title: Macrolactone Nuiapolide, Isolated from a Hawaiian Marine Cyanobacterium, Exhibits Anti-Chemotactic Activity.
abstract: A new bioactive macrolactone, nuiapolide (1) was identified from a marine cyanobacterium collected off the coast of Niihau, near Lehua Rock. The natural product exhibits anti-chemotactic activity at concentrations as low as 1.3 μM against Jurkat cells, cancerous T lymphocytes, and induces a G2/M phase cell cycle shift. Structural characterization of the natural product revealed the compound to be a 40-membered macrolactone with nine hydroxyl functional groups and a rare tert-butyl carbinol residue.
authors.affiliation: Department of Chemistry, Texas A&M University, College Station, TX 77843, USA. smori@mail.chem.tamu.edu.
authors.forename: Shogo
authors.initials: S
authors.lastname: Mori
authors.affiliation: Department of Chemistry, Texas A&M University, College Station, TX 77843, USA. williams@cbnmr.chem.tamu.edu.
authors.forename: Howard
authors.initials: H
authors.lastname: Williams
authors.affiliation: Department of Natural Sciences, Hawaii Pacific University, Kaneohe, HI 96744, USA. dcagle@my.hpu.edu.
authors.forename: Davey
authors.initials: D
authors.lastname: Cagle
authors.affiliation: Department of Natural Sciences, Hawaii Pacific University, Kaneohe, HI 96744, USA. kkaranovich@gmail.com.
authors.forename: Kristopher
authors.initials: K
authors.lastname: Karanovich
authors.affiliation: Department of Natural Sciences, Hawaii Pacific University, Kaneohe, HI 96744, USA. dhorgen@hpu.edu.
authors.forename: F David
authors.initials: FD
authors.lastname: Horgen
authors.affiliation: Department of Veterinary Pathology, Texas A&M University, College Station, TX 77843, USA. ROSmith@cvm.tamu.edu.
authors.forename: Roger
authors.initials: R
authors.lastname: Smith
authors.affiliation: Department of Chemistry, Texas A&M University, College Station, TX 77843, USA. watanabe@mail.chem.tamu.edu.
authors.forename: Coran M H
authors.initials: CM
authors.lastname: Watanabe
mesh_terms: D002455:Cell Division / Q000187:drug effects; D002464:Cell Migration Inhibition / Q000187:drug effects; D002633:Chemotaxis / Q000187:drug effects*; D000458:Cyanobacteria / Q000737:chemistry*; D016195:G2 Phase / Q000187:drug effects; D006254:Hawaii; D006801:Humans; D019169:Jurkat Cells; D015458:Leukemia, T-Cell / Q000188:drug therapy; D018942:Macrolides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D018942:Macrolides; C000608869:nuiapolide
keywords: cell cycle; chemotaxis; cyanobacteria; macrolactone; polyketide