Abstract
Seven diketopiperazines, corresponding to the cyclos (L)-Pro-(L)-Phe, (L)-Pro-Gly, (L)-Pro-(L)-Pro, (L)-Pro-(L)-Val, (L)-4-OH-Pro-(L)-Leu, (L)-4-OH-Pro-(L)-Phe, and (L)-Pro-(L)-Leu, were isolated from the Aspergillus fumigatus fermentation broth. The relative and absolute stereochemistries were determined on the basis of NOESY experiments and by using a modified version of Marfey's method using HPLC, respectively.
Highlights
The search for secondary metabolites from filamentous fungi has led to the discovery of many bioactive compounds.[1]
Aspergillus fumigatus was isolated from a soil sample collected in Pantanal – MS, Brazil and was identified by the “Fundação Tropical de Pesquisas e Tecnologia André Tosello”, Campinas– SP, Brazil
The identification of diketopiperazines 1-7 was straightforward based on the presence of both the characteristic 13C NMR chemical shifts for the amide carbonyl groups (δ 167-172) and the 1H NMR signals of the amino acids
Summary
Correspondentes aos ciclos (L)-Pro-(L)-Phe, (L)-Pro-Gly, (L)-Pro-(L)Pro, (L)-Pro-(L)-Val, (L)-4-OH-Pro-(L)-Leu, (L)-4-OH-Pro-(L)-Phe e (L)-Pro-(L)-Leu, foram isoladas do caldo da cultura do fungo Aspergillus fumigatus. As estereoquímicas relativas e absolutas foram determinadas, respectivamente, com base nos experimentos de NOESY e através de modificação do método de Marfey em CLAE. Seven diketopiperazines, corresponding to the cyclos (L)-Pro-(L)-Phe, (L)-Pro-Gly, (L)-Pro(L)-Pro, (L)-Pro-(L)-Val, (L)-4-OH-Pro-(L)-Leu, (L)-4-OH-Pro-(L)-Phe, and (L)-Pro-(L)-Leu, were isolated from the Aspergillus fumigatus fermentation broth. The relative and absolute stereochemistries were determined on the basis of NOESY experiments and by using a modified version of Marfey’s method using HPLC, respectively
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