Next Article in Journal
Glycosylated Porphyra-334 and Palythine-Threonine from the Terrestrial Cyanobacterium Nostoc commune
Previous Article in Journal
BMAA Inhibits Nitrogen Fixation in the Cyanobacterium Nostoc sp. PCC 7120
Article Menu

Export Article

Open AccessArticle
Mar. Drugs 2013, 11(9), 3109-3123; doi:10.3390/md11093109

Pachydictyols B and C: New Diterpenes from Dictyota dichotoma Hudson

1
Department of Botany, Faculty of Science, Mansoura University, Algomhuria St. 60, El-Mansoura 35516, Egypt
2
Institute of Organic and Biomolecular Chemistry, University of Göttingen, Tammannstrasse 2, D-37077 Göttingen, Germany
3
Chemistry of Natural Compounds Department, Division of Pharmaceutical Industries, National Research Centre, El-Behoos St. 33, Dokki-Cairo 12622, Egypt
4
Oncotest GmbH, Am Flughafen 12-14, D-79108 Freiburg, Germany
These authors contributed equally to this work.
Deceased on 9 December 2011.
*
Author to whom correspondence should be addressed.
Received: 19 June 2013 / Revised: 12 August 2013 / Accepted: 12 August 2013 / Published: 22 August 2013
View Full-Text   |   Download PDF [763 KB, 24 February 2015; original version 24 February 2015]   |  

Abstract

Two new diterpenoids, pachydictyol B (1a/1b) and C (2), were isolated from the dichloromethane extract of the marine brown alga, Dictyota dichotoma, collected from the Red Sea coast of Egypt, along with the known metabolites, pachydictyol A (3a), dictyol E (4), cis-africanan-1α-ol (5a), fucosterol (6), tetrahydrothiophen-1,1-dioxide and poly-β-hydroxybutyric acid. GC-MS analysis of the nonpolar fractions also indicated the presence of β-bourbonene and nonanal, along with three hydrocarbons and five fatty acids or their simple derivatives, respectively. GC-MS analysis of the unsaponifiable algal petroleum ether extract revealed the presence of a further eight compounds, among them 2,2,6,7-tetramethyl-10-oxatricyclo[4.3.0.1(1,7)]decan-5-one (7), N-(4-bromo-n-butyl)-pipe ridin-2-one (8) and tert-hexadecanethiol. Structures 16 were assigned by 1D and 2D NMR, mass spectra (EI, CI, HREI and HRESI) and by comparison with data from related structures. The crude algal extract was potently active against the breast carcinoma tumor cell line, MCF7 (IC50 = 0.6 µg mL−1); pachydictyol B (1a) and dictyol E (4) showed weak antimicrobial properties, and the other compounds were inactive. Pachydictyols B (1a) and C (2) demonstrated a weak and unselective cytotoxicity against twelve human tumor cell lines with a mean IC50 of >30.0 µM.
Keywords: marine brown alga; Dictyota dichotoma; pachydictyols; diterpenes; bioactivity marine brown alga; Dictyota dichotoma; pachydictyols; diterpenes; bioactivity
Figures

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary materials

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

Abou-El-Wafa, G.S.E.; Shaaban, M.; Shaaban, K.A.; El-Naggar, M.E.E.; Maier, A.; Fiebig, H.H.; Laatsch, H. Pachydictyols B and C: New Diterpenes from Dictyota dichotoma Hudson. Mar. Drugs 2013, 11, 3109-3123.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Mar. Drugs EISSN 1660-3397 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top