Next Article in Journal
Thiourea-Modified TiO2 Nanorods with Enhanced Photocatalytic Activity
Previous Article in Journal
Chemopreventive and Therapeutic Effects of Edible Berries: A Focus on Colon Cancer Prevention and Treatment
Article Menu
Issue 2 (February) cover image

Export Article

Open AccessArticle
Molecules 2016, 21(2), 178; doi:10.3390/molecules21020178

Unusual Nitrogenous Phenalenone Derivatives from the Marine-Derived Fungus Coniothyrium cereale

1
Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
2
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia
3
Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
4
Institut de Chimie de Nice (ICN), Faculté des Sciences, Université Nice Sophia Antipolis, UMR CNRS 7272, Parc Valrose, Nice 06108 Cedex 02, France
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 30 December 2015 / Revised: 26 January 2016 / Accepted: 27 January 2016 / Published: 1 February 2016
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [2211 KB, uploaded 1 February 2016]   |  

Abstract

The new phenalenone metabolites 1, 2, 4, and 6 were isolated from the marine-derived endophytic fungus Coniothyrium cereale, in addition to the ergostane-type sterol (3) and entatrovenetinone (5). Compounds 1 and 2 represent two unusual nitrogen-containing compounds, which are composed of a sterol portion condensed via two bonds to phenalenone derivatives. Compound 6, which contains unprecedented imine functionality between two carbonyl groups to form a oxepane -imine-dione ring, exhibited a moderate cytotoxicity against K562, U266, and SKM1 cancer cell lines. Moreover, molecular docking studies were done on estrogen receptor α-ligand binding domain (ERα-LBD) to compounds 1 and 2 to correlate with binding energies and affinities calculated from molecular docking to the anti-proliferative activity. View Full-Text
Keywords: marine natural products; Coniothyrium cereale; endophytic fungal phenalenones; conio-azasterol; S-dehydroazasirosterol; molecular docking marine natural products; Coniothyrium cereale; endophytic fungal phenalenones; conio-azasterol; S-dehydroazasirosterol; molecular docking
Figures

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Supplementary material

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Elsebai, M.F.; Ghabbour, H.A.; Mehiri, M. Unusual Nitrogenous Phenalenone Derivatives from the Marine-Derived Fungus Coniothyrium cereale. Molecules 2016, 21, 178.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top