4α-Methylated steroids with cytotoxic activity from the soft coral Litophyton mollis

Marijana Zovko Končić; Efstathia Ioannou; Wamtinga Richard Sawadogo; Ayman F Abdel-Razik; Constantinos Vagias; Marc Diederich; Vassilios Roussis

doi:10.1016/j.steroids.2016.08.017

4α-Methylated steroids with cytotoxic activity from the soft coral Litophyton mollis

Steroids. 2016 Nov:115:130-135. doi: 10.1016/j.steroids.2016.08.017. Epub 2016 Aug 21.

Authors

Marijana Zovko Končić¹, Efstathia Ioannou², Wamtinga Richard Sawadogo³, Ayman F Abdel-Razik⁴, Constantinos Vagias², Marc Diederich⁵, Vassilios Roussis⁶

Affiliations

¹ Department of Pharmacognosy and Chemistry of Natural Products, Faculty of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, Athens 15771, Greece; Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb 10000, Croatia.
² Department of Pharmacognosy and Chemistry of Natural Products, Faculty of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, Athens 15771, Greece.
³ Laboratoire de Biologie Moléculaire et Cellulaire du Cancer (LBMCC), Luxembourg.
⁴ Natural Products Chemistry Department, National Research Center, Dokki, Cairo 12622, Egypt.
⁵ Laboratoire de Biologie Moléculaire et Cellulaire du Cancer (LBMCC), Luxembourg; Department of Pharmacy, College of Pharmacy, Seoul National University, Seoul 151-742, Republic of Korea.
⁶ Department of Pharmacognosy and Chemistry of Natural Products, Faculty of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, Athens 15771, Greece. Electronic address: roussis@pharm.uoa.gr.

PMID: 27553729
DOI: 10.1016/j.steroids.2016.08.017

Abstract

Seven new (1-3, 5 and 8-10) and three previously reported (4, 6 and 7) 4α-methylated steroids were isolated from the organic extract of the gorgonian Litophyton mollis. The structures and the relative configurations of the isolated natural products were determined on the basis of extensive analyses of their NMR and MS data. Metabolites 1 and 5-8 exhibited cytotoxic activity against K562 human chronic myelogenous leukemia cells with IC₅₀ values below 10μM, while at the same time displaying low toxicity against healthy PBMCs.

Keywords: 4α-Methylated steroids; Cytotoxic activity; Litophyton mollis; Structure elucidation.

Publication types

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

MeSH terms

Animals
Anthozoa / cytology*
Anthozoa / drug effects*
Cell Survival / drug effects
Humans
K562 Cells
Magnetic Resonance Spectroscopy
Molecular Structure
Steroids / chemistry*
Steroids / pharmacology*

Substances

Steroids