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dc.contributor.author Monteiro, Afif F.
dc.contributor.author Seidl, Cláudia
dc.contributor.author Severino, Vanessa G.P.
dc.contributor.author Cardoso, Carmen Lúcia
dc.contributor.author Castro-Gamboa, Ian
dc.date.accessioned 2017-10-12T13:18:30Z
dc.date.available 2017-10-12T13:18:30Z
dc.date.issued 2017-11-08
dc.identifier doi:10.5061/dryad.fb7r5
dc.identifier.citation Monteiro AF, Seidl C, Severino VGP, Cardoso CL, Castro-Gamboa I (2017) Biotransformation of labdane and halimane diterpenoids by two filamentous fungi strains. Royal Society Open Science 4(11): 170854.
dc.identifier.uri http://hdl.handle.net/10255/dryad.159407
dc.description Biotransformation of natural products by filamentous fungi is a powerful and effective approach to achieve derivatives with valuable new chemical and biological properties. Despite diterpenoid substrates exhibit good susceptibility towards fungi enzymes, there have been no studies concerning the microbiological transformation of halimane-type diterpenoids up to now. In this work, we investigated the capability of Fusarium oxysporum (a fungus isolated from the rhizosphere of Senna spectabilis) and Myrothecium verrucaria (an endophyte) to transform halimane (1) and labdane (2) acids isolated from Hymenaea stigonocarpa (Fabaceae). Feeding experiments resulted in the production of six derivatives, including hydroxy, oxo, formyl, and carboxy analogues. Incubation of 1 with F. oxysporum afforded 2-oxo-derivative (3), while bioconversion with M. verrucaria provided 18,19-dihydroxy (4), 18-formyl (5), and 18-carboxy (6) bioproducts. Transformation of substrate 2 mediated by F. oxysporum produced a 7-hydroxy (7) derivative, whilst M. verrucaria yielded 7- (7) and 3-hydroxy (8) metabolites. Unlike F. oxysporum, which showed a preference to transform ring B, M. verrucaria, exhibited the ability to hydroxylate both rings A and B from substrate 2. Additionally, compounds 1–8 were evaluated for inhibitory activity against Hr-AChE and Hu-BChE enzymes through ICER-IT-MS/MS assay.
dc.relation.haspart doi:10.5061/dryad.fb7r5/1
dc.relation.isreferencedby doi:10.1098/rsos.170854
dc.subject Labdane and halimane diterpenoids
dc.subject Whole-cell biotransformation
dc.subject Anticholinesterase inhibitors
dc.title Data from: Biotransformation of labdane and halimane diterpenoids by two filamentous fungi strains
dc.type Article
dwc.ScientificName Fusarium oxysporum
dwc.ScientificName Myrothecium verrucaria
dc.contributor.correspondingAuthor Monteiro, Afif
prism.publicationName Royal Society Open Science
dryad.duplicateItem 217600
dryad.duplicateItem 233091

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