2017
DOI: 10.1021/acs.jnatprod.7b00127
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Limaol: A Polyketide from the Benthic Marine Dinoflagellate Prorocentrum lima

Abstract: Limaol (1), along with a dinophysistoxin 1 derivative and an okadaic acid (OA) derivative, was isolated from the large-scale cultivation of the benthic marine dinoflagellate Prorocentrum lima. The structure of 1 was determined by a combination of NMR spectroscopy and mass spectrometry and contained tetrahydropyran, 1,3,5,7-tetra(methylene)heptane, and octahydrospiro[pyran-2,2'-pyrano[3,2-b]pyran] moieties. The absolute configuration of 1 was completely elucidated on the basis of ROESY correlations, J-based con… Show more

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Cited by 24 publications
(31 citation statements)
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“…329 Two polyenes; a trioxilin 845 and a sulphoquinovosyl diacylglycerol 846 were obtained from Oxyrrhis marina 330 while Prorocentrum lima yielded the polyhydroxy compound limaol 847 (ref. 331) and a number of diol and sulfated diesters of okadaic acid and dinophysistoxin-1 (DTX-1), 848-855. 332 The presence of these compounds conrms that okadaic acid and DTX-1 are initially formed in dinoagellates as non-toxic sulphated esters.…”
Section: Dinoagellatesmentioning
confidence: 99%
“…329 Two polyenes; a trioxilin 845 and a sulphoquinovosyl diacylglycerol 846 were obtained from Oxyrrhis marina 330 while Prorocentrum lima yielded the polyhydroxy compound limaol 847 (ref. 331) and a number of diol and sulfated diesters of okadaic acid and dinophysistoxin-1 (DTX-1), 848-855. 332 The presence of these compounds conrms that okadaic acid and DTX-1 are initially formed in dinoagellates as non-toxic sulphated esters.…”
Section: Dinoagellatesmentioning
confidence: 99%
“…Prorocentrolide C exhibited cytotoxicity against cancer cells in vitro (HCT-116 and Neuro-2a cells) (Lee et al, 2019) as well as 4-hydroxyprorocentrolide (inhibitory activity against human colon adenocarcinoma DLD-1 and human malignant melanoma RP-MI7951) (Lu et al, 2005). Formosalides and limaol has also shown cytotoxicity activity against tumor cell lines (hepatocellular carcinoma, colon adenocarcinoma, neuroblastoma and T-cell acute lymphoblastic leukemia cells) (Lu et al, 2009;Yang et al, 2017).…”
Section: Toxic Bioactive Metabolites Frommentioning
confidence: 99%
“…ovata OVJJ1 were identified as new active compounds (Hwang et al 2013(Hwang et al , 2018. The strain P. lima Plima-YD-5 similarly exhibited cytotoxicity toward cell lines, and limaol was isolated from this strain (Yang et al 2017. Gambierdiscus sp.…”
Section: Possible Risks To Human Healthmentioning
confidence: 99%
“…Among these toxic benthic dinoflagellate strains, the cultures of P. lima Plima-YD-5 and O. cf. ovata OVJJ1 were established from the cells detached from the thalli of popular edible macroalgae Sargassum fulvellum and G. amansii, respectively (Hwang et al 2013, Yang et al 2017. Along the coastal waters of the Korean Peninsula, there are many regions where S. fulvellum and G. amansii are naturally abundant or largely cultivated Park 2020, Korea Fisheries Resources Agency 2020).…”
Section: Possible Risks To Human Healthmentioning
confidence: 99%