Bioactive diterpene derivatives from the marine sponge Spongionella sp.
Three new compounds of the rare classes trisnorditerpenes, bisnorditerpenes, and norditerpenes, gracilins J-L (1, 2, 6), and a new diterpene, 3'-norspongiolactone (8), were isolated from the extract of the marine sponge Spongionella sp. using NMR- and bioassay-guided fractionation, in addition to three known gracilins (3-5) as well as the known diterpenoid tetrahydroaplysulphurin-1 (7). The structures were elucidated using NMR spectroscopic techniques and mass spectrometric analysis. The structure of gracilin H (3) was confirmed by single-crystal X-ray analysis. All compounds were tested for their cytotoxicity and for their potential to inhibit EGF-R tyrosine kinase.
Rateb
Mostafa E
ME
Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB243UE, Scotland, UK.
Houssen
Wael E
WE
Schumacher
Marc
M
Harrison
William T A
WT
Diederich
Marc
M
Ebel
Rainer
R
Jaspars
Marcel
M
D000818:Animals; D000970:Antineoplastic Agents / Q000097:blood / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000097:blood / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020014:K562 Cells; D008386:Marine Biology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D011505:Protein-Tyrosine Kinases / Q000037:antagonists & inhibitors*
C544221:3'-norspongiolactone; D000970:Antineoplastic Agents; D004224:Diterpenes; C544218:gracilin J; C544219:gracilin K; C544220:gracilin L; D011505:Protein-Tyrosine Kinases