Three new cembranoid-type diterpenes from Red Sea soft coral Sarcophyton glaucum: isolation and antiproliferative activity against HepG2 cells

Sultan S Al-Lihaibi; Walied M Alarif; Ahmed Abdel-Lateff; Seif-Eldin N Ayyad; Ashraf B Abdel-Naim; Fardous F El-Senduny; Farid A Badria

doi:10.1016/j.ejmech.2014.05.016

Three new cembranoid-type diterpenes from Red Sea soft coral Sarcophyton glaucum: isolation and antiproliferative activity against HepG2 cells

Eur J Med Chem. 2014 Jun 23:81:314-22. doi: 10.1016/j.ejmech.2014.05.016. Epub 2014 May 5.

Authors

Sultan S Al-Lihaibi¹, Walied M Alarif¹, Ahmed Abdel-Lateff², Seif-Eldin N Ayyad³, Ashraf B Abdel-Naim⁴, Fardous F El-Senduny⁵, Farid A Badria⁶

Affiliations

¹ Department of Marine Chemistry, Faculty of Marine Sciences, King Abdulaziz University, P.O. Box 80207, Jeddah 21589, Saudi Arabia.
² Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, P.O. Box 80260, Jeddah 21589, Saudi Arabia; Department of Pharmacognosy, Faculty of Pharmacy, Minia University, Minia 61519, Egypt. Electronic address: [email protected].
³ Department of Chemistry, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia.
⁴ Department of Pharmacology and Toxicology, Faculty of Pharmacy, King Abdulaziz University, P.O. Box 80260, Jeddah 21589, Saudi Arabia.
⁵ Department of Chemistry, Faculty of Science, Mansoura University, Mansoura 35516, Egypt.
⁶ Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt.

PMID: 24852278
DOI: 10.1016/j.ejmech.2014.05.016

Abstract

Three new cembranoids: sarcophytolol (1), sarcophytolide B (2), and sarcophytolide C (3), along with three known metabolites: 10(14)aromadendrene (4), deoxosarcophine (5), and sarcophine (6) were obtained from the soft bodied coral Sarcophyton glaucum. The structures were determined based on spectroscopic measurements (NMR, UV, IR and MS). Compounds 1, 3, and 4 had similar significant cytotoxic effects towards HepG2 (Human hepatocellular liver carcinoma; IC50 = 20 μM). 2 and 3 showed activity against MCF-7 (Human breast adenocarcinoma; IC50 25 ± 0.0164 and 29 ± 0.030 μM, respectively). Finally, 4 showed potent activity towards PC-3 (Prostate cancer; IC50 9.3 ± 0.164 μM). The antiproliferative activity of 1, 3 and 4, can be attributed, at least partly, to their ability to induce cellular apoptosis.

Keywords: Antiproliferative; Cembranes; HepG2; PC-3; Sarcophyton.

Publication types

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

MeSH terms

Animals
Anthozoa
Antineoplastic Agents / chemistry
Antineoplastic Agents / isolation & purification
Antineoplastic Agents / pharmacology
Apoptosis / drug effects
Cell Cycle / drug effects
Cell Line, Tumor
Cell Proliferation / drug effects
Chlorocebus aethiops
Diterpenes / chemistry
Diterpenes / isolation & purification
Diterpenes / pharmacology*
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Hep G2 Cells
Humans
MCF-7 Cells
Molecular Structure
Structure-Activity Relationship
Vero Cells

Substances

Antineoplastic Agents
Diterpenes