Terreinol - a novel metabolite from Aspergillus terreus: structure and C-13 labeling

A novel metabolite from Aspergillus terreus, named terreinol, was isolated and its biosynthetic origin was determined by NMR based on the incorporation of[1-C-13]-D-glucose. The labeling pattern indicated a predominant polyketide biosynthetic origin for this metabolite. (C) 2003 Published by Elsevier Ltd.451535

Distribution of bioactive substances from Hypericum brasiliense during plant growth

Extracts from Hypericum brasiliense, a herb growing in the southern and southeastern part of Brazil, have pharmacological properties because the presence of known bioactive compounds. In this study bioactive substances from roots of H. brasiliense were isolated and identified as 1,5-dihydroxyxanthone, isouliginosin B and betulinic acid. The production of these substances by plants of H. brasiliense was then characterized in different developmental stages (vegetative, flowering and fructification), and in different parts (roots, shoot tips, internal upper part and internal lower part of the shoots). Quercetin and rutin were identified during the analysis of the shoots and their concentrations were also determined. 1,5-Dihydroxyxanthone was found in all plant parts and its concentration was high at fructification. Betulinic acid was more abundant during fructification, in the apices of the branches, probably because of the presence of fruits. Isouliginosin B, an acyl-phloroglucinol, rutin and quercetin were present in higher concentrations during the flowering stage. However, while rutin and quercetin accumulated more in the shoots, the acyl-phloroglucinol was exclusively detected in the roots. Considering the class of the substances, the highest concentration of phenolic compounds (1,5-dihydroxyxanthone, isouliginosin B, rutin and quercetin) was found during flowering, and terpenes (betulinic acid) during fructification. (C) 2004 Elsevier Ireland Ltd. All rights reserved.167494995

HR-DOSY and sulfoxide enantiomeric discrimination by cyclodextrin

Racemic and chiral ethyl-phenylsulfoxide (solute) and beta -cyclodextrin (chiral selector) were used to compare two NMR methodologies to predict RP-HPLC enantiomeric resolution efficiency. One of them based on the classical approach involving apparent binding constants and complexation-induced chemical shifts at saturation and the other based on C-13 NMR signal splittings (solute and chiral selector in stoichiometric ratio) and HR-DOSY of the same solution. We have concluded that the latter methodology is rather efficient and though more elaborate from the NMR point of view, the results are promising and constitute an alternative method to investigate chiral recognition and other supramolecular phenomena.144SI20321

First evaluation of the Brazilian microorganisms biocatalytic potential

The biocatalytic potential of two novel Brazilian strains of Aspergillus niger and Rhodotorula glutinis, revealed enantioselective epoxide hydrolase activity in the asymmetrization of meso-epoxide and monosubstituted epoxides respectively. These two types of oxirane derivatives are not usually good substrates for biocatalytic enantioselective conversion. (C) 1999 Elsevier Science Ltd. All rights reserved.38102237224

Floral resins of Clusia spp: Chemical composition and biological function

The floral resins of five species of Clusia belonging to two taxonomic sections of the genus wee investigated These resins are used by pollinating bees for nest construction. The major components of these resins are polyisoprenylated benzophenones, a class of biologically active compounds. We found clusianone and three hitherto unknown compounds, grandone, nemorosone and hydroxy-nemorosone. Copyright (C) 1996 Elsevier Science Ltd37366427643

Multibioreaction methodology for Baeyer-Villiger monooxygenase monitoring

Baeyer-Villiger monooxygenase (BVMO) activity was monitored using traditional bio-catalytic methods and also using a multibioreaction approach. The prochiral ketones 4-methyl-cyclohexanone and 3-hexyl-cyclobutanone, among others, were used in screening for BVMO in several microorganisms, leading to the selection of Geotrichum candidum CCT 1205, Aspergillus oryzae CCT 0975, Curvularia lunata CCT 5629, Aspergillus niger CCT 5559, Trichoderma sp. CCT 5551, Cunninghamella echinulata CCT 4424 and Cunninghamella echinulata CCT 4259 as good candidates for further BVMO investigations. Additionally, a multibioreaction methodology was used to confirm the presence of BVMO, an activity previously detected by a rapid fluorescence methodology. It was therefore possible to confirm the presence of a BVMO, more precisely a cyclohexanone monooxygenase (CHMO) and also to reveal the presence of an alkene monooxygenase in Trichosporum cutaneum CCT 1903.42435536

Polyisoprenylated benzophenones from Clusia floral resins

From the floral resins of various Clusia species, seven polyisoprenylated benzophenones were isolated. HPLC allowed their quantification in all resins, revealing a distribution of benzophenone derivatives distinct from each other. In some species the staminal oils were collected and oleic, stearic and palmitic acids were the main constituents. (C) 2000 Elsevier Science Ltd. All rights reserved.55775576

Biotransformation of Phenylacetonitrile to 2-Hydroxyphenylacetic Acid by Marine Fungi

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Marine fungi belonging to the genera Aspergillus, Penicillium, Cladosporium, and Bionectria catalyzed the biotransformation of phenylacetonitrile to 2-hydroxyphenylacetic acid. Eight marine fungi, selected and cultured with phenylacetonitrile in liquid mineral medium, catalyzed it quantitative biotransformation to 2-hydroxyphenylacetic acid. In this study, the nitrile group was firstly hydrolysed, and then, the aromatic ring was hydroxylated, producing 2-hydroxyphenylacetic acid with 51 % yield isolated. In addition, the 4-fluorophenylacetonitrile was exclusively biotransformed to 4-fluorophenylacetic acid by Aspergillus sydowii Ce19 (yield = 51 %). The enzymatic biotransformation of nitriles is not trivial, and here, we describe an efficient method for production of phenylacetic acids in mild conditions.15197103Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)FAPESP [2008/56371-9