A coralline algal-associated bacterium, pseudoalteromonas strain J010, yields five new korormicins and a bromopyrrole.
The ethanol extract of Pseudoalteromonas strain J010, isolated from the surface of the crustose coralline alga Neogoniolithon fosliei, yielded thirteen natural products. These included a new bromopyrrole, 4'-((3,4,5-tribromo-1H-pyrrol-2-yl) methyl)phenol (1) and five new korormicins G-K (2-6). Also isolated was the known inducer of coral larval metamorphosis, tetrabromopyrrole (TBP), five known korormicins (A-E, previously named 1, 1a-c and 3) and bromoalterochromide A (BAC-A). Structures of the new compounds were elucidated through interpretation of spectra obtained after extensive NMR and MS investigations and comparison with literature values. The antibacterial, antifungal and antiprotozoal potential of 1-6, TBP and BAC-A was assessed. Compounds 1-6 showed antibacterial activity while BAC-A exhibited antiprotozoal properties against Tetrahymena pyriformis. TBP was found to have broad-spectrum activity against all bacteria, the protozoan and the fungus Candida albicans.
School of Biological, Earth and Environmental Sciences and Centre for Marine Bio-Innovation, The University of New South Wales, Sydney, NSW 2052, Australia. jan.tebben@unsw.edu.au.
Jan
J
Tebben
Australian Institute of Marine Science, PMB no. 3, Townsville MC, Townsville 4810, Australia. c.motti@aims.gov.au.
Cherie
C
Motti
Australian Institute of Marine Science, PMB no. 3, Townsville MC, Townsville 4810, Australia. d.tapiolas@aims.gov.au.
Dianne
D
Tapiolas
Australian Institute of Marine Science, PMB no. 3, Townsville MC, Townsville 4810, Australia. p.thomashall@aims.gov.au.
Peter
P
Thomas-Hall
School of Biological, Earth and Environmental Sciences and Centre for Marine Bio-Innovation, The University of New South Wales, Sydney, NSW 2052, Australia. t.harder@unsw.edu.au.
Tilmann
T
Harder
D000818:Animals; D037421:Anthozoa / Q000382:microbiology*; D000900:Anti-Bacterial Agents / Q000494:pharmacology; D000935:Antifungal Agents / Q000494:pharmacology; D000981:Antiprotozoal Agents / Q000494:pharmacology; D005231:Fatty Acids, Unsaturated / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D031161:Pseudoalteromonas / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D000461:Rhodophyta / Q000737:chemistry*; D013769:Tetrahymena pyriformis / Q000187:drug effects
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000981:Antiprotozoal Agents; D005231:Fatty Acids, Unsaturated; D007783:Lactones; D011758:Pyrroles; C111296:korormicin