title: Lyngbyaloside B, a new glycoside macrolide from a Palauan marine cyanobacterium, Lyngbya sp.
abstract: A Palauan collection of the marine cyanobacterium Lyngbya sp., which had already afforded diverse peptide-based cytotoxins, also yielded a new glycoside macrolide exhibiting slight cytotoxicity. The compound was termed lyngbyaloside B (1) due to its structural analogy to the previously isolated lyngbyaloside (2). Lyngbyaloside B (1) appears to be only the third glycoside macrolide and second brominated compound of its kind from a marine cyanobacterium. Its gross structure was determined by a combination of NMR spectroscopy and mass spectrometric techniques. The relative stereochemistry for the 12 stereocenters is proposed on the basis of proton-proton spin-coupling constants and ROESY data.
authors.affiliation: Department of Chemistry, University of Hawaii at Manoa, Honolulu, HI 96822, USA.
authors.forename: Hendrik
authors.initials: H
authors.lastname: Luesch
authors.forename: Wesley Y
authors.initials: WY
authors.lastname: Yoshida
authors.forename: George G
authors.initials: GG
authors.lastname: Harrigan
authors.forename: James P
authors.initials: JP
authors.lastname: Doom
authors.forename: Richard E
authors.initials: RE
authors.lastname: Moore
authors.forename: Valerie J
authors.initials: VJ
authors.lastname: Paul
mesh_terms: D000458:Cyanobacteria / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D007624:KB Cells / Q000187:drug effects; D008235:Lyngbya Toxins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018942:Macrolides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D019029:Palau; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured / Q000187:drug effects
chemical_list: D006027:Glycosides; D008235:Lyngbya Toxins; D018942:Macrolides; C473445:lyngbyaloside B