1-Acyl-3-O-[β-glucopyranosyl-(1″→6′)-β-glucopyranosyl]-glycerols and Cordycedipeptides B and C, New Metabolites from Bacillus pumilus

Author:

Wang Hongpeng12,Drawert Frederike3,Steinert Michael34,Schulz Stefan5,Laatsch Hartmut2

Affiliation:

1. Zhejiang Provincial Key Laboratory for Chemistry and Biology Processing Technology of Farm Products, Zhejiang University of Science and Technology, Hangzhou 310023, China

2. Institute for Organic and Biomolecular Chemistry, University of Göttingen, Tammannstrasse 2, D-37077 Göttingen, Germany

3. TU Braunschweig, Institute for Microbiology, Spielmannstrasse 7, D-38106 Braunschweig, Germany

4. Helmhotz Center for Infection Research, Inhoffenstrasse 7, D-38124 Braunschweig, Germany

5. TU Braunschweig, Institute of Organic Chemistry, Hagenring 30, D-38106 Braunschweig, Germany

Abstract

Four 1-monoacyl-3- O-[β-glucopyranosyl-(1→6)-β-glucopyranosyl]-glycerols (1) and four 1,2-diacyl-3- O-[β-glucopyranosyl-(1→6)-β-glucopyranosyl]-glycerols (2a) with acyl residues consisting of 1:1 mixtures of 1- iso-pentadecanoyl- and 1- anteiso-pentadecanoyl residues and the respective heptadecanoic acid isomers s as main components, have been characterized in the extracts of Bacillus pumilus strain DKS1. Twenty-seven further metabolites, among them the diketopiperazines cordycedipeptide A (3), B (4), and C (5), were obtained. All compounds were elucidated by NMR and MS techniques and fully characterized and tested for antimicrobial activity against Legionella pneumophila.

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

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