Elucidation of the environmental reductive metabolism of the herbicide tritosulfuron assisted by electrochemistry and mass spectrometry.

The environmental impact of pesticides and other pollutants is, to a great extent, determined by degradation and accumulation processes. Consequently, degradation pathways of pesticides have to be elucidated before approval by the authorities. In this study, the environmental metabolism of the sulfonylurea-herbicide tritosulfuron was investigated using aerobic soil degradation studies, during which a previously unidentified metabolite was observed using high performance liquid chromatography and mass spectrometry.

Controllable Iterative β-Glucosylation from UDP-Glucose by Glycosyltransferase GT1: Application for the Synthesis of Disaccharide-Modified Xenobiotics.

Glycosylation in natural product metabolism and xenobiotic detoxification often leads to disaccharide-modified metabolites. The chemical synthesis of such glycosides typically separates the glycosylation steps in space and time. The option to perform the two-step glycosylation in one pot, and catalyzed by a single permissive enzyme, is interesting for a facile access to disaccharide-modified products.

Selective β-Mono-Glycosylation of a C15-Hydroxylated Metabolite of the Agricultural Herbicide Cinmethylin Using Leloir Glycosyltransferases.

Cinmethylin is a well-known benzyl-ether derivative of the natural terpene 1,4-cineole that is used industrially as a pre-emergence herbicide in grass weed control for crop protection. Cinmethylin detoxification in plants has not been reported, but in animals, it prominently involves hydroxylation at the benzylic C15 methyl group. Here, we show enzymatic β-glycosylation of synthetic 15-hydroxy-cinmethylin to prepare a putative phase II detoxification metabolite of the cinmethylin in plants.

Mansouramycins A-D, cytotoxic isoquinolinequinones from a marine streptomycete.

Chemical screening of the ethyl acetate extract from the marine-derived Streptomyces sp. isolate Mei37 resulted in five isoquinolinequinones, four new derivatives, mansouramycin A-D (1, 3-5), and the known 3-methyl-7-(methylamino)-5,8-isoquinolinedione (2). Their structures were elucidated by NMR and MS techniques and by comparison with related compounds.

Bromoalterochromides A and A', unprecedented chromopeptides from a marine Pseudoalteromonas maricaloris strain KMM 636T.

The marine strain Pseudoalteromonas maricaloris KMM 636T was found to produce an inseparable mixture of two brominated yellow main pigments, bromoalterochromide A and A', in a ratio of 3: 1. Both pigments are Thr-Val-Asn-Asn-X pentapeptide lactones, where the amino group of Thr is acylated with 9-(3-bromo-4-hydroxyphenyl)-nona-2,4,6,8-tetraenoic acid, and X is aIle and Leu, respectively. They possess cytotoxic effects on developing eggs of the sea urchin Strongylocentrotus intermedius, but no antibiotic activity.

Modern methods to produce natural-product libraries.

Natural sources offer a wealth of chemically diverse compounds that have been evolutionary preselected to modulate biochemical pathways. Several industrial and academic groups are accessing this source using advanced technology platforms. Methods have been reported to generate large and diverse natural-product libraries optimised for high-throughput screening and for a fast discovery process.