New synthetic procedure for the antiviral sulfonate carbosilane dendrimer G2-S16 and its fluorescein-labelled derivative for biological studies
Authors
Gutiérrez Ulloa, Carlos Emilio; Peña González, Cornelia Emeritina; Barrios Gumiel, Andrea; Ceña, Rafael; Serramía, María Jesús; [et al.]Identifiers
Permanent link (URI): http://hdl.handle.net/10017/59710DOI: 10.1039/d0ra03448g
ISSN: 2046-2069
Date
2020-05-21Funders
Universidad de Alcalá
Ministerio de Economía, Industria y Competitividad
Comunidad de Madrid
Instituto de Salud Carlos III
Junta de Comunidades de Castilla-La Mancha
Bibliographic citation
RSC Advances, 2020, v. 10, n. 34, p. 20083-20088
Project
info:eu-repo/grantAgreement/MINECO//CTQ2017-86224-P/ES/
info:eu-repo/grantAgreement/MINECO//PCI2019-103715/ES/
info:eu-repo/grantAgreement/JCCM//SBPLY%2F17%2F180501/000358/ES/
info:eu-repo/grantAgreement/CAM//B2017%2FBMD-3703/ES/
info:eu-repo/grantAgreement/CAM//B2017%2FBMD-3733/ES/
info:eu-repo/grantAgreement/ISCIII//RD16%2F0025%2F0019/ES/
Document type
info:eu-repo/semantics/article
Version
info:eu-repo/semantics/aceptedVersion
Rights
Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)
Access rights
info:eu-repo/semantics/openAccess
Abstract
The anionic carbosilane (CBS) dendrimer with sulfonate groups G2-S16 is a promising compound for the preparation of a microbicide gel to prevent HIV infection. However, until now its synthesis required aggressive conditions. Hence, a reliable synthetic procedure is very important to face GMP conditions and clinical trials. In this study, G2-S16 has been prepared by a new approach that involves the addition of an amine-terminated dendrimer to ethenesulfonyl fluoride (C2H3SO3F, ESF) and then transformation to the sulfonate dendrimer by treatment with a base. This strategy also makes feasible the synthesis of a labelled sulfonate dendrimer (G2-S16-FITC) to be used as a molecular probe for in vivo experiments. Interestingly, G2-S16-FITC enters into human peripheral blood mononuclear cells (PBMCs).
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