Kenalactams A-E, Polyene Macrolactams Isolated from Nocardiopsis CG3

J Nat Prod. 2019 May 24;82(5):1081-1088. doi: 10.1021/acs.jnatprod.8b00708.

Omar Messaoudi ¹ ² ³, Enge Sudarman ⁴ ⁵, Mourad Bendahou ², Rolf Jansen ⁴ ⁵, Marc Stadler ⁴ ⁵, Joachim Wink ¹ ⁵

Affiliations

1 Microbial Strain Collection , Helmholtz Centre for Infection Research GmbH (HZI) , Inhoffenstrasse 7 , 38124 Braunschweig , Germany.
2 Laboratory of Applied Microbiology in Food and Environment , Abou bekr Belkaïd University , Tlemcen , Algeria.
3 Department of Biology, Faculty of Science , University of Amar Telidji , Laghouat , Algeria.
4 Department Microbial Drugs , Helmholtz Centre for Infection Research GmbH (HZI) , Inhoffenstrasse 7 , 38124 Braunschweig , Germany.
5 German Centre for Infection Research Association (DZIF) , Partner site Hannover-Braunschweig, Inhoffenstrasse 7 , 38124 Braunschweig , Germany.

PMID: 31021629 DOI: 10.1021/acs.jnatprod.8b00708

Abstract

In our screening program for new biologically active secondary metabolites, a new strain, Nocardiopsis CG3 (DSM 106572), isolated from the saltpan of Kenadsa, was found to produce five new polyene macrolactams, the kenalactams A-E (1-5). Their structures were elucidated by spectral methods (NMR and HRESIMS), and the absolute configuration was derived by chemical derivatization (Mosher's method). Through a feeding experiment, alanine was proven to be the nitrogen-bearing starter unit involved in biosynthesis of the polyketide kenalactam A (1). Kenalactam E (5) was cytotoxic against human prostate Cancer PC-3 cells with an IC₅₀ value of 2.1 μM.

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