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Laureatin, a constituent from laurencia nipponica yamada

โœ Scribed by Toshi Irie; Motowo Izawa; Etsuro Kurosawa


Publisher
Elsevier Science
Year
1968
Tongue
French
Weight
340 KB
Volume
9
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


We describe herein the isolation and structural elucidation of a new bromo compound, designated as laureatin, in Laurencia ninoonica Yamada (Japanese name Urasozo; Rhodomelaceae). Laureatin (I), C15H2002Br2 (Mf 394, 392 and 390), m.p. 82-83', la], +96" @X4), was isolated in 0.05% yield by chromatographic purification of the neutral fraction from methanol extracts of the dried seaweed. The UV,nEkp 223 rnp (E 12,800) and ainfl 229 (10,400), and IR spectra,3::: 3300, 2100, 1140, -1 1086, 1045, 975 and 965 cm , indicate that I is an ether having a conjugate en- yne group and contains neither hydroxyl nor carbonyl function. The NMR spectrum (2) and the spin decoupling study (Fig. 1A) confirm the presence of groups -CH2-C(H-A)=C(H-B)-CZC(H-I) (3) and -C(H-Ll)(H-L2)-C(H-M)3:23.97


๐Ÿ“œ SIMILAR VOLUMES


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An extensive study of the neutral essential oil from Laurencia nipoonica Yamada (Rhodomelaceae; Urasozo in Japanese)(2) led to isolation of a new bromo alcohol and its acetate in 0.02 and 0.0005$ yields, respectively. They are designated as laurefucin and acetyllaurefucin and are assigned structures

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Red alga, Laurencia nipponica Yamada, is unique in the various biosynthesis of halogenated Cl5 non-terpenoids having the conjugated enyne (2) related to laurediol (3), chamigrene derivatives (4), cuparene derivatives (5) and methylrearranged sesquiterpenoids (6). In our continuing study of the neutr