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Título: Dichlorinated and Brominated rugulovasines, ergot alkaloids produced by Talaromyces wortmannii
Palavras-chave: Halogenation
Tryptophan
Rugulovasine
Dereplication
Talaromyces
Data do documento: Set-2015
Editor: MDPI Publishing
Citação: MEDEIROS, L. S. de et al. Dichlorinated and Brominated rugulovasines, ergot alkaloids produced by Talaromyces wortmannii. Molecules, [S.l.], v. 20, n. 9, p. 17627-17644, Sept. 2015. DOI: 10.3390/molecules200917627.
Resumo: UHPLC-DAD-HRMS based dereplication guided the detection of new halogenated alkaloids co-produced by Talaromyces wortmannii. From the fungal growth in large scale, the epimers 2,8-dichlororugulovasines A and B were purified and further identified by means of a HPLC-SPE/NMR hyphenated system. Brominated rugulovasines were also detected when the microbial incubation medium was supplemented with bromine sources. Studies from 1D/2D NMR and HRMS spectroscopy data allowed the structural elucidation of the dichlorinated compounds, while tandem MS/HRMS data analysis supported the rationalization of brominated congeners. Preliminary genetic studies revealed evidence that FADH2 dependent halogenase can be involved in the biosynthesis of the produced halocompounds.
URI: http://repositorio.ufla.br/jspui/handle/1/40990
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