Sintefarma

Department of Pharmacology, Toxicology and Therapeutic Chemistry

Faculty of Pharmacy and Food Sciences, UB

Mercedes Amat
ORCID ID: 0000-0002-9551-4690
Tel +34 934024540

Joan Bosch
ORCID ID: 0000-0001-5974-1733
http://www.ub.edu/sintefarma/

Principal investigators: • Joan Bosch (Emeritus) Mercedes Amat
Researchers: Rosa Griera Núria Llor Maria Pérez
PhD students: Aina Urbina Miriam Piccichè Nihan Yayik Sergi Ordeix Arnau Calbó Valentina Piras

Current
Research

Our basic research is focused on the field of organic synthesis, and its goal is to develop general methods and strategies for the enantioselective synthesis of natural products, in particular alkaloids and bioactive nitrogen compounds. We are currently exploring the synthetic potential of aminoalcohol-derived lactams as chiral enantiomeric scaffolds for the total synthesis of complex alkaloids, mainly decahydroquinoline, indole, and oxindole alkaloids, of structural and/or biological interest. The target natural products are selected for the following reasons: i) they lack previously reported total syntheses, ii) they have important biological activities, or iii) to develop unified synthetic strategies from common scaffolds. The biological activity of the synthesized natural products and selected intermediates are evaluated to identify candidates for structure-activity relationship studies in the context of our collaborations with companies and other groups, in particular those involved in the COST Action “Challenging Organic Syntheses Inspired by Nature: from Natural Products Chemistry to Drug Discovery”.

The ultimate objective of our research is to generate scientific knowledge oriented towards finding solutions to problems identified in the “Health, Demographic Change and Wellbeing” societal challenge included in the “Estrategia Española de Ciencia y Tecnología y de Innovación”.

Our experience in organic synthesis, particularly in the synthesis of bioactive compounds, allows us to tackle interdisciplinary research projects in the field of Biomedicine in collaboration with research groups from other areas and to participate in joint projects of technological innovation with chemical and pharmaceutical companies aimed at the synthesis of compounds with therapeutic interest.

Selected
Publications

Are, C.; Pérez, M.; Bosch, J.; Amat, M. Enantioselective Formal Synthesis of (+)-Madangamine A Chemical Communications. 55, 7207-7210, 2019. doi.org/10.1039/C9CC03690C

Pinto, A.; Piccichè, M.; Griera, R.; Molins, E.; Bosch, J.; Amat, M. Studies on the synthesis of phlegmarine-type Lycopodium alkaloids. Enantioselective synthesis of (-)-cermizine B, (+)-serratezomine E, and (+)-luciduline. Journal of Organical Chemistry. 83, 8364-8375, 2018. doi.org/10.1021/acs.joc.8b00983

Pérez, M.; Ramos, C.; Massi, L.; Gazzola, S.; Taglienti, C.; Yayik, N.; Molins, E.; Viayna, A.; Luque, F. J.; Bosch, J.; Amat, M. Enantioselective synthesis of spiro[indolizidine-1,3’-oxindoles]. Organic Letters. 19, 4050-4053, 2017. doi.org/10.1021/acs.orglett.7b01818

Guignard, G.; Llor, N.; Molins, E.; Bosch, J.; Amat, M. Enantioselective total synthesis of fluvirucinin B1. Organic Letters. 18, 1788-1791, 2016. doi.org/10.1021/acs.orglett.6b00513

Ballette, R.; Pérez, M.; Proto, S.; Amat, M.; Bosch, J. Total synthesis of (+)-madangamine D. Angewande Chemie International Edition. 53, 6202-6205, 2014. doi.org/10.1002/anie.201402263

Selected
Publications

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Author

Identification

Pinto, A.; Piccichè, M.; Griera, R.; Molins, E.; Bosch, J.; Amat, M. Studies on the synthesis of phlegmarine-type Lycopodium alkaloids. Enantioselective synthesis of (-)-cermizine B, (+)-serratezomine E, and (+)-luciduline. J. Org. Chem. 2018, 83, 8364-8375.

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Author

Identification

Piccichè, M.; Pinto, A.; Griera, R.; Bosch, J.; Amat, M. Enantioselective synthesis of (+)-gephyrotoxin 287C. Org. Lett. 2017, 19, 6654-6657.

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Author

Identification

Pérez, M.; Ramos, C.; Massi, L.; Gazzola, S.; Taglienti, C.; Yayik, N.; Molins, E.; Viayna, A.; Luque, F. J.; Bosch, J.; Amat, M. Enantioselective synthesis of spiro[indolizidine-1,3’-oxindoles]. Org. Lett. 2017, 19, 4050-4053.

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Author

Identification

Guignard, G.; Llor, N.; Molins, E.; Bosch, J.; Amat, M. Enantioselective total synthesis of fluvirucinin B1. Org. Lett. 2016, 18, 1788-1791.

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Author

Identification

Ballette, R.; Pérez, M.; Proto, S.; Amat, M.; Bosch, J. Total synthesis of (+)-madangamine D. Angew. Chem., Int. Ed. 2014, 53, 6202-6205.

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