New polyhydroxylated sterols from Palythoa tuberculosa and their apoptotic activity in cancer cells

Abdulrahman M Elbagory; Mervin Meyer; Abdel-Hamid A M Ali; Farouk Ameer; Shirley Parker-Nance; Maria Teresa Benito; Elisa Garcia Doyagüez; Maria Luisa Jimeno; Ahmed A Hussein

doi:10.1016/j.steroids.2015.06.009

New polyhydroxylated sterols from Palythoa tuberculosa and their apoptotic activity in cancer cells

Steroids. 2015 Sep:101:110-5. doi: 10.1016/j.steroids.2015.06.009. Epub 2015 Jun 18.

Authors

Abdulrahman M Elbagory¹, Mervin Meyer², Abdel-Hamid A M Ali³, Farouk Ameer¹, Shirley Parker-Nance⁴, Maria Teresa Benito⁵, Elisa Garcia Doyagüez⁵, Maria Luisa Jimeno⁵, Ahmed A Hussein⁶

Affiliations

¹ Department of Chemistry, University of the Western Cape, Private Bag X17, Bellville 7535, South Africa.
² Department of Biotechnology, University of the Western Cape, Private Bag X17, Bellville 7535, South Africa.
³ National Institute of Oceanography and Fisheries, Attaka P.O. Box, 182, Suez, Egypt.
⁴ Zoology Department, Nelson Mandela Metropolitan University, P.O. Box 77000, Port Elizabeth 6031, South Africa.
⁵ Centro de Química Orgánica "Lora-Tamayo" (CSIC), C/Juan de la Cierva 3, 28006 Madrid, Spain.
⁶ Department of Chemistry, University of the Western Cape, Private Bag X17, Bellville 7535, South Africa. Electronic address: ahmohammed@uwc.ac.za.

PMID: 26095205
DOI: 10.1016/j.steroids.2015.06.009

Abstract

The chemical study on the total extract of the zoanthid Palythoa tuberculosa, collected from the Red Sea, resulted in the isolation of seven polyhydroxylated sterols (1-7), six of which, palysterols A-F (2-7), are new. Their chemical structures were elucidated on the basis of extensive analysis of their 1-, 2D NMR and MS spectroscopic data. This is the first chemical investigation on the species collected from Red Sea. We studied the cytotoxic effects of the total extract and some of the new polyhydroxylated sterols in three human cancer cell lines (MCF-7, HeLa, and HT-29) and one non-cancerous human cell line (KMST-6). Palysterol F (7), in particular, was able to selectively induce high levels of apoptosis (>75%) in breast adenocarcinoma (MCF-7) cells but not HeLa, HT-29 and KMST-6 cells.

Keywords: Apoptosis; Marine natural products; Palysterols; Palythoa tuberculosa; Polyhydroxylated sterols; Red Sea.

Publication types

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

MeSH terms

Animals
Anthozoa / chemistry*
Antineoplastic Agents / chemistry*
Antineoplastic Agents / isolation & purification
Antineoplastic Agents / pharmacology*
Apoptosis / drug effects*
Cell Line, Tumor
Humans
Hydroxylation
Phytosterols / chemistry*
Phytosterols / isolation & purification
Phytosterols / pharmacology*

Substances

Antineoplastic Agents
Phytosterols