title: Apakaochtodenes A and B: two tetrahalogenated monoterpenes from the red marine alga Portieria hornemannii.
abstract: The structure of apakaochtodene A, the minor isomer of two tetrahalogenated ochtodene monoterpenes, isolated from the red marine alga Portieria hornemannii (Lyngbye) Silva has been identified as 6(S)-bromo-1,4(S),8(R)-trichloro-2(Z)-ochtodene (1) by NMR spectral and X-ray crystallographic analysis. Its geometrical isomer, apakaochtodene B (2), which could not be separated from 1 and thus characterized as a 95:5 mixture of 2:1 had (1)H and (13)C NMR spectral characteristics similar to previously known ochtodene (3) and the related tetrahalogenated monoterpene 4.
authors.affiliation: Department of Chemistry, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24060, USA.
authors.forename: A A
authors.initials: AA
authors.lastname: Gunatilaka
authors.forename: V J
authors.initials: VJ
authors.lastname: Paul
authors.forename: P U
authors.initials: PU
authors.lastname: Park
authors.forename: M P
authors.initials: MP
authors.lastname: Puglisi
authors.forename: A D
authors.initials: AD
authors.lastname: Gitler
authors.forename: D S
authors.initials: DS
authors.lastname: Eggleston
authors.forename: R C
authors.initials: RC
authors.lastname: Haltiwanger
authors.forename: D G
authors.initials: DG
authors.lastname: Kingston
mesh_terms: D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D008386:Marine Biology; D015394:Molecular Structure; D039821:Monoterpenes; D000461:Rhodophyta / Q000737:chemistry*; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D039821:Monoterpenes; D013729:Terpenes; C400574:apakaochtodene A