title: 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 configuration analysis, and modified Mosher's ester analysis. Limaol showed moderate cytotoxicity when compared to OA against three cancer cell lines.
authors.affiliation: Department of Marine Biotechnology, Kunsan National University , 558 Daehak-ro, Gunsan 54150, South Korea.
authors.forename: A Reum
authors.initials: AR
authors.lastname: Yang
authors.affiliation: Department of Marine Biotechnology, Kunsan National University , 558 Daehak-ro, Gunsan 54150, South Korea.
authors.forename: Sangbum
authors.initials: S
authors.lastname: Lee
authors.affiliation: Department of Marine Biotechnology, Kunsan National University , 558 Daehak-ro, Gunsan 54150, South Korea.
authors.forename: Young Du
authors.initials: YD
authors.lastname: Yoo
authors.affiliation: Department of Marine Biotechnology, Kunsan National University , 558 Daehak-ro, Gunsan 54150, South Korea.
authors.forename: Hyung Seop
authors.initials: HS
authors.lastname: Kim
authors.affiliation: Department of Agronomy & Medicinal Plant Resources, Gyeongnam National University of Science and Technology , JinJu 660-758, South Korea.
authors.forename: Eun Ju
authors.initials: EJ
authors.lastname: Jeong
authors.affiliation: Department of Marine Biotechnology, Kunsan National University , 558 Daehak-ro, Gunsan 54150, South Korea.
authors.forename: Jung-Rae
authors.identifier: 0000-0001-6443-632X
authors.initials: JR
authors.lastname: Rho
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D004141:Dinoflagellida / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008387:Marine Toxins / Q000737:chemistry*; D015394:Molecular Structure; D019319:Okadaic Acid / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology / Q000031:analogs & derivatives; D061065:Polyketides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D011714:Pyrans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: D008387:Marine Toxins; D061065:Polyketides; D011714:Pyrans; D013141:Spiro Compounds; C000622400:limaol; D019319:Okadaic Acid; C051904:dinophysistoxin 1