Plocoralides A-C, polyhalogenated monoterpenes from the marine alga Plocamium corallorhiza

Michael G Knott; Henry Mkwananzi; Catherine E Arendse; Denver T Hendricks; John J Bolton; Denzil R Beukes

doi:10.1016/j.phytochem.2005.03.029

Plocoralides A-C, polyhalogenated monoterpenes from the marine alga Plocamium corallorhiza

Phytochemistry. 2005 May;66(10):1108-12. doi: 10.1016/j.phytochem.2005.03.029.

Authors

Michael G Knott¹, Henry Mkwananzi, Catherine E Arendse, Denver T Hendricks, John J Bolton, Denzil R Beukes

Affiliation

¹ Faculty of Pharmacy, Rhodes University, Artillery Road, Grahamstown, 6140, South Africa.

PMID: 15924916
DOI: 10.1016/j.phytochem.2005.03.029

Abstract

Three new polyhalogenated monoterpenes, plocoralides A-C (1-3) along with three known compounds (4-6) have been isolated from the organic extract of the red alga P. corallorhiza. Structures of the new compounds were characterized as 4,8-dibromo-1,1-dichloro-3,7-dimethyl-2E,6E-octadiene (1), 4,6-dibromo-1,1-dichloro-3,7-dimethyl-2E,7-octadiene (2) and 4,8-dibromo-1,1,7-trichloro-3,7-dimethyl-2E,5Z-octadiene (3) on the basis of one- and two-dimensional NMR spectroscopic data and MS analyses. Compounds 2-6 show moderate cytotoxicity toward esophageal cancer cells.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / isolation & purification
Antineoplastic Agents / pharmacology
Cell Line, Tumor
Humans
Hydrocarbons, Halogenated / isolation & purification
Molecular Structure
Monoterpenes / isolation & purification*
Monoterpenes / pharmacology
Plocamium / chemistry*

Substances

4,6-dibromo-1,1-dichloro-3,7-dimethyl-2E,7-octadiene
4,8-dibromo-1,1,7-trichloro-3,7-dimethyl-2E,5Z-octadiene
4,8-dibromo-1,1-dichloro-3,7-dimethyl-2E,6E-octadiene
Antineoplastic Agents
Hydrocarbons, Halogenated
Monoterpenes