TY - JOUR AU - de Moura, Patricia Homobono Brito; de Sousa, Amaryllis Almeida; Porzel, Andrea; Wessjohann, Ludger A.; Leal, Ivana Correa Ramos; Martins, Roberto Carlos Campos TI - Characterization of Antibacterial Proanthocyanidins of Dalbergia monetaria, an Amazonian Medicinal Plant, by UHPLC-HRMS/MS SN - 0032-0943 SN - 1439-0221 PY - 2020 JO - Planta Med JF - Planta Medica LA - EN VL - 86 IS - 12 SP - 858 EP - 866 ET - 2020/05/29 DA - 2020/08/11 KW - Dalbergia monetaria KW - Leguminosae KW - antibacterial activity KW - proanthocyanidin KW - mass spectroscopy KW - methicillin-resistant Staphylococcus aureus KW - Pseudomonas aeruginosa AB - Dalbergia monetaria is an Amazonian plant whose bark is widely used to treat urinary tract infections. This paper describes a bio-guided study of ethanolic extracts from the bark and leaves of D. monetaria, in a search for metabolites active against human pathogenic bacteria. In vitro assays were performed against 10 bacterial strains, highlighting methicillin-sensitive Staphylococcus aureus and methicillin-resistant Staphylococcus aureus and Pseudomonas aeruginosa. Fractioning of the extracts was performed using instrumental and classical techniques, and samples were characterized by UHPLC-HRMS/MS. Ethyl acetate fractions from bark and leaves showed similar antibacterial activities. EAFB is enriched in isoflavone C-glucosides and EAFL enriched in proanthocyanidins. Subfractions from EAFL presented higher activity and showed a complex profile of proanthocyanidins constructed by (epi)-cassiaflavan and (epi)-catechin units, including dimers, trimers and tetramers. The fragmentation pattern emphasized the neutral loss of cassiaflavan units by quinone-methide fission. Fraction SL7-6, constituted by (ent)-cassiaflavan-(ent)-cassiaflavan-(epi)-catechin isomers, showed the lowest MIC against the S. aureus and P. aeruginosa with values corresponding to 64 and 32 µg/mL, respectively. Cassiaflavan-proanthocyanidins have not been found previously in another botanical genus, except in Cassia, and the traditional medicinal use of D. monetaria might be related to the antibacterial activity of proanthocyanidins characterized in the species. PB - Georg Thieme Verlag KG DO - 10.1055/a-1170-8016 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/a-1170-8016 ER -