Next Article in Journal
Sarcophine-Diol, a Skin Cancer Chemopreventive Agent, Inhibits Proliferation and Stimulates Apoptosis in Mouse Melanoma B16F10 Cell Line
Previous Article in Journal
Inhibitory Effects of Ecklonia cava Extract on High Glucose-Induced Hepatic Stellate Cell Activation
Mar. Drugs 2011, 9(12), 2809-2817; doi:10.3390/md9122809

Aurantoside J: a New Tetramic Acid Glycoside from Theonella swinhoei. Insights into the Antifungal Potential of Aurantosides

, 2
, 2
, 3
, 4
, 4
, 4
, 4
, 1
, 1
 and 1,*
1 The NeaNat Group, Department of Natural Compounds Chemistry, University of Naples “Federico II”, Via D. Montesano 49, 80131 Napoli, Italy 2 Department of Marine Sciences, Polytechnic University of Marche, Via Brecce Bianche, 60131 Ancona, Italy 3 Faculty of Fishery and Marine Science, Sam Ratulangi University, Manado, Indonesia 4 Department of Experimental Medicine, Section of Microbiology and Clinical Microbiology, Second University of Naples, Via Costantinopoli, 16-80138 Naples, Italy Department of Chemistry, King Abdulaziz University, Jeddah 21589, Saudi Arabia.
* Author to whom correspondence should be addressed.
Received: 3 November 2011 / Revised: 7 December 2011 / Accepted: 15 December 2011 / Published: 20 December 2011
View Full-Text   |   Download PDF [195 KB, uploaded 24 February 2015]   |   Browse Figures


The chemical investigation of an Indonesian specimen of Theonella swinhoei afforded four aurantosides, one of which, aurantoside J (5), is a new compound. The structure of this metabolite, exhibiting the unprecedented N-α-glycosidic linkage between the pentose and the tetramate units, has been determined through detailed spectroscopic analysis. The four obtained aurantosides have been tested against five fungal strains (four Candida and one Fusarium) responsible of invasive infections in immuno-compromised patients. The non-cytotoxic aurantoside I (4) was the single compound to show an excellent potency against all the tested strains, thus providing valuable insights about the antifungal potential of this class of compounds and the structure-activity relationships.
Keywords: Theonella swhinoei; aurantosides; N-glycosides; antifungal activity Theonella swhinoei; aurantosides; N-glycosides; antifungal activity
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 |

MDPI and ACS Style

Angawi, R.F.; Bavestrello, G.; Calcinai, B.; Dien, H.A.; Donnarumma, G.; Tufano, M.A.; Paoletti, I.; Grimaldi, E.; Chianese, G.; Fattorusso, E.; Taglialatela-Scafati, O. Aurantoside J: a New Tetramic Acid Glycoside from Theonella swinhoei. Insights into the Antifungal Potential of Aurantosides. Mar. Drugs 2011, 9, 2809-2817.

View more citation formats

Related Articles

Article Metrics


Citing Articles

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