Next Article in Journal
Optimization of Medium Using Response Surface Methodology for Lipid Production by Scenedesmus sp.
Previous Article in Journal
Two New Antibiotic Pyridones Produced by a Marine Fungus, Trichoderma sp. Strain MF106
Mar. Drugs 2014, 12(3), 1220-1244; doi:10.3390/md12031220
Article

Dereplication Strategies for Targeted Isolation of New Antitrypanosomal Actinosporins A and B from a Marine Sponge Associated-Actinokineospora sp. EG49

1,†,‡
, 1,2,‡
, 2
, 2
, 3
, 4
, 3
, 1,*  and 2,*
1 Department of Botany II, Julius-von-Sachs Institute for Biological Sciences, University of Würzburg, Julius-von-Sachs-Platz 3, Würzburg D-97082, Germany 2 Strathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, The John Arbuthnott Building, 161 Cathedral Street, Glasgow G4 0NR, UK 3 Eskitis Institute, Griffith University, Brisbane, QLD 4111, Australia 4 Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia 41522, Egypt Permanent address: Department of Pharmacognosy, Faculty of Pharmacy, Minia University, Minia 61519, Egypt These two authors contributed equally to this work.
* Authors to whom correspondence should be addressed.
Received: 11 October 2013 / Revised: 22 January 2014 / Accepted: 8 February 2014 / Published: 6 March 2014
View Full-Text   |   Download PDF [11685 KB, 24 February 2015; original version 24 February 2015]   |   Browse Figures

Abstract

High resolution Fourier transform mass spectrometry (HRFTMS) and nuclear magnetic resonance (NMR) spectroscopy were employed as complementary metabolomic tools to dereplicate the chemical profile of the new and antitrypanosomally active sponge-associated bacterium Actinokineospora sp. EG49 extract. Principal Component (PCA), hierarchical clustering (HCA), and orthogonal partial least square-discriminant analysis (OPLS-DA) were used to evaluate the HRFTMS and NMR data of crude extracts from four different fermentation approaches. Statistical analysis identified the best culture one-strain-many-compounds (OSMAC) condition and extraction procedure, which was used for the isolation of novel bioactive metabolites. As a result, two new O-glycosylated angucyclines, named actinosporins A (1) and B (2), were isolated from the broth culture of Actinokineospora sp. strain EG49, which was cultivated from the Red Sea sponge Spheciospongia vagabunda. The structures of actinosporins A and B were determined by 1D- and 2D-NMR techniques, as well as high resolution tandem mass spectrometry. Testing for antiparasitic properties showed that actinosporin A exhibited activity against Trypanosoma brucei brucei with an IC50 value of 15 µM; however no activity was detected against Leishmania major and Plasmodium falciparum, therefore suggesting its selectivity against the parasite Trypanosoma brucei brucei; the causative agent of sleeping sickness.
Keywords: actinosporins; Spheciospongia vagabunda; Actinokineospora; anti-trypanosomal; dereplication; secondary metabolomics actinosporins; Spheciospongia vagabunda; Actinokineospora; anti-trypanosomal; dereplication; secondary metabolomics
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.

Share & Cite This Article

Export to BibTeX |
EndNote


MDPI and ACS Style

Abdelmohsen, U.R.; Cheng, C.; Viegelmann, C.; Zhang, T.; Grkovic, T.; Ahmed, S.; Quinn, R.J.; Hentschel, U.; Edrada-Ebel, R. Dereplication Strategies for Targeted Isolation of New Antitrypanosomal Actinosporins A and B from a Marine Sponge Associated-Actinokineospora sp. EG49. Mar. Drugs 2014, 12, 1220-1244.

View more citation formats

Supplement

Related Articles

Article Metrics

Comments

Citing Articles

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