An extensive study of neutral essential oil from Laurencia nipponica Yamada (Rhodomelaceae; Urasozo in Japanese) led to isolation of a new bromo ether in 0.001% yield. It is designated as isoprelaurefucin and assigned structure I on the basis of chemical and spectral evidence and biogenetical point
Laurefucin and acetyllaurefucin, new bromo compounds from Laurencia nipponica yamada
โ Scribed by Akio Fukuzawa; Etsuro Kurosawa; Toshi Irie
- Publisher
- Elsevier Science
- Year
- 1972
- Tongue
- French
- Weight
- 230 KB
- Volume
- 13
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
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 I and II on the basis of the chemical and spectral evidence described below. Laurefucin (I), m.p. 107-108ยฐ, (a), -80ยฐ, d= 265 and 263 (M+-C5H5), was analyzed for C15H2103Br. The UV (Amax 224.5 nm (E 17,900), hinf 232 (14,100)) and IR spectra (vmaX C17H2304Br, oil, ('ID -126.5'; m/e 372 and 370 (M+), 312 and 310 (M+-AcOH), _ _ 307 and 305 (M+-C5H5); hmax 224.5 nm (E 16,900),
๐ SIMILAR VOLUMES
C15H2602Br2' involving ring isomerization, m/e 4CC, 398 and 396 (M+), T 9.12 (3H, br. t), 9.04 (3H, t, J=7), 7.94 (lH, m), 7.74 (2H, m), 7.42 (1H quintet), 6.4-5.8 (6H, m), which was then degradated to an unsaturated glycol (V) \*dith Zn-acetic acid as described in previous report (1).
In recent years, the brominated or non-brominated laurane-type sesquiterpenoids have been isolated from seaweeds of genus Laurencia (l-4). Our further investigations of neutral essential oil from Laurencia species have led to the isolation of two new bromo compounds, a-bromocuparene (I) and a-isobro