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Research article - Peer-reviewed, 2006

Kutznerides 1-4, depsipeptides from the actinomycete Kutzneria sp 744 inhabiting mycorrhizal roots of Picea abies seedlings

Broberg A, Menkis A, Vasiliauskas R

Abstract

Bioassay-guided fractionation of culture supernatants of the actinomycete Kutzneria sp. 744 resulted in the isolation of four new depsipeptides (1-4). Structure analysis revealed the general structure: cyclo[2-(I-methylcyclopropyl)-D-glycine-(2S,3aR,8aS)-6,7-dichloro-3a-hydroxy-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole-2-carboxylic acid-3-hydroxy-D-glutamic acid-o-methyl-L-serine-L-piperazie acid-(S)-2-hydroxy-3,3-dimethylbutanoic acid]. The 3-hydroxy-D-glutamic acid was present as its threo-isomer in 1 and 2 and as its erythro-isomer in 3 and 4. The piperazic acid was modified to its (R)-4-chloro analogue in 2 and to its C-5/N unsaturated analogue in 4. Compounds 1-4 displayed moderate spore germination inhibiting activity against several common root-rotting fungi

Published in

Journal of Natural Products
2006, Volume: 69, number: 1, pages: 97-102
Publisher: AMER CHEMICAL SOC