Bioconversion of alkaloids to high-value chemicals: Comparative analysis of newly isolated lupanine degrading strains. (February 2018)

• Record Type: Journal Article
• Authors: Parmaki, Stella; Vyrides, Ioannis; Vasquez, Marlen I.; Hartman, Viki; Zacharia, Irene; Hadjiadamou, Ioanna; Barbeitos, Catarina B.M.; Ferreira, Frederico C.; Afonso, Carlos A.M.; Drouza, Chrysoulla; Koutinas, Michalis
• Is Part Of: Chemosphere. Volume 193(2018)
• Page Start: 50
• Page End: 59
• Publication Date: 2018-02
• Subjects: Lupanine -- Quinolizidine alkaloids -- Biodegradation -- Bioconversion -- Toxicity assessment; M9 Minimal microbial growth medium -- GC Gas chromatography -- EC50 Half maximal effective concentration -- ITS Internal transcribed spacer sequence -- NCBI National Center for Biotechnology Information -- NMR Nuclear magnetic resonance spectroscopy -- ACN Accession number -- LD50 Lethal dose -- IC50 Half maximal inhibitory concentration -- i.p. Intraperitoneal administration -- i.v. Intravenous administration -- p.o. Oral administration; Pollution -- Periodicals; Pollution -- Physiological effect -- Periodicals; Environmental sciences -- Periodicals; Atmospheric chemistry -- Periodicals; 551.511
• DOI: 10.1016/j.chemosphere.2017.10.165
• Languages: English
• ISSNs: 0045-6535

Abstract

Abstract: This work explores the potential for development of a lupanine valorization process evaluating different isolated microorganisms for their capacity to metabolize the alkaloid. Ecotoxicological assessment demonstrated that lupanine is toxic for Vibrio fischeri and Daphnia magna exhibiting EC50 values of 89 mg L −1 and 47 mg L −1 respectively, while acting both as growth inhibitor for a monocotyledonous and as promoter for a dicotyledonous plant. Among the eight aerobic and anaerobic strains isolated and identified Rhodococcus rhodochrous LPK211 achieved 81% removal for 1.5 g L −1 lupanine, while no end-products were detected by NMR constituting a promising microorganism for lupanine biodegradation. Moreover, Rhodococcus ruber LPK111 and Rhodococcus sp. LPK311 exhibited 66% and 71% of removal respectively, including potential formation of lupanine N-oxide. Pseudomonas putida LPK411 reached 80% of lupanine removal and generated three fermentation products potentially comprising 17-oxolupanine and lupanine derivatives with open ring structures enabling the development of alkaloid valorization processes. Highlights: Eight aerobic and anaerobic lupanine metabolizing strains were isolated. Lupanine is toxic for V. fischeri, D. magna and monocotyledonous plants. The alkaloid acted as growth promoter for a dicotyledonous plant. Rhodococcus rhodochrous LPK211 achieved 81% removal for 1.5 g L −1 of lupanine. P. putida LPK411 formed 17-oxolupanine and other alkaloid derivatives as products.