A new labile bromoterpenoid from the red alga laurencia majuscula: Dehydrochloroprepacifenol

LAURENCIA MARILZAE SP. NOV. (CERAMIALES, RHODOPHYTA) FROM THE CANARY ISLANDS, SPAIN, BASED ON MORPHOLOGICAL AND MOLECULAR EVIDENCE1

“…In contrast, four sesquiterpenes were previously reported for L. majuscula from different localities. The sesquiterpenes pacifenol and dehydrochloroprepacifenol were isolated from L. majuscula from the Mediterranean Sea (Caccamese et al. 1986, 1987), whereas isoobtusol and elatol were reported for L. majuscula from the Gran Canaria (Masuda et al.…”

Additional analysis of chemical diversity of the red algal genus Laurencia (Rhodomelaceae) from Japan

“…Furthermore, our material is in agreement with an Australian specimen of L. majuscula that was collected from Kangaroo Island, southern Australia (SAP 039946), which is rather near the type locality of this species, Rottnest Island. Masuda et al (1997bMasuda et al ( , 1998 have pointed out the possibility that at least four chemical races are present among chamigrane-type sesquiterpenoid-producing populations of L. majuscula, although interfertility between these populations have not been tested: (i) populations from Okino-shima in Japan (Suzuki and Kurosawa 1978, Suzuki et al 1979a, Hinchinbrook Island and Magnetic Island in north Queensland, Australia (Coll and Wright 1989;Wright et al 1990), which produce (Z)-10,15-dibromo-9-hydroxy-chamigra-1,3(15),7(14)-triene as a major compound; (ii) a population of eastern Sicily, Italy (Caccamese et al 1986(Caccamese et al , 1987, which includes pacifenol as a major compound; (iii) populations from Woodmans Point 30 km south of Perth, Western Australia, which is the closest to the type locality of L. majuscula (Capon et al 1988), and Gran Canaria ), which produce elatol as a major compound; and (iv) populations from Taketomi Island and Hateruma Island, the Ryukyu Islands, Japan (Masuda et al 1997b), which produce (2R,3R,5S)-5-acetoxy-2-bromo-3-chlorochamigra-7(14),9-dien-8-one as a major compound. The Tanegashima population of L. majuscula sampled is assigned to the race that produces (Z)-10,15dibromo-9-hydroxy-chamigra-1,3(15), 7(14)-triene.…”

Progress in the Chemistry of Organic Natural Products 102

“…In addition, several of these sesquiterpenes contain 2,7-epoxy (194)(195)(196)(197)(198)(199)(200)(201)(202)(203)(204)(205)(206)(207)(208)(209)(210)(211)(212), 3,7-epoxy (213-222), 4,7-epoxy (223), or 5,7-epoxy (224) rings. and gastropods feeding on them, amounting to 99 compounds in total .…”