Isolation, characterization and antiproliferative activity of new metabolites from the South African endemic red algal species Laurencia alfredensis

Dziwornu, Godwin A; Caira, Mino R; de la Mare, Jo-Anne; Edkins, Adrienne L; Bolton, John J; Beukes, Denzil R; Sunassee, Suthananda N

Title: Isolation, characterization and antiproliferative activity of new metabolites from the South African endemic red algal species Laurencia alfredensis
Creator: Dziwornu, Godwin A
Creator: Caira, Mino R
Creator: de la Mare, Jo-Anne
Creator: Edkins, Adrienne L
Creator: Bolton, John J
Creator: Beukes, Denzil R
Creator: Sunassee, Suthananda N
Date Issued: 2017
Date: 2017
Type: article
Type: text
Identifier: http://hdl.handle.net/10962/59963
Identifier: vital:27715
Identifier: https://doi:10.3390/molecules22040513
Description: The marine red algae of the genus Laurencia have been widely studied for their structurally diverse and biologically active secondary metabolites. We report here the natural product investigation of the organic extract of a newly identified South African endemic species, Laurencia alfredensis. A sequence of column chromatography, preparative TLC and normal phase HPLC resulted in the isolation of eleven compounds comprising three labdane-type diterpenes (1-3), four polyether triterpenes (4-7), three cholestane-type ecdysteroids (8-10) and a glycolipid (11). Compounds 1-3, 5-8 and 10 have not previously been reported, while compound 9 is reported here for the first time from a natural source and the known compound 11 isolated for the first time from the genus Laurencia. The structural elucidation and the relative configuration assignments of the compounds were accomplished by extensive use of ID- and 2D-NMR, HR-ESI-MS, UV and IR spectroscopic techniques, while the absolute configuration of compound 1 was determined by single-crystal X-ray diffraction analysis. All compounds were evaluated against the MDA-MB-231 breast and HeLa cervical cancer cell lines. Compound 2 exhibited low micromolar antiproliferative activity (IC50 = 9.3 gM) against the triple negative breast carcinoma and compound 7 was similarly active (IC50 = 8.8 gM) against the cervical cancer cell line.
Format: 16 pages
Format: pdf
Language: English
Relation: Molecules
Relation: Dziwornu, G.A., Caira, M.R., Mare, J.A.D.L., Edkins, A.L., Bolton, J.J., Beukes, D.R. and Sunassee, S.N., 2017. Isolation, Characterization and Antiproliferative Activity of New Metabolites from the South African Endemic Red Algal Species Laurencia alfredensis. Molecules, 22(4), p.513
Relation: Molecules 22 vol. 4 no. 1 16 2017 1420-3049
Rights: Molecules
Rights: Use of this resource is governed by the terms and conditions of the Molecules Open Access Policy

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Beukes, Denzil Ronwynne (Prof)

RU DST/NRF SARChI for Molecular and Cellular Biology of the Eukaryotic Stress Response

De la Mare, Jo-Anne (Dr)

Edkins, Adrienne Lesley (Associate Prof)

RU Department of Biochemistry, Microbiology and Bioinformatics

SDG 03. Good Health and Well-Being

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