Química Orgánica (QO1)
Principales líneas de investigación
- Química y Biología de retinoides
- Síntesis estereocontroladas de carotenoides y polienos relacionados
- Diseño y síntesis de moduladores epigenéticos base de productos naturales
- Análisis computacional de procesos catalíticos organometálicos; reacciones concertadas pericíclicas y Otros
Investigadores Responsables
Investigadores Senior
Investigadores Postdoctorales
Investigadores Predoctorales
Técnicos
Colaboradores Externos
Artículos Científicos
Gómez-González B, Basílio N, Vaz B, Góñez KV, Pérez-Lorenzo M, García-Río L. Supramolecular engineering of micellar systems: Precision control on self-assembly, polarity, and charge for enhanced nanocarrier design. Journal of Molecular Liquids. 2024;410.
Gomez-Gonzalez B, Basilio N, Vaz B, Perez-Lorenzo M, Garcia-Rio L. Delvinginto the Variability of Supramolecular Affinity: Self-Ion Pairing as a CentralPlayer in Aqueous Host-Guest Chemistry. Angew Chem Int Ed Engl. 2024 Feb12;63(7):e202317553. doi: 10.1002/anie.202317553. Epub 2024 Jan 10. PubMed PMID:38100517.
Iglesias-Menduina O, Novegil D, Martinez C, Alvarez R, de Lera AR. FromAcyclic Intramolecular-[4 + 2]- to Transannular Bis-[4 + 2]-Cycloaddition of theMacrodiolide for the Stereoselective Synthesis of the Octahydronaphthalene Coreof Polyenic Macrolactam Sagamilactam. Org Lett. 2024 Aug 9;26(31):6614-6618. doi:10.1021/acs.orglett.4c02239. Epub 2024 Jul 30. PubMed PMID: 39079003; PubMedCentral PMCID: PMC11472481.
Pérez-Guevara R, Sarandeses LA, Álvarez R, Martínez MM, Pérez Sestelo J. Stereospecific Indium(III)-Catalysed Tandem Cycloisomerization of Functionalized 1,6-enynes: Scope and Mechanistic Insights. Advanced Synthesis and Catalysis. 2024;366(4):852-61.
Rodriguez-Iglesias P, Baltrusch KL, Diaz-Reinoso B, Lopez-Alvarez M,Novoa-Carballal R, Gonzalez P, Gonzalez-Novoa A, Rodriguez-Montes A, Kennes C,Veiga MC, Torres MD, Dominguez H. Hydrothermal extraction of ulvans from Ulvaspp. in a biorefinery approach. Sci Total Environ. 2024 Nov 15;951:175654. doi:10.1016/j.scitotenv.2024.175654. Epub 2024 Aug 20. PubMed PMID: 39168316.
Artículos Científicos
Bohn T, de Lera AR, Landrier JF, Carlsen H, Merk D, Todt T, Renaut J, Ruhl R.State-of-the-art methodological investigation of carotenoid activity andmetabolism – from organic synthesis via metabolism to biologicalactivity – exemplified by a novel retinoid signalling pathway. Food Funct. 2023Jan 23;14(2):621-638. doi: 10.1039/d2fo02816f. PubMed PMID: 36562448.
Bohn T, de Lera AR, Landrier JF, Ruhl R. Carotenoid metabolites, their tissueand blood concentrations in humans and further bioactivity via retinoidreceptor-mediated signalling. Nutr Res Rev. 2023 Dec;36(2):498-511. doi:10.1017/S095442242200021X. Epub 2022 Nov 16. PubMed PMID: 36380523.
Bohn T, Hellman-Regen J, de Lera AR, Bohm V, Ruhl R. Human nutritionalrelevance and suggested nutritional guidelines for vitamin A5/X and provitaminA5/X. Nutr Metab (Lond). 2023 Aug 15;20(1):34. doi: 10.1186/s12986-023-00750-3.PubMed PMID: 37582723; PubMed Central PMCID: PMC10426203.
Cima Cabal MD, Molina F, Lopez-Sanchez JI, Perez-Santin E, Del MarGarcia-Suarez M. Pneumolysin as a target for new therapies against pneumococcalinfections: A systematic review. PLoS One. 2023 Mar 22;18(3):e0282970. doi:10.1371/journal.pone.0282970. eCollection 2023. PubMed PMID: 36947540; PubMedCentral PMCID: PMC10032530.
Vaz B, Perez-Lorenzo M. Unraveling Structure-Performance Relationships inPorphyrin-Sensitized TiO2 Photocatalysts. Nanomaterials (Basel). 2023Mar 18;13(6):1097. doi: 10.3390/nano13061097. PubMed PMID: 36985991; PubMedCentral PMCID: PMC10059665.
Artículos Científicos
Ciancia M, Rataj-Baniowska M, Zinter N, Baldassarro VA, Fraulob V, Charles AL,Alvarez R, Muramatsu SI, de Lera AR, Geny B, Dolle P, Niewiadomska-Cimicka A,Krezel W. Retinoic acid receptor beta protects striatopallidal medium spinyneurons from mitochondrial dysfunction and neurodegeneration. Prog Neurobiol.2022 May;212:102246. doi: 10.1016/j.pneurobio.2022.102246. Epub 2022 Feb 10.PubMed PMID: 35151792.
Garcia-Dominguez P, Areal A, Alvarez R, de Lera AR. Chemical synthesis incompetition with global genome mining and heterologous expression for thepreparation of dimeric tryptophan-derived 2,5-dioxopiperazines. Nat Prod Rep.2022 Jun 22;39(6):1172-1225. doi: 10.1039/d2np00006g. PubMed PMID: 35470828.
Jia KP, Mi J, Ali S, Ohyanagi H, Moreno JC, Ablazov A, Balakrishna A, BerqdarL, Fiore A, Diretto G, Martinez C, de Lera AR, Gojobori T, Al-Babili S. Analternative, zeaxanthin epoxidase-independent abscisic acid biosynthetic pathwayin plants. Mol Plant. 2022 Jan 3;15(1):151-166. doi: 10.1016/j.molp.2021.09.008.Epub 2021 Sep 20. PubMed PMID: 34547513.
Maietta I, Martinez-Perez A, Alvarez R, De Lera AR, Gonzalez-Fernandez A,Simon-Vazquez R. Synergistic Antitumoral Effect of Epigenetic Inhibitors andGemcitabine in Pancreatic Cancer Cells. Pharmaceuticals (Basel). 2022 Jul2;15(7):824. doi: 10.3390/ph15070824. PubMed PMID: 35890123; PubMed CentralPMCID: PMC9323654.
Artículos Científicos
Alvarez R, de Lera AR. Natural polyenic macrolactams and polycyclic derivatives generated by transannular pericyclic reactions: optimized biogenesis challenging chemical synthesis. Nat Prod Rep. 2021;38(6):1136–220. PMID: 33283831. DOI: 10.1039/d0np00050g. http://www.ncbi.nlm.nih.gov/pubmed/33283831
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Areal A, Domínguez M, Vendrig P, Alvarez S, Álvarez R, de Lera ÁR. Total Synthesis of Homo- and Heterodimeric Bispyrrolidinoindoline Dioxopiperazine Natural Products. J Nat Prod. 2021;84(6):1725–37. PMID: 34019401. DOI: 10.1021/acs.jnatprod.0c01273. http://www.ncbi.nlm.nih.gov/pubmed/34019401
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Böhm V, Lietz G, Olmedilla-Alonso B, Phelan D, Reboul E, Bánati D, Borel P, Corte-Real J, de Lera AR, Desmarchelier C, Dulinska-Litewka J, Landrier J-F, Milisav I, Nolan J, Porrini M, Riso P, Roob JM, Valanou E, Wawrzyniak A, Winklhofer-Roob BM, Rühl R, Bohn T. From carotenoid intake to carotenoid blood and tissue concentrations – implications for dietary intake recommendations. Nutr Rev. 2021;79(5):544–73. PMID: 32766681. DOI: 10.1093/nutrit/nuaa008. http://www.ncbi.nlm.nih.gov/pubmed/32766681
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Kr??el W, Rivas A, Szklenar M, Ciancia M, Alvarez R, de Lera AR, Rühl R. Vitamin A5/X, a New Food to Lipid Hormone Concept for a Nutritional Ligand to Control RXR-Mediated Signaling. Nutrients. 2021 Mar;13(3) PMID: 33809241. DOI: 10.3390/nu13030925. http://www.ncbi.nlm.nih.gov/pubmed/33809241
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Krzy?osiak A, Podle?ny-Drabiniok A, Vaz B, Alvarez R, Rühl R, de Lera AR, Kr??el W. Vitamin A5/X controls stress-adaptation and prevents depressive-like behaviors in a mouse model of chronic stress. Neurobiol Stress. 2021 Nov;15:100375. PMID: 34401411. DOI: 10.1016/j.ynstr.2021.100375. http://www.ncbi.nlm.nih.gov/pubmed/34401411
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Lucas R, Mihály J, Gericke J, de Lera AR, Alvarez S, Veleczki Z, Tör?csik D, Rühl R. Topical Vitamin D Receptor Antagonist/Partial-Agonist Treatment Induces Epidermal Hyperproliferation via RAR? Signaling Pathways. Dermatology. 2021;237(2):197–203. PMID: 32866959. DOI: 10.1159/000508334. http://www.ncbi.nlm.nih.gov/pubmed/32866959
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Vaz B, Martínez C, Cruz F, Denis JG, de Lera ÁR, Aurrecoechea JM, Álvarez R. Palladium-Catalyzed Aminocyclization-Coupling Cascades: Preparation of Dehydrotryptophan Derivatives and Computational Study. J Org Chem. 2021 Jul;86(13):8766–85. PMID: 34125552. DOI: 10.1021/acs.joc.1c00636. http://www.ncbi.nlm.nih.gov/pubmed/34125552
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Artículos Científicos
Cala L, Villar P, de Lera ÁR, Fañanás FJ, Álvarez R, Rodríguez F. Multicomponent and multicatalytic asymmetric synthesis of furo[2,3-b]pyrrole derivatives: further insights into the mode of action of chiral phosphoric acid catalysts. Chem Sci. 2020 Aug;11(34):9181–90. PMID: 34094194. DOI: 10.1039/d0sc03342a. http://www.ncbi.nlm.nih.gov/pubmed/34094194
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Catalán M, Castro-Castillo V, Gajardo-de la Fuente J, Aguilera J, Ferreira J, Ramires-Fernandez R, Olmedo I, Molina-Berríos A, Palominos C, Valencia M, Domínguez M, Souto JA, Jara JA. Continuous flow synthesis of lipophilic cations derived from benzoic acid as new cytotoxic chemical entities in human head and neck carcinoma cell lines. RSC Med Chem. 2020 Oct;11(10):1210–25. PMID: 33479625. DOI: 10.1039/d0md00153h. http://www.ncbi.nlm.nih.gov/pubmed/33479625
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de Lera AR, Ganesan A. Two-hit wonders: The expanding universe of multitargeting epigenetic agents. Curr Opin Chem Biol. 2020;57:135–54. PMID: 32784072. DOI: 10.1016/j.cbpa.2020.05.009. http://www.ncbi.nlm.nih.gov/pubmed/32784072
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García P, Lorenzo P, de Lera AR. Natural ligands of RXR receptors. Methods Enzymol. 2020;637:209–34. PMID: 32359646. DOI: 10.1016/bs.mie.2020.02.006. http://www.ncbi.nlm.nih.gov/pubmed/32359646
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Gavalás-Olea A, Sanz N, Riobó P, Garrido JL, Vaz B. Enzymatic synthesis and characterization of chlorophyllide derivatives as possible internal standards for pigment chromatographic analysis. Algal Res. 2020 Mar;46:101688. DOI: 10.1016/j.algal.2019.101688. https://doi.org/10.1016/j.algal.2019.101688
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Rivas A, Areal A, Mora P, Álvarez R, de Lera AR. Synthesis of Symmetrical and Nonsymmetrical Polyenes by Iterative and Bidirectional Palladium-Catalyzed Cross-Coupling Reactions. Chemistry. 2020 Oct;26(60):13543–67. PMID: 32267574. DOI: 10.1002/chem.202000624. http://www.ncbi.nlm.nih.gov/pubmed/32267574
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Rivas A, Pequerul R, Barracco V, Domínguez M, López S, Jiménez R, Parés X, Alvarez R, Farrés J, de Lera AR. Synthesis of C11-to-C14 methyl-shifted all-trans-retinal analogues and their activities on human aldo-keto reductases. Org Biomol Chem. 2020;18(25):4788–801. PMID: 32530010. DOI: 10.1039/d0ob01084g. http://www.ncbi.nlm.nih.gov/pubmed/32530010
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Souto JA, Sarno F, Nebbioso A, Papulino C, Álvarez R, Lombino J, Perricone U, Padova A, Altucci L, de Lera ÁR. A New Family of Jumonji C Domain-Containing KDM Inhibitors Inspired by Natural Product Purpurogallin. Front Chem. 2020;8:312. PMID: 32523934. DOI: 10.3389/fchem.2020.00312. http://www.ncbi.nlm.nih.gov/pubmed/32523934
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Villar P, Pérez-Temprano MH, Casares JA, Álvarez R, Espinet P. Experimental and DFT Study of the [AuAr(AsPh 3 )]-Catalyzed cis/trans Isomerization of [PdAr 2 (AsPh 3 ) 2 ] (Ar = C 6 F 5 or C 6 Cl 2 F 3 ): Alternative Mechanisms and Its Switch upon Pt for Pd Substitution. Organometallics. 2020 Jun;39(12):2295–303. DOI: 10.1021/acs.organomet.0c00245. https://doi.org/10.1021/acs.organomet.0c00245
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Wang JY, Jamil M, Lin P-Y, Ota T, Fiorilli V, Novero M, Zarban RA, Kountche BA, Takahashi I, Martínez C, Lanfranco L, Bonfante P, de Lera AR, Asami T, Al-Babili S. Efficient Mimics for Elucidating Zaxinone Biology and Promoting Agricultural Applications. Mol Plant. 2020;13(11):1654–61. PMID: 32835886. DOI: 10.1016/j.molp.2020.08.009. http://www.ncbi.nlm.nih.gov/pubmed/32835886
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Libros / Capítulos de libros
García P, Lorenzo P, de Lera AR. Natural ligands of RXR receptors. Methods Enzymol. 2020;637:209–34. PMID: 32359646. DOI: 10.1016/bs.mie.2020.02.006. http://www.ncbi.nlm.nih.gov/pubmed/32359646
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Artículos Científicos
Aydemir G, Domínguez M, de Lera AR, Mihaly J, Tör?csik D, Rühl R. Apo-14´-Carotenoic Acid Is a Novel Endogenous and Bioactive Apo-Carotenoid. Nutrients. 2019 Sep;11(9):2084. DOI: 10.3390/nu11092084. https://www.mdpi.com/2072-6643/11/9/2084
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González-Pérez AB, Villar P, de Lera AR. A Computational Study of Model Parent Systems and Reported Aza-(Iso)Nazarov/Aza-(Iso)Piancatelli Electrocyclic Reactions. European J Org Chem. 2019 Apr;2019(14):2539–51. DOI: 10.1002/ejoc.201900103. http://doi.wiley.com/10.1002/ejoc.201900103
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Kr??el W, Rühl R, de Lera AR. Alternative retinoid X receptor (RXR) ligands. Mol Cell Endocrinol. 2019 Jul;491:110436. PMID: 31026478. DOI: 10.1016/j.mce.2019.04.016. http://www.ncbi.nlm.nih.gov/pubmed/31026478
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Rivas A, Alvarez R, de Lera AR. Stereocontrolled synthesis and configurational assignment of (R)-all-trans-11,12-dihydro-3-hydroxyretinol. Tetrahedron Lett. 2019 Aug;60(35):150972. DOI: 10.1016/j.tetlet.2019.150972. https://linkinghub.elsevier.com/retrieve/pii/S0040403919307233
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Rivas A, Pérez-Revenga V, Alvarez R, de Lera AR. Bidirectional Hiyama-Denmark Cross-Coupling Reactions of Bissilyldeca-1,3,5,7,9-pentaenes for the Synthesis of Symmetrical and Non-Symmetrical Carotenoids. Chemistry. 2019 Nov;25(63):14399–407. PMID: 31456273. DOI: 10.1002/chem.201903080. https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201903080
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Sarceda S, Souto JA, Otero D, de Lera ÁR, Domínguez M, Álvarez R. Improved synthesis of key fragments for the preparation of natural product incednine. Tetrahedron. 2019 Oct;75(43):130604. DOI: 10.1016/j.tet.2019.130604. https://doi.org/10.1016/j.tet.2019.130604
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Villar P, González-Pérez AB, de Lera AR. Deciphering the Origin of Enantioselectivity on the Cis-Cyclopropanation of Styrene with Enantiopure Di-chloro,Di-gold(I)-SEGPHOS Carbenoids Generated from Propargylic Esters. J Org Chem. 2019 Jun;84(12):7664–73. PMID: 31095390. DOI: 10.1021/acs.joc.9b00250. http://www.ncbi.nlm.nih.gov/pubmed/31095390
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Villar P, Guillade L, González-Pérez AB, de Lera AR. Computational studies on the formation of aza-oxypentadienyl intermediates from alkylidene oxaziridines and keteneimine oxides and their conversion to 1,5-dihydropyrrolones. Int J Quantum Chem. 2019 Feb;119(4):e25796. DOI: 10.1002/qua.25796. http://doi.wiley.com/10.1002/qua.25796
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Libros / Capítulos de libros
Martínez C, Souto JA, de Lera AR. Ligand Design for Modulation of RXR Functions. In: Ray S (ed.). RETINOID AND REXINOID SIGNALING: METHODS AND PROTOCOLS. NJ, USA: HUMANA PRESS INC; 2019. p. 51–72. ISBN: 978-1-4939-9585-1; 978-1-4939-9584-4. http://link.springer.com/10.1007/978-1-4939-9585-1_4
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Artículos Científicos
Cruz F, Vaz B, Vilar U, Ortega A, Madich Y, Álvarez R, Aurrecoechea JM. Regioselective Palladium-Catalyzed Heterocyclization–Sonogashira Coupling Cascades from 2-Alkynylbenzamides and Terminal Alkynes: Experimental and DFT Studies. Organometallics. 2018 Nov;37(21):3813–26. DOI: 10.1021/acs.organomet.8b00519. http://pubs.acs.org/doi/10.1021/acs.organomet.8b00519
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Domínguez M, Pequerul R, Alvarez R, Giménez-Dejoz J, Birta E, Porté S, Rühl R, Parés X, Farrés J, de Lera AR. Synthesis of apocarotenoids by acyclic cross metathesis and characterization as substrates for human retinaldehyde dehydrogenases. Tetrahedron. 2018 May;74(21):2567–74. DOI: 10.1016/j.tet.2018.03.050. https://linkinghub.elsevier.com/retrieve/pii/S0040402018303235
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Franci G, Folliero V, Cammarota M, Zannella C, Sarno F, Schiraldi C, de Lera AR, Altucci L, Galdiero M. Epigenetic modulator UVI5008 inhibits MRSA by interfering with bacterial gyrase. Sci Rep. Springer US; 2018 Sep;8(1):13117. PMID: 30177735. DOI: 10.1038/s41598-018-31135-9. http://dx.doi.org/10.1038/s41598-018-31135-9
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Gavalas-Olea A, Luis Garrido J, Riobo P, Alvarez S, Vaz B. Mass Spectrometry of Algal Chlorophyll c Compounds. Curr Org Chem. 2018 May;22(9):836–41. DOI: 10.2174/1385272821666170919155604. http://www.eurekaselect.com/155707/article
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Guillade L, Sarno F, Tarhonskaya H, Nebbioso A, Alvarez S, Kawamura A, Schofield CJ, Altucci L, de Lera ÁR. Synthesis and Biological Evaluation of Tripartin, a Putative KDM4 Natural Product Inhibitor, and 1-Dichloromethylinden-1-ol Analogues. ChemMedChem. 2018;13(18):1949–56. PMID: 30047603. DOI: 10.1002/cmdc.201800377. http://www.ncbi.nlm.nih.gov/pubmed/30047603
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Rühl R, Krezel W, de Lera AR. 9-Cis-13,14-dihydroretinoic acid, a new endogenous mammalian ligand of retinoid X receptor and the active ligand of a potential new vitamin A category: vitamin A5. Nutr Rev. 2018 Dec;76(12):929–41. PMID: 30358857. DOI: 10.1093/nutrit/nuy057. http://www.ncbi.nlm.nih.gov/pubmed/30358857
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Artículos Científicos
Alonso I, Alvarez R, de Lera ÁR. Indole-Indole Ullmann Cross-Coupling for C Ar -N Bond Formation: Total Synthesis of (-)-Aspergilazine A. European J Org Chem. 2017 Sep;2017(33):4948–54. DOI: 10.1002/ejoc.201700842. IF2017: 2.882; Q2. http://doi.wiley.com/10.1002/ejoc.201700842
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Álvarez R, Vilar U, Madich Y, Aurrecoechea JM. On the regiochemical differences between Pd-catalyzed heterocyclization-allylation and -arylation reactions of alkynylbenzamides: preparation of 4-allyl-isochromen-1-imines and computational study. Org Biomol Chem. 2017 Oct;15(40):8594–605. PMID: 28979956. DOI: 10.1039/c7ob02117h. IF2017: 3.423; Q2. http://www.ncbi.nlm.nih.gov/pubmed/28979956
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Carvalho JE, Theodosiou M, Chen J, Chevret P, Alvarez S, De Lera AR, Laudet V, Croce JC, Schubert M. Lineage-specific duplication of amphioxus retinoic acid degrading enzymes (CYP26) resulted in sub-functionalization of patterning and homeostatic roles. BMC Evol Biol. BMC Evolutionary Biology; 2017 Jan;17(1):24. PMID: 28103795. DOI: 10.1186/s12862-016-0863-1. IF2017: 3.027; Q2. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5247814/pdf/12862_2016_Article_863.pdf
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del Pozo J, Pérez-Iglesias M, Álvarez R, Lledós A, Casares JA, Espinet P. Speciation of ZnMe 2 , ZnMeCl, and ZnCl 2 in Tetrahydrofuran (THF), and Its Influence on Mechanism Calculations of Catalytic Processes. ACS Catal. 2017 May;7(5):3575–83. DOI: 10.1021/acscatal.6b03636. IF2017: 11.384; D1. http://pubs.acs.org/doi/10.1021/acscatal.6b03636
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Dominguez M, Alvarez S, de Lera AR. Natural and Structure-based RXR Ligand Scaffolds and Their Functions. Curr Top Med Chem. 2017 Jan;17(6):631–62. PMID: 27320335. DOI: 10.2174/1568026616666160617072521. IF2017: 3.374; Q2. http://www.ncbi.nlm.nih.gov/pubmed/27320335
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Gallego S, Lorenzo P, Alvarez R, de Lera AR. Total synthesis of naturally occurring (+)-psychotriasine and the related tetrahydro-?-carboline, dimeric tryptamines with NC connectivities. Tetrahedron Lett. 2017 Jan;58(3):210–2. DOI: 10.1016/j.tetlet.2016.12.003. IF2017: 2.125; Q2. http://linkinghub.elsevier.com/retrieve/pii/S004040391631629X
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González-Pérez AB, Grechkin A, de Lera ÁR. Rearrangement of vinyl allene oxide geometric isomers to cyclopentenones. Further computational insights with biologically relevant model systems. Org Biomol Chem. 2017 Mar;15(13):2846–55. PMID: 28286893. DOI: 10.1039/c6ob02791a. IF2017: 3.423; Q2. http://www.ncbi.nlm.nih.gov/pubmed/28286893
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Guillade L, González-Pérez AB, de Lera ÁR. Synthesis of the octahydronaphthalene core of nahuoic acid A via a B(C6F5)3-catalyzed intramolecular Diels-Alder (IMDA) reaction. Org Biomol Chem. 2017 Sep;15(35):7430–8. PMID: 28831488. DOI: 10.1039/c7ob01665d. IF2017: 3.423; Q2. http://www.ncbi.nlm.nih.gov/pubmed/28831488
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Iturrioz-Rodríguez N, González-Domínguez E, González-Lavado E, Marín-Caba L, Vaz B, Pérez-Lorenzo M, Correa-Duarte MA, Fanarraga ML. A Biomimetic Escape Strategy for Cytoplasm Invasion by Synthetic Particles. Angew Chem Int Ed Engl. 2017 Oct;56(44):13736–40. PMID: 28873280. DOI: 10.1002/anie.201707769. IF2017: 12.102; D1. http://www.ncbi.nlm.nih.gov/pubmed/28873280
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Landrier J-F, Kasiri E, Karkeni E, Mihály J, Béke G, Weiss K, Lucas R, Aydemir G, Salles J, Walrand S, de Lera AR, Rühl R. Reduced adiponectin expression after high-fat diet is associated with selective up-regulation of ALDH1A1 and further retinoic acid receptor signaling in adipose tissue. FASEB J. 2017;31(1):203–11. PMID: 27729412. DOI: 10.1096/fj.201600263RR. IF2017: 5.595; D1. http://www.ncbi.nlm.nih.gov/pubmed/27729412
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Ruiz FX, Crespo I, Álvarez S, Porté S, Giménez-Dejoz J, Cousido-Siah A, Mitschler A, de Lera ÁR, Parés X, Podjarny A, Farrés J. Structural basis for the inhibition of AKR1B10 by the C3 brominated TTNPB derivative UVI2008. Chem Biol Interact. 2017 Oct;276:174–81. PMID: 28161411. DOI: 10.1016/j.cbi.2017.01.026. IF2017: 3.296; Q2. http://www.ncbi.nlm.nih.gov/pubmed/28161411
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Artículos Científicos
Bazhin A V, Bleul T, de Lera AR, Werner J, Rühl R. Relationship Between All-trans-13,14-Dihydro Retinoic Acid and Pancreatic Adenocarcinoma. Pancreas. 2016 Jul;45(6):e29-31. PMID: 27295537. DOI: 10.1097/MPA.0000000000000601. IF2016: 2.967; Q2. http://www.ncbi.nlm.nih.gov/pubmed/27295537
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de Lera AR, Ganesan A. Epigenetic polypharmacology: from combination therapy to multitargeted drugs. Clin Epigenetics. Clinical Epigenetics; 2016 Oct;8(1):105. PMID: 27752293. DOI: 10.1186/s13148-016-0271-9. IF2016: 4.987; Q1. http://www.ncbi.nlm.nih.gov/pubmed/27752293
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de Lera ÁR, Krezel W, Rühl R. An Endogenous Mammalian Retinoid X Receptor Ligand, At Last! ChemMedChem. 2016 May;11(10):1027–37. PMID: 27151148. DOI: 10.1002/cmdc.201600105. IF2016: 3.225; Q2. http://www.ncbi.nlm.nih.gov/pubmed/27151148
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del Pozo J, Salas G, Álvarez R, Casares JA, Espinet P. The Negishi Catalysis: Full Study of the Complications in the Transmetalation Step and Consequences for the Coupling Products. Organometallics. 2016 Oct;35(20):3604–11. DOI: 10.1021/acs.organomet.6b00660. IF2016: 3.862; Q1. http://pubs.acs.org/doi/10.1021/acs.organomet.6b00660
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Galván A, González-Pérez AB, Álvarez R, de Lera AR, Fañanás FJ, Rodríguez F. Exploiting the Multidentate Nature of Chiral Disulfonimides in a Multicomponent Reaction for the Asymmetric Synthesis of Pyrrolo[1,2-a]indoles: A Remarkable Case of Enantioinversion. Angew Chem Int Ed Engl. 2016 Mar;55(10):3428–32. PMID: 26833640. DOI: 10.1002/anie.201511231. IF2016: 11.994; D1. http://www.ncbi.nlm.nih.gov/pubmed/26833640
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García-García C, Ortiz-Rojano L, Álvarez S, Álvarez R, Ribagorda M, Carreño MC. Friedel-Crafts Alkylation of Indoles with p-Quinols: The Role of Hydrogen Bonding of Water for the Desymmetrization of the Cyclohexadienone System. Org Lett. 2016 May;18(9):2224–7. PMID: 27088217. DOI: 10.1021/acs.orglett.6b00781. IF2016: 6.579; D1. http://www.ncbi.nlm.nih.gov/pubmed/27088217
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Gavalás-Olea A, Álvarez S, Riobó P, Rodríguez F, Garrido JL, Vaz B. 19,19’-Diacyloxy Signature: An Atypical Level of Structural Evolution in Carotenoid Pigments. Org Lett. 2016 Sep;18(18):4642–5. PMID: 27583572. DOI: 10.1021/acs.orglett.6b02272. IF2016: 6.579; D1. http://www.ncbi.nlm.nih.gov/pubmed/27583572
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Gutierrez-Mazariegos J, Nadendla EK, Studer RA, Alvarez S, de Lera AR, Kuraku S, Bourguet W, Schubert M, Laudet V. Evolutionary diversification of retinoic acid receptor ligand-binding pocket structure by molecular tinkering. R Soc open Sci. 2016 Mar;3(3):150484. PMID: 27069642. DOI: 10.1098/rsos.150484. IF2016: 2.243; Q2. http://www.ncbi.nlm.nih.gov/pubmed/27069642
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Mihály J, Gericke J, Lucas R, de Lera AR, Alvarez S, Tör?csik D, Rühl R. TSLP expression in the skin is mediated via RAR?-RXR pathways. Immunobiology. 2016 Feb;221(2):161–5. PMID: 26531761. DOI: 10.1016/j.imbio.2015.09.013. IF2016: 2.720; Q3. http://www.ncbi.nlm.nih.gov/pubmed/26531761
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Vaz B, Alvarez R, de Lera AR. Stereocontrolled synthesis of ( S )-9- cis – and ( S )-11- cis -13,14-dihydroretinoic acid. Tetrahedron. 2016 Jul;72(27–28):3898–904. DOI: 10.1016/j.tet.2016.05.006. IF2016: 2.651; Q2. http://linkinghub.elsevier.com/retrieve/pii/S0040402016303787
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Artículos Científicos
Álvarez S, Lieb M, Martínez C, Khanwalkar H, Rodríguez-Barrios F, Álvarez R, Gronemeyer H, de Lera AR. Modulation of Retinoic Acid Receptor Subtypes by 5- and 8-Substituted (Naphthalen-2-yl)-based Arotinoids. ChemMedChem. 2015 Aug;10(8):1378–91. PMID: 26012882. DOI: 10.1002/cmdc.201500150. IF2015: 2.980; Q2. http://www.ncbi.nlm.nih.gov/pubmed/26012882
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Bertrand S, Aldea D, Oulion S, Subirana L, de Lera AR, Somorjai I, Escriva H. Evolution of the Role of RA and FGF Signals in the Control of Somitogenesis in Chordates. Brand T (ed.). PLoS One. Public Library of Science; 2015 Sep;10(9):e0136587. PMID: 26371756. DOI: 10.1371/journal.pone.0136587. IF2015: 3.057; Q1. http://www.ncbi.nlm.nih.gov/pubmed/26371756
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delPozo J, Gioria E, Casares JA, Álvarez R, Espinet P. Organometallic Nucleophiles and Pd: What Makes ZnMe 2 Different? Is Au Like Zn? Organometallics. American Chemical Society; 2015 Jul;34(13):3120–8. DOI: 10.1021/acs.organomet.5b00329. IF2015: 4.186; Q1. http://pubs.acs.org/doi/abs/10.1021/acs.organomet.5b00329
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Denis JG, Franci G, Altucci L, Aurrecoechea JM, de Lera ÁR, Álvarez R. Synthesis of 7-alkylidene-7,12-dihydroindolo[3,2-d]benzazepine-6-(5H)-ones (7-alkylidene-paullones) by N-cyclization-oxidative Heck cascade and characterization as sirtuin modulators. Org Biomol Chem. 2015 Mar;13(9):2800–10. PMID: 25604354. DOI: 10.1039/c4ob02493a. IF2015: 3.559; Q1. http://www.ncbi.nlm.nih.gov/pubmed/25604354
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Galván A, Calleja J, González-Pérez AB, Álvarez R, de Lera AR, Fañanás FJ, Rodríguez F. Stereoselective [3+2] Carbocyclization of Indole-Derived Imines and Electron-Rich Alkenes: A Divergent Synthesis of Cyclopenta[b]indole or Tetrahydroquinoline Derivatives. Chemistry. WILEY?VCH Verlag; 2015 Nov;21(47):16769–74. PMID: 26440995. DOI: 10.1002/chem.201503044. IF2015: 5.771; Q1. http://www.ncbi.nlm.nih.gov/pubmed/26440995
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Madich Y, Álvarez R, Aurrecoechea JM. Palladium-Catalyzed 6- endo -Selective Oxycyclization-Alkene Addition Cascades of ortho -Alkynylarylcarboxamides and ?,?-Unsaturated Carbonyl Compounds. European J Org Chem. WILEY?VCH Verlag; 2015 Oct;2015(28):6298–305. DOI: 10.1002/ejoc.201500797. IF2015: 3.068; Q2. http://doi.wiley.com/10.1002/ejoc.201500797
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Rühl R, Krzy?osiak A, Niewiadomska-Cimicka A, Rochel N, Szeles L, Vaz B, Wietrzych-Schindler M, Álvarez S, Szklenar M, Nagy L, de Lera AR, Kr??el W. 9-cis-13,14-Dihydroretinoic Acid Is an Endogenous Retinoid Acting as RXR Ligand in Mice. PLoS Genet. 2015 Jun;11(6):e1005213. PMID: 26030625. DOI: 10.1371/journal.pgen.1005213. IF2015: 6.661; D1. http://www.ncbi.nlm.nih.gov/pubmed/26030625
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Ruiz FX, Cousido-Siah A, Porté S, Domínguez M, Crespo I, Rechlin C, Mitschler A, de Lera ÁR, Martín MJ, de la Fuente JÁ, Klebe G, Parés X, Farrés J, Podjarny A. Structural Determinants of the Selectivity of 3-Benzyluracil-1-acetic Acids toward Human Enzymes Aldose Reductase and AKR1B10. ChemMedChem. 2015 Dec;10(12):1989–2003. PMID: 26549844. DOI: 10.1002/cmdc.201500393. IF2015: 2.980; Q2. http://www.ncbi.nlm.nih.gov/pubmed/26549844
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Vaz B, Fontán N, Castiñeira M, Álvarez R, de Lera ÁR. Synthesis of labile all-trans-7,8,7’,8’-bis-acetylenic carotenoids by bi-directional Horner-Wadsworth-Emmons condensation. Org Biomol Chem. 2015 Mar;13(10):3024–31. PMID: 25622142. DOI: 10.1039/c4ob02144d. IF2015: 3.559; Q1. http://www.ncbi.nlm.nih.gov/pubmed/25622142
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Vaz B, Salgueiriño V, Pérez-Lorenzo M, Correa-Duarte MA. Enhancing the Exploitation of Functional Nanomaterials through Spatial Confinement: The Case of Inorganic Submicrometer Capsules. Langmuir. 2015 Aug;31(32):8745–55. PMID: 25736568. DOI: 10.1021/acs.langmuir.5b00098. IF2015: 3.993; Q1. http://www.ncbi.nlm.nih.gov/pubmed/25736568
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Zheng G, Kaefer K, Mourdikoudis S, Polavarapu L, Vaz B, Cartmell SE, Bouleghlimat A, Buurma NJ, Yate L, de Lera ÁR, Liz-Marzán LM, Pastoriza-Santos I, Pérez-Juste J. Palladium Nanoparticle-Loaded Cellulose Paper: A Highly Efficient, Robust, and Recyclable Self-Assembled Composite Catalytic System. J Phys Chem Lett. 2015 Jan;6(2):230–8. PMID: 26263455. DOI: 10.1021/jz5024948. IF2015: 8.539; D1. http://www.ncbi.nlm.nih.gov/pubmed/26263455
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Artículos Científicos
Álvarez R, Vaz B, Gronemeyer H, de Lera ÁR. Functions, therapeutic applications, and synthesis of retinoids and carotenoids. Chem Rev. 2014 Jan;114(1):1–125. PMID: 24266866. DOI: 10.1021/cr400126u. IF: 46.568; Q1. http://www.ncbi.nlm.nih.gov/pubmed/24266866
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Calleja J, González-Pérez AB, de Lera ÁR, Álvarez R, Fañanás FJ, Rodríguez F. Enantioselective synthesis of hexahydrofuro[3,2-c] quinolines through a multicatalytic and multicomponent process. A new “aromatic sandwich” model for BINOL-phosphoric acid catalyzed reactions. Chem Sci. The Royal Society of Chemistry; 2014 Feb;5(3):996–1007. DOI: 10.1039/C3SC52891J. IF: 9.211; Q1. http://pubs.rsc.org/en/content/articlehtml/2014/sc/c3sc52891j
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Cousido-Siah A, Ruiz FX, Mitschler A, Porté S, de Lera ÁR, Martín MJ, Manzanaro S, de la Fuente JA, Terwesten F, Betz M, Klebe G, Farrés J, Parés X, Podjarny A. Identification of a novel polyfluorinated compound as a lead to inhibit the human enzymes aldose reductase and AKR1B10: structure determination of both ternary complexes and implications for drug design. Acta Crystallogr D Biol Crystallogr. 2014 Mar;70(Pt 3):889–903. PMID: 24598757. DOI: 10.1107/S1399004713033452. IF: 2.674; Q1. http://www.ncbi.nlm.nih.gov/pubmed/24598757
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Fenollosa R, Garcia-Rico E, Alvarez S, Alvarez R, Yu X, Rodriguez I, Carregal-Romero S, Villanueva C, Garcia-Algar M, Rivera-Gil P, de Lera AR, Parak WJ, Meseguer F, Alvarez-Puebla RA. Silicon particles as trojan horses for potential cancer therapy. J Nanobiotechnology. 2014 Jan;12:35. PMID: 25223512. DOI: 10.1186/s12951-014-0035-7. IF: 4.115; Q1. http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=4428529&tool=pmcentrez&rendertype=abstract
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García-Rodríguez J, Pérez-Rodríguez S, Ortiz MA, Pereira R, de Lera AR, Piedrafita FJ. Inhibition of I?B kinase-? and I?B kinase-? by heterocyclic adamantyl arotinoids. Bioorg Med Chem. 2014 Feb;22(4):1285–302. PMID: 24457093. DOI: 10.1016/j.bmc.2014.01.006. IF: 2.793; Q2. http://www.ncbi.nlm.nih.gov/pubmed/24457093
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González-Pérez AB, Grechkin A, de Lera AR. A unifying mechanism for the rearrangement of vinyl allene oxide geometric isomers to cyclopentenones. Org Biomol Chem. 2014 Oct;12(39):7694–701. PMID: 24942560. DOI: 10.1039/c4ob00562g. IF: 3.562; Q1. http://www.ncbi.nlm.nih.gov/pubmed/24942560
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Koop D, Chen J, Theodosiou M, Carvalho JE, Alvarez S, de Lera AR, Holland LZ, Schubert M. Roles of retinoic acid and Tbx1/10 in pharyngeal segmentation: amphioxus and the ancestral chordate condition. Evodevo. 2014 Jan;5(1):36. PMID: 25664163. DOI: 10.1186/2041-9139-5-36. IF: 3.034; Q2. http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=4320481&tool=pmcentrez&rendertype=abstract
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Lorenzo P, Álvarez R, de Lera ÁR. Total synthesis and structural revision of (+)-cristatumin C. J Nat Prod. 2014 Feb;77(2):421–3. PMID: 24437951. DOI: 10.1021/np400969u. IF: 3.798; Q1. http://www.ncbi.nlm.nih.gov/pubmed/24437951
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Lorenzo P, Álvarez R, de Lera ÁR. Total Synthesis and Structural Revision of (-)-Protubonine A and (-)-Protubonine B. European J Org Chem. 2014 Apr;2014(12):2557–64. DOI: 10.1002/ejoc.201400029. IF: 3.065; Q1. http://doi.wiley.com/10.1002/ejoc.201400029
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Madich Y, Álvarez R, Aurrecoechea JM. Palladium-Catalyzed Regioselective 5- exo – O -Cyclization/Oxidative Heck Cascades from o -Alkynylbenzamides and Electron-Deficient Alkenes. European J Org Chem. 2014 Oct;2014(28):6263–71. DOI: 10.1002/ejoc.201402709. IF: 3.065; Q1. http://doi.wiley.com/10.1002/ejoc.201402709
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Martínez C, Lieb M, Alvarez S, Rodríguez-Barrios F, Alvarez R, Khanwalkar H, Gronemeyer H, de Lera AR. Dual RXR Agonists and RAR Antagonists Based on the Stilbene Retinoid Scaffold. ACS Med Chem Lett. 2014 May;5(5):533–7. PMID: 24900875. DOI: 10.1021/ml400521f. IF: 3.120; Q1. http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=4027779&tool=pmcentrez&rendertype=abstract
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