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Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273

Three new indolediketopiperazine peroxides, namely, 24-hydroxyverruculogen (1), 26-hydroxyverruculogen (2), and 13-O-prenyl-26-hydroxyverruculogen (3), along with four known homologues (4–7), were isolated and identified from the culture extract of the marine sediment-derived fungus Penicillium bref...

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Detalles Bibliográficos
Autores principales: An, Chun-Yan, Li, Xiao-Ming, Li, Chun-Shun, Xu, Gang-Ming, Wang, Bin-Gui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3944513/
https://www.ncbi.nlm.nih.gov/pubmed/24473173
http://dx.doi.org/10.3390/md12020746
Descripción
Sumario:Three new indolediketopiperazine peroxides, namely, 24-hydroxyverruculogen (1), 26-hydroxyverruculogen (2), and 13-O-prenyl-26-hydroxyverruculogen (3), along with four known homologues (4–7), were isolated and identified from the culture extract of the marine sediment-derived fungus Penicillium brefeldianum SD-273. Their structures were determined based on the extensive spectroscopic analysis and compound 1 was confirmed by X-ray crystallographic analysis. The absolute configuration of compounds 1–3 was determined using chiral HPLC analysis of their acidic hydrolysates. Each of the isolated compounds was evaluated for antibacterial and cytotoxic activity as well as brine shrimp (Artemia salina) lethality.