《composita (Rhodomelaceae)》.pdfVIP

Helvetica Chimica Acta – Vol. 93 (2010) 2281 Sesquiterpenes and Other Metabolites from the Marine Red Alga Laurencia composita (Rhodomelaceae) a b a a by Nai-Yun Ji ) ), Xiao-Ming Li ), and Bin-Gui Wang* ) a) Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, P. R. China (phone/fax: þ 86-532 e-mail: wangbingui@) b ) Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, P. R. China Two new halogenated sesquiterpenes, (8b )-10-bromo-3-chloro-2,7-epoxychamigr-9-en-8-ol (1) and 2-bromo-3-chlorobisabola-7(14),11-diene-6,10-diol ( 3), and one new phytol-derived diterpene, 2,3- epoxyphytyl acetate (4), along with cis- and trans-1-methylcyclohexane-1,4-diol (5 and 6) which were isolated from a natural source for the first time but have been previously synthesized, were isolated from the marine red alga Laurencia composita and characterized. In addition, a known sesquiterpene, pacifenediol (2), and the known furanone derivative 7 were also identified. Their structures were established by NMR and mass spectroscopic methods. Introduction. – Laurencia composita belongs to the marine red algae of the family Rhodomelaceae (order Ceramiales). This species mainly grows on the upper to middle intertidal rocks with a small discoid holdfast. Its thalli are 3 – 10 cm in height, dark purple in color, and soft in texture. Each thallus possesses a terete, percurrent main axis, which is ca. 1 mm in diameter. Previous chemical investigations of L. composita revealed the presence of halogenated chamigrane sesquiterpenes and nonhalogenated and nonoxygenated C15-ace