| Title: | Nitrogen-Containing Volatiles from Marine Salinispora pacifica and Roseobacter-Group Bacteria |
| Author(s): | Harig T; Schlawis C; Ziesche L; Pohlner M; Engelen B; Schulz S; |
| Address: | "Institute of Organic Chemistry, Technische Universitat Braunschweig , Hagenring 30, 38106 Braunschweig, Germany. Institute for Chemistry and Biology of the Marine Environment (ICBM), Carl von Ossietzky Universitat Oldenburg , Carl von Ossietzky Strasse 9-11, 26129 Oldenburg, Germany" |
| DOI: | 10.1021/acs.jnatprod.7b00789 |
| ISSN/ISBN: | 1520-6025 (Electronic) 0163-3864 (Linking) |
| Abstract: | "Bacteria can produce a wide variety of volatile compounds. Many of these volatiles carry oxygen, while nitrogen-containing volatiles are less frequently observed. We report here on the identification and synthesis of new nitrogen-containing volatiles from Salinispora pacifica CNS863 and explore the occurrence in another bacterial lineage, exemplified by Roseobacter-group bacteria. Several compound classes not reported before from bacteria were identified, such as dialkyl ureas and oxalamides. Sulfinamides have not been reported before as natural products. The actinomycete S. pacifica CNS863 produces, for example, sulfinamides N-isobutyl- and N-isopentylmethanesulfinamide (5, 6), urea N,N'-diisobutylurea (16), and oxalamide N,N'-diisobutyloxalamide (17). In addition, new imines such as (E)-1-(furan-2-yl)-N-(2-methylbutyl)methanimine (8) and (E)-2-((isobutylimino)methyl)phenol (13) were identified together with several other imines, acetamides, and formamides. Some of these compounds including the sulfinamides were also released by the Roseobacter-group bacteria Roseovarius pelophilus G5II, Pseudoruegeria sp. SK021, and Phaeobacter gallaeciensis BS107, although generally fewer compounds were detected. These nitrogen-containing volatiles seem to originate from biogenic amines derived from the amino acids valine, leucine, and isoleucine" |
| Keywords: | Aquatic Organisms/*metabolism Micromonosporaceae/*metabolism Nitrogen/*metabolism Roseobacter/*metabolism; |
| Notes: | "MedlineHarig, Tim Schlawis, Christian Ziesche, Lisa Pohlner, Marion Engelen, Bert Schulz, Stefan eng Research Support, Non-U.S. Gov't 2017/12/02 J Nat Prod. 2017 Dec 22; 80(12):3289-3295. doi: 10.1021/acs.jnatprod.7b00789. Epub 2017 Dec 1" |
