African Journal of
Microbiology Research

  • Abbreviation: Afr. J. Microbiol. Res.
  • Language: English
  • ISSN: 1996-0808
  • DOI: 10.5897/AJMR
  • Start Year: 2007
  • Published Articles: 5228

Full Length Research Paper

Cyclic lipopeptides and other bioactive secondary metabolites from a new terrestrial Streptomyces sp. TN272

Lobna Elleuch1, Khaled A. Shaaban2, Mohamed S. Abdel-Aziz3, Ahlem Chakchouk1, Mohamed M. S. Nagia4, Lotfi Mellouli1* and Mohamed Shaaban4
1Laboratory of Microorganisms and Biomolecules  of the Centre of Biotechnology of Sfax, Road of Sidi Mansour Km 6, P.O. Box 1177” 3018, Sfax-Tunisia. 2Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, 789 South Limestone Street, Lexington, KY 40536-0596, USA. 3Microbial Chemistry Department Genetic Engineering and Biotechnology Division,  National Research Centre, El-Behoos St. 33, Dokki-Cairo 12622, Egypt. 4Chemistry of Natural Compounds Department, Division of Pharmaceutical Industries, National Research Centre, El-Behoos St. 33, Dokki-Cairo 12622, Egypt.
Email: [email protected]

  •  Accepted: 27 September 2011
  •  Published: 31 March 2012

Abstract

The ethyl acetate extract of the new terrestrial Streptomyces sp. isolate TN272 delivered eighteen bioactive compounds, including four homologues cyclic lipopeptides. Structures of the first fourteen compounds (1 to 14) were established on the basis of different spectroscopic techniques, including GC-MS, ESI-MS, HRESI/EIMS, 1D NMR experiments, and by comparison with related compounds. They are: 2,4-bis (1,1-dimethylethyl) phenol (1) 1-hexadecene (2), 5-octadecen (3), cis-cyclo (L-prolyl-L-valyl) (4), hexadecanoic acid (5), cyclo (leucyl-prolyl) (6), cis-cyclo(phenyl- prolyl) (7), 3(Z)-tetradecene (8), trans-1,10-dimethyl-trans-9-decal (9) and 1-nonadecene (10) together with a mixture of four hydroxy fatty acids; 7-hydroxy-tetradecanoic acid (11), 7-hydroxy-pentadecanoic acid (12), 9-hydroxy-hexadecanoic acid (13) and 9-hydroxy-heptadecanoic acid (14). The UV non absorbing three known cyclic lipopeptides homologues (15to 155, 161 to 164, 171 to 172) and unknown cyclic lipopeptides (18) (m/z 662) were detected during hyphenated HPLC-UV/Vis-ESI MS screening. According to our biological studies, these unknown cyclic lipopeptides possess antifungal activities against the two tested fungi, Fusarium sp. andCandida tropicalis R2 CIP203.

Key words: New Streptomyces sp.TN272, identification, bioactive compounds, purification, structure elucidation, unknown cyclic lipopeptides, antifungal activity.