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Antifungal activity against Fusarium oxysporum of quinolizidines isolated from three controlled-growth Genisteae plants: structure–activity relationship implications |
| Willy Cely-Veloza1, Lydia Yamaguchi2, Diego Quiroga1, Massuo J. Kato2, Ericsson Coy-Barrera1 |
1. Bioorganic Chemistry Laboratory, Facultad de Ciencias Básicas y Aplicadas, Universidad Militar Nueva Granada, 250247, Cajicá, Colombia;
2. Institute of Chemistry, University of São Paulo, São Paulo, 05508-000, SP, Brazil |
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Abstract The Genisteae tribe belongs to the Fabaceae family. The wide occurrence of secondary metabolites, explicitly highlighting the quinolizidine alkaloids (QAs), characterizes this tribe. In the present study, twenty QAs (1-20), including lupanine (1-7), sparteine (8-10), lupanine (11), cytisine and tetrahydrocytisine (12-17), and matrine (18-20)-type QAs were extracted and isolated from leaves of three species (i.e., Lupinus polyphyllus ('rusell' hybrid), Lupinus mutabilis, and Genista monspessulana) belonging to the Genisteae tribe. These plant sources were propagated under greenhouse conditions. The isolated compounds were elucidated by analyzing their spectroscopical data (MS, NMR). The antifungal effect on the mycelial growth of Fusarium oxysporum (Fox) of each isolated QA was then evaluated through the amended medium assay. The best antifungal activity was found to be for compounds 8 (IC50=16.5 μM), 9 (IC50=7.2 μM), 12 (IC50=11.3 μM), and 18 (IC50=12.3 μM). The inhibitory data suggest that some QAs could efficiently inhibit Fox mycelium growth depending on particular structural requirements deduced from structure-activity relationship scrutinies. The identified quinolizidine-related moieties can be involved in lead structures to develop further antifungal bioactives against Fox.
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| Keywords
Fabaceae
Genista
Lupinus
Fusarium oxysporum
Quinolizidines
Antifungals
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| Fund:The authors thank UMNG for the financial support. |
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Corresponding Authors:
Willy Cely-Veloza,E-mail:u7700102@unimilitar.edu.co;Ericsson Coy-Barrera,E-mail:ericsson.coy@unimilitar.edu.co
E-mail: u7700102@unimilitar.edu.co;ericsson.coy@unimilitar.edu.co
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Issue Date: 18 May 2023
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