Novel halogenated metabolites from the Malaysian Laurencia pannosa.
In connection with our chemotaxonomic studies of Malaysian species of the red algal genus Laurencia, the chemical composition of Laurencia pannosa Zanardini was examined. Two halogenated sesquiterpenoids, named pannosanol (1) and pannosane (2), have been isolated along with a halogenated C15-acetogenin, (3Z)-chlorofucin (3). The structures of these compounds were determined from their spectroscopic data (IR, 1H NMR, 13C NMR, 2D NMR, and MS). Pannosanol and pannosane are novel halometabolites with an unusual rearranged chamigrane framework. Antibacterial activities of these metabolites against marine bacteria are also described.
Suzuki
M
M
Division of Material Science, Graduate School of Environmental Earth Science, Hokkaido University, Sapporo 060-0810, Japan. misu@ees.hokudai.ac.jp
Daitoh
M
M
Vairappan
C S
CS
Abe
T
T
Masuda
M
M
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D005663:Furans / Q000302:isolation & purification* / Q000494:pharmacology*; D007783:Lactones / Q000302:isolation & purification* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008296:Malaysia; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D000461:Rhodophyta / Q000737:chemistry*; D012717:Sesquiterpenes / Q000302:isolation & purification* / Q000494:pharmacology*; D013055:Spectrophotometry, Infrared
D000900:Anti-Bacterial Agents; D005663:Furans; D007783:Lactones; D012717:Sesquiterpenes; C433898:chlorofucin; C433899:pannosane; C433897:pannosanol