Perona Requena, AlmudenaRamírez López, PedroSuárez Álvarez, José RamónHernáiz Gómez-Degano, María JosefaMartínez Espinosa, Carlos AntonioMerchán, Alejandro2025-07-292025-07-292024Carlos Martínez, Alejandro Merchán, Almudena Perona, Pedro Ramírez-López, José Ramón Suárez, María J. Hernáiz, Design and sustainable synthesis of small mannose-based glycodendrons as ligands for HIV-1 envelope protein gp120: Toward an explanation for their binding, Catalysis Today, Volume 429, 2024, 114493,10.1016/j.cattod.2023.114493https://hdl.handle.net/20.500.14352/122854The 1H NMR and 13C NMR spectra were carried out at CAI Unidad de Resonancia Magnética (UCM). The authors gratefully acknowledge financial support provided by the Spanish Ministerio de Ciencia e Innovacion, ´ Grants RTI2018-096037B-I00, TED2021-130430B-C21, and PDC2022-133817-I00.On the basis of the interesting properties that glucuronic acid-based glycodendrimers and glycodendrons show against Dengue virus through their interaction with its envelope protein, herein we describe the design, sustainable synthesis and anti HIV-1 evaluation of a series of mannose-based glycodendrimers bearing different scaffolds, valency and functional groups at the focal position. Their sustainable chemical synthesis was performed using microwave-assisted copper(I) catalyzed azide-alkyne cycloaddition (CuAAC) reaction to yield glycoconjugates with full conversions (99%), allowing the reduction of the reaction time from 16 h to 60–120 min. Surface plasmon resonance studies have demonstrated that the small mannose-based glycodendrons (divalent derivatives) give the best binding interactions with the HIV-1 gp120 envelope protein, being the most active those that have a methoxymethyl group or an azidomethyl group at the focal position. Molecular modeling studies were carried out to simulate and explain the binding observed by surface plasmon resonance. This work reports a sustainable synthesis of small mannose-based glycodendrons as novel and potent anti HIV lead compounds.engjournal articlehttps://doi.org/10.1016/j.cattod.2023.114493https://www.sciencedirect.com/science/article/pii/S0920586123005175restricted access615:54615.31612.396577.114578612.017GlycodendronsGlycodendrimersClick chemistryImmunodeficiency virusHIV-1 gp120 bindersCarbohydrate-protein interactionsCienciasCiencias BiomédicasQuímicaQuímica orgánica (Química)Química farmaceúticaFarmaciaBiología24 Ciencias de la Vida23 Química3303.05 Síntesis Química2306.06 Química de Los Hidratos de Carbono2420 Virología2412 Inmunología