Tomoyuki Tsuneya

Guaiane sesquiterpenes from agarwood

Abstract Seven new sesquiterpenes, all of which have a guaiane skeleton, i.e. (−)-guaia-1(10),11-dien-15-ol, (−)-guaia-1(10),11-diene-15-carboxylic acid, methyl guaia-1(10),11-diene-15-carboxylate, (+)-guaia-1(10),11-dien-9-one, (−)-1,10-epoxyguai-11-ene, (−)-guaia-1(10),11-dien-15,2-olide and (−)-rotundone, have been isolated from Aquilaria agallocha (agarwood). Their structures have been established on the bases of detailed spectroscopic analyses and synthesis.

Three sesquiterpenes from agarwood

Abstract Three new sesquiterpenes, (−)-guaia-1(10),11-dien-15-al, (−)-selina-3,11-dien-9-one, and (+)-selina-3,11-dien-9-ol, have been isolated from Aquilaria agollocha (agarwood). Their structures have been established on the bases of detailed spectroscopic analyses and synthesis. The odoriferous properties of these compounds are also described.

Components of the Volatile Concentrate of Agarwood

ABSTRACT The solvent extracts obtained from four kinds of agarwood (Kanankoh and Jinkoh), all of which were collected in Vietnam and imported via Hong Kong, were analyzed using fused silica capillary gas chromatography and mass spectrometric techniques. The difference between Kanankoh (Aquilaria agallocha Roxb.) and other agarwood (Jinkoh—tentatively identified as A. sinensis (Lour.) Gilg.) was studied by comparing the compositions of their extracts. Kanankoh contained large amount of chromone derivatives as previously reported. Moreover, it was found that two types of Kanankoh existed. One of them was rich in oxygenated guaiane and eudesmane derivatives, while the other contained oxo-agarospirol as a major sesquiterpene component. The biosynthesis of the sesquiterpenes in Kanankoh is also discussed.

Components of the agarwood smoke on heating

ABSTRACT The smoke of two kinds of Vietnamese agarwood (Kanankoh and Jinkoh) generated by heating was analyzed by using fused silica capillary GC/M S. Kanankoh smoke contained many kinds of fragrant sesquiterpenes along with a small amount of pulp wood pyrolysis products such as acetic acid, benzaldehyde, and vanillin as a top note. On the other hand, many aromatic compounds that might be produced by pyrolysis of ligneous part were detected from Jinkoh smoke. The odor profiles of Kanankoh and Jinkoh smokes are also discussed.

Volatile constituents from marine brown algae of japanese Dictyopteris

cis-3-Butyl-4-vinylcyclopentene, trans-1-[(1Z)-hexenyl]-2-vinylcyclopropane, 4-[(1E)-hexenyl]-cyclopentene, and 6-[(1E)-butenyl]-cyclohepta-1,4-diene were newly identified in the essential oils from fresh Dictyopteris prolifera and D. undulata. On the other hand, the oil of D. divaricata was found to consist mostly of a single sesquiterpene, cubenol (over 95%) instead of the C11-compounds. The growth-locality variation in the chemical compositions of the essential oils in the genus Dictyopteris was discussed.

Enzymatic formation of unsaturated long chain fatty aldehydes in Ulva pertusa

Abstract (Z)-8-Heptadecenal, (Z,Z)-8, 11-heptadecadienal and 8,11,14-heptadecatrienal, were produced enzymatically from oleic, linoleic and linoleni

Acidic Components in Scotch Spearmint Oil (Mentha gracilis Sole)

Abstract The acidic volatile components in Midwest Scotch spearmint oil (Mentha gracilis Sole) were investigated by means of GC, GC/MS and other analytical techniques. A total of 46 acidic components (35 carboxylic acids and 11 phenols) were identified from the oil. Among them, three carboxylic acids peculiar to spear mint oil, cis-2-pentylcyclopropane-1-carboxylic acid, 3-isopropenylpentane-1,5-dioic acid, and 3-isopropenyl-6-oxoheptanoic acid were newly assigned by spectral data and by synthesis. The absolute configuration of one of the compounds was determined to be (IS, 2R)-(+)-enantiomer by an enantioselective multidimensional GC. The quantitative comparison of the major acidic components in the other three types of spearmint oil, in two types of peppermint oil, and in cornmint oil were discussed.