Artículos BIOORGhttp://hdl.handle.net/10259/39252024-03-29T10:06:15Z2024-03-29T10:06:15ZKeto-Enol Tautomerism in Passerini and Ugi AdductsPertejo Fernández, PabloSancho Medina, AndreaHermosilla, TomásGonzález Saiz, BeatrizGómez Ayuso, JavierQuesada Pato, RobertoMoreno Mediavilla, DanielCarreira Barral, IsraelGarcía Valverde, Maríahttp://hdl.handle.net/10259/86132024-02-08T01:05:24Z2021-02-01T00:00:00ZKeto-Enol Tautomerism in Passerini and Ugi Adducts
Pertejo Fernández, Pablo; Sancho Medina, Andrea; Hermosilla, Tomás; González Saiz, Beatriz; Gómez Ayuso, Javier; Quesada Pato, Roberto; Moreno Mediavilla, Daniel; Carreira Barral, Israel; García Valverde, María
The use of arylglyoxal as starting material in Passerini and Ugi reactions affords βketoamides. This has allowed to study keto-enol tautomerism in these systems and assess the
way in which the presence of acyloxy or aminoacyl groups bound to the C2 position affects such
tautomerism, and to investigate the reactivity of both the enol and carbonyl forms. In this work we
also prove the versatility of the Passerini reaction, since depending on the conditions to which the
corresponding adducts are subjected different products of synthetic interest can be obtained.
2021-02-01T00:00:00ZStefano Marcaccini: a pioneer in isocyanide chemistryNeo, Ana G.Ramiro, José LuisGarcía Valverde, MaríaDíaz, JesúsMarcos, Carlos F.http://hdl.handle.net/10259/86122024-02-08T01:05:30Z2023-04-01T00:00:00ZStefano Marcaccini: a pioneer in isocyanide chemistry
Neo, Ana G.; Ramiro, José Luis; García Valverde, María; Díaz, Jesús; Marcos, Carlos F.
Stefano Marcaccini was one of the pioneers in the use of isocyanide-based multicomponent reactions in organic synthesis.
Throughout his career at the University of Florence he explored many diferent faces of isocyanide chemistry, especially
those geared towards the synthesis of biologically relevant heterocycles. His work inspired many researchers who contributed
to other important developments in the feld of multicomponent reactions and created a school of synthetic chemists that
continues today. In this manuscript we intend to review the articles on isocyanide multicomponent reactions published by
Dr. Marcaccini and analyse their infuence on the following works by other researchers. With this, we hope to highlight the
immense contribution of Stefano Marcaccini to the development of isocyanide chemistry and modern organic synthesis as
well as the infuence of his research on future generations. We believe that this review will not only be a well-deserved tribute
to the fgure of Stefano Marcaccini, but will also serve as a useful inspiration for chemists working in this feld.
Comprehensive Review
2023-04-01T00:00:00ZAnticooperative Supramolecular Oligomerization Mediated by V‐Shaped Monomer Design and Unconventional Hydrogen BondsMatarranz, BeatrizDíaz Cabrera, SandraGhosh, GoutamCarreira Barral, IsraelSoberats, BartoloméGarcía Valverde, MaríaQuesada Pato, RobertoFernández, Gustavohttp://hdl.handle.net/10259/86102024-02-08T01:05:27Z2023-02-01T00:00:00ZAnticooperative Supramolecular Oligomerization Mediated by V‐Shaped Monomer Design and Unconventional Hydrogen Bonds
Matarranz, Beatriz; Díaz Cabrera, Sandra; Ghosh, Goutam; Carreira Barral, Israel; Soberats, Bartolomé; García Valverde, María; Quesada Pato, Roberto; Fernández, Gustavo
After more than three decades of extensive investigations on supramolecular polymers, strategies for self-limiting growth still remain challenging. Herein, we exploit a new V-shaped monomer design to achieve anticooperatively formed oligomers with superior robustness and high luminescence. In toluene, the monomer-oligomer equilibrium is shifted to the monomer side, enabling the elucidation of the molecular packing modes and the resulting (weak) anticooperativity. Steric effects associated with an antiparallel staircase organization of the dyes are proposed to outcompete aromatic and unconventional B−F⋅⋅⋅H−N/C interactions, restricting the growth at the stage of oligomers. In methylcyclohexane (MCH), the packing modes and the anticooperativity are preserved; however, pronounced solvophobic and chain-enwrapping effects lead to thermally ultrastable oligomers. Our results shed light on understanding anticooperative effects and restricted growth in self-assembly.
2023-02-01T00:00:00ZFormulation and evaluation of anion transporters in nanostructured lipid carriersAlonso Carrillo, DanielCarreira Barral, IsraelMielczarek, MarcinSancho Medina, AndreaHerran, EnaraVairo, ClaudiaPozo, Ángel delLuzuriaga, IrisLazcanoiturburu, NereaIbarrola, OihanePonce, SaraVillar Vidal, MaríaGarcía Valverde, MaríaQuesada Pato, Robertohttp://hdl.handle.net/10259/86092024-02-08T01:05:34Z2023-08-01T00:00:00ZFormulation and evaluation of anion transporters in nanostructured lipid carriers
Alonso Carrillo, Daniel; Carreira Barral, Israel; Mielczarek, Marcin; Sancho Medina, Andrea; Herran, Enara; Vairo, Claudia; Pozo, Ángel del; Luzuriaga, Iris; Lazcanoiturburu, Nerea; Ibarrola, Oihane; Ponce, Sara; Villar Vidal, María; García Valverde, María; Quesada Pato, Roberto
Six novel click-tambjamines (1–6) bearing an alkyl chain of varying length linked to the imine moiety have been formulated in nanostructured lipid carriers (NLCs) to evaluate their transmembrane anion transport activity both when free (i.e., not encapsulated) and nanoformulated. Nanostructured lipid carriers (NLCs) are an example of drug delivery systems (DDSs) that stand out because of their versatility. In this work we show that NLCs can be used to efficiently formulate highly lipophilic anionophores and experiments conducted in model liposomes reveal that these formulations are adequate to deliver anionophores without compromising their transport activity. This result paves the way to facilitate the study of highly lipophilic anionophores and their potential use as future drugs.
2023-08-01T00:00:00Z