Bicyclic acetals: biological relevance, scaffold analysis, and applications in diversity-oriented synthesis


Por: Lenci E., Menchi G., Saldívar-Gonzalez F.I., Medina-Franco J.L., Trabocchi A.

Publicada: 7 feb 2019
Resumen:
Natural products (NPs) have been shown to be an extraordinary source of bioactive compounds and three-dimensional complex frameworks that can be useful to produce high-value molecular collections that are able to address ``undruggable'' and difficult therapeutic targets. Bicyclic acetals are particularly relevant for these purposes, given their key role in several biological interactions and the structural and stereochemical diversity that comes from the many possible ring combinations. To investigate this topological diversity, we have systematically characterized in a systematic and detailed manner fused, spiro and bridged bicyclic acetals in a large set of NPs, highlighting the great potential of bicyclic acetals in Diversity-Oriented Synthesis (DOS). Accordingly, a summary of some recent efforts on the development of acetal-containing small molecule collections through DOS approaches is herein reported.

Filiaciones:
Lenci E.:
 Department of Chemistry Ugo Schiff, University of Florence, Via della Lastruccia 13, Sesto Fiorentino Florence, 50019, Italy

 Univ Florence, Dept Chem Ugo Schiff, Via Lastruccia 13, I-50019 Florence, Italy

Menchi G.:
 Department of Chemistry Ugo Schiff, University of Florence, Via della Lastruccia 13, Sesto Fiorentino Florence, 50019, Italy

 Interdepartmental Center for Preclinical Development of Molecular Imaging (CISPIM), University of Florence, Viale Morgagni 85, Florence, 50134, Italy

 Univ Florence, Dept Chem Ugo Schiff, Via Lastruccia 13, I-50019 Florence, Italy

 Univ Florence, Interdept Ctr Preclin Dev Mol Imaging CISPIM, Viale Morgagni 85, I-50134 Florence, Italy

Saldívar-Gonzalez F.I.:
 School of Chemistry, Department of Pharmacy, Universidad Nacional Autónoma de México, Avenida Universidad 3000, Mexico City, 04510, Mexico

 Univ Nacl Autonoma Mexico, Dept Pharm, Sch Chem, Ave Univ 3000, Mexico City 04510, DF, Mexico

Medina-Franco J.L.:
 School of Chemistry, Department of Pharmacy, Universidad Nacional Autónoma de México, Avenida Universidad 3000, Mexico City, 04510, Mexico

 Univ Nacl Autonoma Mexico, Dept Pharm, Sch Chem, Ave Univ 3000, Mexico City 04510, DF, Mexico

Trabocchi A.:
 Department of Chemistry Ugo Schiff, University of Florence, Via della Lastruccia 13, Sesto Fiorentino Florence, 50019, Italy

 Interdepartmental Center for Preclinical Development of Molecular Imaging (CISPIM), University of Florence, Viale Morgagni 85, Florence, 50134, Italy

 Univ Florence, Dept Chem Ugo Schiff, Via Lastruccia 13, I-50019 Florence, Italy

 Univ Florence, Interdept Ctr Preclin Dev Mol Imaging CISPIM, Viale Morgagni 85, I-50134 Florence, Italy
ISSN: 14770520
Editorial
Royal Society of Chemistry, THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND, Reino Unido
Tipo de documento: Review
Volumen: 17 Número: 5
Páginas: 1037-1052
WOS Id: 000457797000003
ID de PubMed: 30620036

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