Cytotoxic diterpenoids from the brown alga Dilophus ligulatus.
A new xenicane-type diterpene, dilopholide [5], and four known diterpenoids, acetoxycrenulide [1], acetylcoriacenone [2], and its epimer isoacetylcoriacenone [3], and hydroxyacetyldictyolal [4], have been isolated from the brown alga Dilophus ligulatus [syn. spiralis (Montagne) Hamel]. The structure of dilopholide [5] was elucidated by spectroscopic methods, including the concerted application of a number of 2D nmr techniques, including 1H-1H COSY, heteronuclear proton-carbon chemical shift correlation (HETCOSY), and long-range HETCOSY. The cytotoxic activity of compounds 1-5 has been examined against several types of mammalian cells: human nasopharynx carcinoma cells (KB), human lung carcinoma cells (NSCLC-N6), murine leukemia cells (P-388), and murine leukemia cells expressing the multi-drug-resistance gene, mdr (P-388/DOX).
Bouaicha
N
N
INSERM U303 BP3, Mer, France.
Pesando
D
D
Puel
D
D
Tringali
C
C
D000970:Antineoplastic Agents / Q000302:isolation & purification* / Q000494:pharmacology; D004224:Diterpenes / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008968:Molecular Conformation; D000459:Phaeophyceae / Q000737:chemistry*; D013055:Spectrophotometry, Infrared
D000970:Antineoplastic Agents; D004224:Diterpenes