Three new diterpenes from the marine soft coral Lobophytum crassum.
Three new terpenoid metabolites (1-3) were isolated from the CH2Cl2 extract of the soft coral Lobophytum crassum together with the eudesmane derivative 4 and the known cembrane (2S,7S,8S)-sarcophytoxide (5). Compound 1 is a new cembrane-based diterpene with an C7-C8-epoxide and a methyl ester functionality at C-16. (3E,5Z)- (2) and (3Z,5E)-2-methyl-6-(4a'-methyl-8'-methylene-trans-perhydr  onaphthalen-2'-yl)hepta-3,5-dien-2-ol (3) represent two new carbon-carbon double bond isomers of 4, which has the 3E,5E-configuration. The structures of 1-5 were established by interpretation of their spectroscopic data, mainly 1D and 2D NMR and MS. Biological activity evaluation of compounds 1 and 5 and the crude extracts was carried out using agar diffusion assays toward microbial targets and ELISA assays for investigating the inhibition of HIV-1 reverse transcriptase and p56lck tyrosine kinase.
Matthée
G F
GF
Institute for Pharmaceutical Biology, Technical University of Braunschweig, Germany.
König
G M
GM
Wright
A D
AD
D000818:Animals; D001419:Bacteria / Q000187:drug effects; D003063:Cnidaria / Q000737:chemistry*; D004224:Diterpenes / Q000302:isolation & purification* / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000302:isolation & purification* / Q000494:pharmacology; D004797:Enzyme-Linked Immunosorbent Assay; D005658:Fungi / Q000187:drug effects; D054303:HIV Reverse Transcriptase / Q000037:antagonists & inhibitors*; D006801:Humans; D019860:Lymphocyte Specific Protein Tyrosine Kinase p56(lck) / Q000037:antagonists & inhibitors*; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D018894:Reverse Transcriptase Inhibitors / Q000302:isolation & purification* / Q000494:pharmacology
D004224:Diterpenes; D004791:Enzyme Inhibitors; D018894:Reverse Transcriptase Inhibitors; D019860:Lymphocyte Specific Protein Tyrosine Kinase p56(lck); D054303:HIV Reverse Transcriptase