Apakaochtodenes A and B: Two tetrahalogenated monoterpenes from the red marine alga Portieria hornemannii

A. A.Leslie Gunatilaka; Valerie J. Paul; Peter U. Park; Melany P. Puglisi; Aaron D. Gitler; Drake S. Eggleston; R. Curtis Haltiwanger; David G.I. Kingston

doi:10.1021/np9901128

Apakaochtodenes A and B: Two tetrahalogenated monoterpenes from the red marine alga Portieria hornemannii

A. A.Leslie Gunatilaka
, Valerie J. Paul
, Peter U. Park
, Melany P. Puglisi
, Aaron D. Gitler
, Drake S. Eggleston
, R. Curtis Haltiwanger
, David G.I. Kingston

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

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 I and thus characterized as a 95:5 mixture of 2:1 had ¹H and ¹³C NMR spectral characteristics similar to previously known ochtodene (3) and the related tetrahalogenated monoterpene 4.

Original language	English (US)
Pages (from-to)	1376-1378
Number of pages	3
Journal	Journal Of Natural Products
Volume	62
Issue number	10
DOIs	https://doi.org/10.1021/np9901128
State	Published - Oct 1999

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/np9901128

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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 I and thus characterized as a 95:5 mixture of 2:1 had 1H and 13C NMR spectral characteristics similar to previously known ochtodene (3) and the related tetrahalogenated monoterpene 4.",

author = "Gunatilaka, \{A. A.Leslie\} and Paul, \{Valerie J.\} and Park, \{Peter U.\} and Puglisi, \{Melany P.\} and Gitler, \{Aaron D.\} and Eggleston, \{Drake S.\} and Haltiwanger, \{R. Curtis\} and Kingston, \{David G.I.\}",

year = "1999",

month = oct,

doi = "10.1021/np9901128",

language = "English (US)",

volume = "62",

pages = "1376--1378",

journal = "Journal Of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

number = "10",

}

TY - JOUR

T1 - Apakaochtodenes A and B

T2 - Two tetrahalogenated monoterpenes from the red marine alga Portieria hornemannii

AU - Gunatilaka, A. A.Leslie

AU - Paul, Valerie J.

AU - Park, Peter U.

AU - Puglisi, Melany P.

AU - Gitler, Aaron D.

AU - Eggleston, Drake S.

AU - Haltiwanger, R. Curtis

AU - Kingston, David G.I.

PY - 1999/10

Y1 - 1999/10

N2 - 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 I and thus characterized as a 95:5 mixture of 2:1 had 1H and 13C NMR spectral characteristics similar to previously known ochtodene (3) and the related tetrahalogenated monoterpene 4.

AB - 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 I and thus characterized as a 95:5 mixture of 2:1 had 1H and 13C NMR spectral characteristics similar to previously known ochtodene (3) and the related tetrahalogenated monoterpene 4.

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JF - Journal Of Natural Products

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Apakaochtodenes A and B: Two tetrahalogenated monoterpenes from the red marine alga Portieria hornemannii

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