Cadinol structure

Apart from the n-alkanes discussed above, epicuticular wax hydrocarbons contain sesqui- and diterpenoids. These compounds are based on the structural skeletons of cadinane and abietane, respectively, which are shown in Fig. 7-24. The sesquiterpenoids recovered by Simoneit and Mazurek (1982) in the rural aerosol were calamenene, tetrahydrocadalane, and cadalene. These compounds presumably are degradation products of cadinane derivatives (various isomers of cadinenes and cadinols), which are ubiquitous in essential oils of many higher plants (Simonsen and Barton, 1961). The major diterpenoid hydrocarbons observed in the aerosol samples were dehy-droabietane, dehydroabietin, and retene. The main source of abietane derivatives are coniferous resins. The parent compounds dehydrate fairly rapidly to yield the more stable hydrocarbons found in the aerosols. These may then serve as markers for hydrocarbons arising from vegetation, in addition to the odd-to-even carbon number preference in the n-alkanes. 

Lin et have re-opened the controversy concerning the structure of (— )-torreyol [(— )- -cadinol]. They suggest that it should be the amorphane derivative (90) but their evidence for this assignment still does not exclude Westfelt s... 

The GC/MS analysis of the volatile oil of T. polium [79] showed that sesquiterpenoids comprise the major part of the oil (78.6 %), certain sesquiterpene alcohols such as P-eudesmol and a-cadinol.Two new sesquiterpene diols 7-ej7/-eudesm-4(15)-ene-ip, 6a-diol (146) and 7-epi-eudesm-4(15)-ene-ip, 6P-diol (147) were isolated and their structures were elucidated by H and NMR spectral analyses. 

Nagasampagi, B. A., L. Yankov, and S. Dev Sesquiterpenoids from the Wood of Cedrela toona Roxb. Partial Synthesis of T-Muurolol, T-Cadinol and Cubenol Structures of 5-Cadinene and 5-Cadinol. Tetrahedron Letters 1968, 1913. 

Cheng Y S, Kuo Y H, Lin Y T 1967 Extractive components from wood of Taiwania cryp-tomerioides Hayata the structures of T-cadinol and T-muurolol. J Chem Soc Chem Commun 565-566... 

Nagasampagi B A, Yankov L, Sukh Dev 1968 Sesquiterpenoids from the wood of Cedrela toona Roxb. partial synthesis of T-muurolol, T-cadinol and cubenol structures of <5-cadinene and d-cadinol. Tetrahedron Lett 1913-1918... 

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