Polybrominated diphenyl ethers from the Indonesian sponge Lamellodysidea herbacea.
Four new (1-4) and 10 known polybrominated diphenyl ethers (5-14) have been isolated from the title sponge. The structures of the new entities were elucidated by interpretation of spectroscopic data and chemical transformations. These metabolites showed potent antimicrobial activity against Bacillus subtilis and moderate/weak cytotoxicity against NBT-T2 rat bladder epithelial cells. The major constituent 14 was treated under debromination conditions to give eight derivatives, which were subjected to a structure-activity relationship study. The results indicated that the presence of two phenolic hydroxyl groups and bromines at C-2 and/or C-5, as in 2, is important for the exhibition of antibacterial activity.
Hanif
Novriyandi
N
Department of Chemistry, Biology, and Marine Science, University of the Ryukyus, Nishihara, Okinawa 903-0213, Japan.
Tanaka
Junichi
J
Setiawan
Andi
A
Trianto
Agus
A
de Voogd
Nicole J
NJ
Murni
Anggia
A
Tanaka
Chiaki
C
Higa
Tatsuo
T
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001412:Bacillus subtilis / Q000187:drug effects; D004848:Epithelium / Q000187:drug effects; D004987:Ethers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007214:Indonesia; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D011075:Polybrominated Biphenyls / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry*; D051381:Rats; D013329:Structure-Activity Relationship; D001743:Urinary Bladder / Q000166:cytology
D000900:Anti-Bacterial Agents; D004987:Ethers; D011075:Polybrominated Biphenyls