Limaol: A Polyketide from the Benthic Marine Dinoflagellate Prorocentrum lima

  • J Nat Prod. 2017 May 26;80(5):1688-1692. doi: 10.1021/acs.jnatprod.7b00127.
A Reum Yang  1 ,  Sangbum Lee  1 ,  Young Du Yoo  1 ,  Hyung Seop Kim  1 ,  Eun Ju Jeong  2 ,  Jung-Rae Rho  1
Affiliations
  • 1. Department of Marine Biotechnology, Kunsan National University , 558 Daehak-ro, Gunsan 54150, South Korea.
  • 2. Department of Agronomy & Medicinal Plant Resources, Gyeongnam National University of Science and Technology , JinJu 660-758, South Korea.
PMID: 28383915 DOI: 10.1021/acs.jnatprod.7b00127
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.