title: Production of 3-nitropropionic acid by endophytic fungus Phomopsis longicolla isolated from Trichilia elegans A. JUSS ssp. elegans and evaluation of biological activity.
abstract: The compound 3-nitropropionic acid is a potent neurotoxic agent in animals and well-known as a potent inhibitor of Mycobacterium tuberculosis. In this research, we were able to extract this compound from the endophytic fungus, Phomopsis longicolla (FJ62759), isolated from Trichilia elegans A. JUSS ssp. elegans. The aim of this study was the isolation of secondary metabolites produced by P. longicolla, the chemical identification of these compounds and evaluation of their antimicrobial and insecticidal activity. To accomplish these goals, the fungus was cultured in BD broth for 25 days without agitation at 28 °C, and then the broth was separated from the mycelium. The supernatant was partitioned with dichloromethane (CH2Cl2), ethyl acetate (EtOAc), and butanol (BuOH) solvents resulting in 3 extracts. However, only the EtOAc extract was used for fractionation and chemical identification because it had the greatest mass. After common chromatographic procedures, the fractions were analyzed by nuclear magnetic resonance to elucidate the chemical components. This procedure resulted in the identification of 3-nitropropionic acid in the D fraction. Evaluation of the insecticidal and antimicrobial activity of this compound has been accomplished, and the results indicate good inhibition of the citrus pathogen Guignardia citricarpa and cocoa pathogen Moniliophthora perniciosa and slight inhibition of the human bacterial pathogens Micrococcus luteus, Salmonella typhi and slight inhibition of phytopathogenic bacteria Xanthomonas axonopodis pv. phaseoli. The evaluation of insecticide activity did not show mortality of the Diatraea saccharalis larvae by the metabolite 3-nitropropionic acid in the D fraction. The results suggest that P. longicolla is a bioactive metabolic producing endophytic fungus with biotechnological properties.
authors.affiliation: Laboratory of Microbial Biotechnology, Department of Biotechnology, Genetics and Cell Biology (DBC), State University of Maringá (UEM), Maringá, PR, Brazil.
authors.forename: Andressa Caroline
authors.initials: AC
authors.lastname: Flores
authors.forename: João Alencar
authors.initials: JA
authors.lastname: Pamphile
authors.forename: Maria Helena
authors.initials: MH
authors.lastname: Sarragiotto
authors.forename: Edmar
authors.initials: E
authors.lastname: Clemente
mesh_terms: D000818:Animals; D000890:Anti-Infective Agents / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D001419:Bacteria / Q000187:drug effects; D001487:Basidiomycota / Q000187:drug effects; D060026:Endophytes / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D007306:Insecticides / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D007915:Lepidoptera / Q000187:drug effects; D029582:Meliaceae / Q000382:microbiology*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D011422:Propionates / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology
chemical_list: D000890:Anti-Infective Agents; D007306:Insecticides; D009574:Nitro Compounds; D011422:Propionates; C015392:3-nitropropionic acid