Purification and structure elucidation of three naturally bioactive molecules from the new terrestrial Streptomyces sp. TN17 strain

Slim Smaoui (1) , Lofti Mellouli (1) , Ahmed Lebrihi (2) , Yannick Coppel (3) , Lilia Fourati Ben Fguira (1) , Florence Mathieu (2)

1 CBS - Centre de Biotechnologie de Sfax
2 LGC - Laboratoire de Génie Chimique
3 LCC - Laboratoire de chimie de coordination

Thirty litres of fermentation broth was extracted from the newly isolated Streptomyces sp. strain TN17 and various separation and purification steps led to the isolation of three pure bioactive compounds (1–3). Compound 1: cyclo (L-Leu-L-Arg), a diketopiperazine ‘DKP’ derivative; 2: di-(2-ethylhexyl) phthalate, a phthalate derivative; and 3: cyclo 1-[2-(cyclopentanecarbonyl-3-phenyl-propionyl]-pyrrolidine-2-carboxylic acid (1-carbamoyl-propyl)-amide, a cyclic tetrapeptide derivative. The chemical structure of these three active compounds was established on the basis of spectroscopic studies (MS and NMR) and by comparison with data from the literature. According to our biological studies, the pure compounds (1–3) possess antibacterial and antifungal activities.

Mots clés: Streptomyces sp. TN17; Purification; Chemical structure; Cyclo (L-Leu-L-Arg); Phthalate derivative; Cyclic tetrapeptide

Domaines: Génie chimique; Microbiologie et Parasitologie; Toxicologie; Milieux fluides et réactifs

Slim Smaoui, Lofti Mellouli, Ahmed Lebrihi, Yannick Coppel, Lilia Fourati Ben Fguira, et al.. Purification and structure elucidation of three naturally bioactive molecules from the new terrestrial Streptomyces sp. TN17 strain. Natural Product Research, 2011, 25 (8), pp.806-814. ⟨10.1080/14786410902986225⟩. ⟨hal-03539473⟩