Isolation and biological evaluation of filiformin, plakortide F, and plakortone G from the Caribbean sponge Plakortis sp.
The bioassay- and spectroscopic-guided fractionation of the antimalarial extract from a Jamaican sponge, Plakortis sp., resulted in the isolation of three metabolites. The previously reported bromoaromatic filiformin (1) was obtained from our sample of Plakortis sp., and the potential origins of this compound are discussed. The peroxide-containing metabolite, plakortide F (2), is a more typical Plakortis metabolite and was shown to exhibit significant activity against Plasmodium falciparum in vitro. The isolation, structure, and bioactivity of a new lactone, plakortone G (3), are also reported.
Gochfeld
D J
DJ
Department of Pharmacognosy and National Center for Natural Products Research, University of Mississippi, University, Mississippi 38677, USA.
Hamann
M T
MT
D000818:Animals; D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001969:Bromobenzenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D003110:Colonic Neoplasms; D004146:Dioxanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008401:Gas Chromatography-Mass Spectrometry; D006678:HIV / Q000187:drug effects; D006509:Hepatitis B; D006801:Humans; D007563:Jamaica; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007941:Leukemia P388; D008175:Lung Neoplasms; D051379:Mice; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D009382:Neoplasms, Unknown Primary; D019906:Nuclear Magnetic Resonance, Biomolecular; D010962:Plasmodium berghei / Q000187:drug effects; D010963:Plasmodium falciparum / Q000187:drug effects; D011161:Porifera / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000962:Antimalarials; D001969:Bromobenzenes; D004146:Dioxanes; D007783:Lactones; C102699:plakortide F; C442622:plakortone G; C442621:filiformin