned instrument for modifying photophysical properties of D–π–A+–π–D “push–pull” chromophores.
Dyes and Pigments. 2014 Apr 1; :106-117. doi: 10.1016/j.dyepig.2013.12.003
Novel charged NLO chromophores based on quinolizinium acceptor units.
Dyes and Pigments. 2014 Feb 1; :116-121. doi: 10.1016/j.dyepig.2013.09.031
Remote aryl cyanation via isocyanide-cyanide rearrangement on tosylmethyl isocyanide derivatives.
Org Lett. 2013 Jul 5;15(13):3388-91. doi: 10.1021/ol401433x.
A cascade reaction of azolopyrimidines. Synthesis of unusual indole and azaindole derivatives.
Chem. Commun. 2012 Jul 23;48:9171–9173. doi: 10.1039/c2cc34539k.
Superior Neuroprotective Efficacy of LAU-0901, a Novel Platelet-Activating Factor Antagonist, in Experimental Stroke.
Translational Stroke Research 2012; 3(1):154 -163. doi: 10.1007/s12975-011-0116-y
Synthesis of 9,9′-%1,2-Ethanediylbis(oxymethylene)%bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir.
Molecules. 2012; 17(8). doi: 10.3390/molecules17088735
New losartan-hydrocaffeic acid hybrids as antihypertensive-antioxidant dual drugs: Ester, amide and amine linkers
Eur. J. Med. Chem 2012; 50:90 -101. doi: 10.1016/j.ejmech.2012.01.043.
Radical Intramolecular Arylation of Pyridinium Salts: A Straightforward Entry to 7-Hydroxypyrido%2,1‐a%isoquinolinylium Salts /
European Journal of Organic Chemistry. 2011; 2011(3):619-628. doi: 10.1002/ejoc.201001071
An environmentally benign procedure for the synthesis of substituted 2-thiobenzothiazoles, 2-thiobenzoxazoles, 2-thiobenzimidazoles, and 1,3-oxazolopyridine-2-thiols.
Monatsh. Chem. 2011; 142(9):895. doi: 10.1007/s00706-011-0551-1
Synthesis of novel tetracationic asymmetric monomeric monomethine cyanine dyes – highly fluorescent dsDNA probes /
Coloration Technology. 2011; 127(1):69-74. doi: 10.1111/j.1478-4408.2010.00280.x
Environmental Risk Assessment of Emerging Pollutants in Water: Approaches Under Horizontal and Vertical EU Legislation /
Critical Reviews in Environmental Science and Technology. 2011; 41(7):699-731. doi: 10.1080/10643380903140224
Ring-Closing Metathesis Approach to Heteroaromatic Cations: Synthesis of Benzo%a%Dquinolizinium Salts /
European Journal of Organic Chemistry. 2011; 2011(7):1280 -1290. doi: 10.1002/ejoc.201001373
Heteroaromatic Cation-Based Chromophores: Synthesis and Nonlinear Optical Properties of Alkynylazinium Salts /
European Journal of Organic Chemistry. 2010; 2010(33):6323-6330. doi: 10.1002/ejoc.201000816
Application of Selective Palladium-Mediated Functionalization of the Pyrido%@5B3′,2′:4,5%@5Dpyrrolo%@5B1,2-c%@5Dpyrimidine Heterocyclic System for the Total Synthesis of Variolin B and Deoxyvariolin B /
European Journal of Organic Chemistry. 2010; 2010(29):5607-5618. doi: 10.1002/ejoc.201000599
Novel Green Procedure for the Synthesis of 2-Arylbenzothiazoles Under Microwave Irradiation in Peg 200 Or Peg 400 /
Phosphorus, Sulfur, and Silicon and the Related Elements. 2010; 185(11):2292-2302. doi: 10.1080/10426501003598648
Styryl dyes – synthesis and applications during the last 15 years /
Coloration Technology. 2010; 126(2):55-80. doi: 10.1111/j.1478-4408.2010.00235.x
An easy and fast ultrasonic selective S-alkylation of hetaryl thiols at room temperature /
Ultrasonics Sonochemistry 2010; 17(5):783-788. doi: 10.1016/j.ultsonch.2010.03.002