Frondosins, five new sesquiterpene hydroquinone derivatives with novel skeletons from the sponge Dysidea frondosa: Inhibitors of interleukin-8 receptors

Bioassay-guided fractionation of the EtOAc extract of the sponge Dysidea frondosa collected in Pohnpei yielded five sesquiterpenes, frondosins A - E ( 1–5). The structures and relative stereochemistry of the frondosins were established by interpretation of spectral data. Frondosins A - E ( 1–5), whi...

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Published inTetrahedron Vol. 53; no. 14; pp. 5047 - 5060
Main Authors Patil, Ashok D., Freyer, Alan J, Killmer, Lew, Offen, Priscilla, Carte, Brad, Jurewicz, Anthony J., Johnson, Randall K.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 07.04.1997
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
GENE-EXPRESSION
CYTOKINE
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Summary:Bioassay-guided fractionation of the EtOAc extract of the sponge Dysidea frondosa collected in Pohnpei yielded five sesquiterpenes, frondosins A - E ( 1–5). The structures and relative stereochemistry of the frondosins were established by interpretation of spectral data. Frondosins A - E ( 1–5), which possess novel carbon skeletons, were found to be inhibitors of interleukin-8 receptors and protein kinase C in the low micromolar range. Bioassay-guided fractionation of the EtOAc extract of the sponge Dysidea frondosa collected in Pohnpei yielded five sesquiterpenes, frondosins A - E ( 1–5). The structures and relative stereochemistry of the frondosins were established by interpretation of spectral data. Frondosins A - E ( 1–5), which possess novel carbon skeletons, were found to be inhibitors of interleukin-8 receptors and protein kinase C in the low micromolar range.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(97)00205-6