Halogenated sesquiterpenes from the red alga Laurencia obtusa

Halogenated Organic Molecules of Rhodomelaceae Origin: Chemistry and Biology

“…162 Following extensive analyses of NOESY correlations, the stereochemistry of 219 was revised in a recent report, which also described the structures of four similar compounds 220− 223 from L. obtusa collected at Milos Island in the Aegean Sea, Greece. 163 L. obtusa (Serifos Island in the central Aegean Sea, Greece) was the source of the sesquiterpene 8-bromo-9,11-cyclo-4-perforen-3-one (224), 140 while L. tenera (Townsville region of the Great Barrier Reef, Australia) produced 2-epiperforatone (225) 164 and tenerol acetate (226). 165 The structure of 2-epi-perforatone (225) was determined by single-crystal X-ray diffraction.…”

Phytochemical and Biological Properties of Sesquiterpene Constituents From the Marine Red Seaweed Laurencia: A Review

“…The rearranged halogenated compounds, with the unique 1,6-epoxy brasilane moiety (141-143) had been isolated; along with the known compounds brasilenol (144) and epibrasilenol (145) from L. obtusa collected off Symi Island in the Aegean Sea, Greece. Relative stereochemistries of all compounds were determined by molecular modeling [87]. L. obtusa (Tekirova, Turkey) produced also new brasilane-type sesquiterpene with the systemic name 2-Chloro-4-isopropyl-1,6,6-trimethylhexahydro-1H-indene-1,3 β,7 β -triol (146) [88] (Figure 7).…”

“…L. obtusa collected at Milos Island in the Aegean Sea Greece yielded four undecane-3-one sesquiterpenes (179-182) and perforenone D (183). The relative stereochemistry of the known compound perforatone (184) was revised [87]. On the other hand, perforenol B (185), which was also, isolated from L. obtusa, exhibited strong cytotoxic activity [86].…”

Nonhalogenated organic molecules from Laurencia algae

“…The nonhalogenated perforane sesquiterpenes comprised 59-64 with sources of L. perforata from Canary Islands and Australia (59-61) (González et al 1975;Wright et al 2003), L. obtusa from Greece (62) (Iliopoulou et al 2002), and L. synderiae var. guadalupensis from Mexico (63 and 64) (Howard and Fenical 1979).…”