Bazzania pompeana

The isolation of -(-)-cuparene (77), and f -(-)-S-cuparenol (78) from the liverwort, Bazzania pompeana, is consistent with the general tendency of this type of plant to produce sesquiterpenoids enantiomeric with those found in higher plants38... 

For the stereoselective total synthesis of bazzanene (12 Scheme 8), a sesquiterpene isolated from the liverwort Bazzania pompeana, the fragmentation of the monoprotected mesylate (10) was used. The mesylate (10) is obtained from the triol (9), an intermediate in the synthesis of gymnomitrane sesquiter-penes. Treatment of (10) with KOBu produces cleanly the expected cyclohexenone (11). 

Wax from Ginkgo biolboy Chelidonium magusy Bazzania pompeana and other spp. Cryst. (EtOH, Me2CO or hexane). Mp 83-84 . 

Bazzania pompeana Marchantia polymorpha Jungermannia rosulans Biota orientalis (higher plant)... 

Already in 1905 Muller 265) reported the chemical constituents of the oil bodies found in the Hepaticae to be sesquiterpenoids, but the chemical constituents of the Hepaticae were not further investigated until 1965. Fujita et al. 123) reported that the essential oil of Bazzania pompeana was composed of the sesquiterpene hydrocarbons. In 1967, Huneck and Klein 160) reported the isolation of the two enantiomeric sesquiterpenes... 

Matsuo et ai (216) reported isolation of an unusual sesquiterpene hydrocarbon, a-pompene, from Bazzania pompeana, together with P-pompene and proposed structure (151) for a-pompene. The spectral data of a- and P-pompenes were identical with those of a-barbatene (121) and p-barbatene (=gymnomitrene) (122), respectively. That a-pompene is indeed identical with a-barbatene (121), has been shown by X-ray... 

Bazzania pompeana Jubula japonica Lepidozia vitrea... 

Fujita, Y., T. Ueda, and T. Ono Essential Oils of Liverworts. I. Essential Oil of Bazzania pompeana. Nippon Kagaku Zasshi 77, 400 (1956). 

Hayashi, S., and A. Matsuo Bazzanene, a Sesquiterpene Hydrocarbon of a New Carbon Skeleton from Bazzania pompeana (Lac.) Mitt. Experientia 25, 1139 (1969). 

Bazzanenol, a New Sesquiterpene Alcohol Having a Skeleton of Bicyclo[5.3.1]undecane System from Hepaticae Bazzania pompeana (Lac.) Mitt. Experientia 26, 347 (1970). 

Matsuo, A., T. Maeda, M. Nakayama, and S. Hayashi a-Pompene, a Novel Tricyclic Sesquiterpene Hydrocarbon from the Liverwort, Bazzania pompeana. Tetrahedron Letters 1973, 4131. 

Matsuo, A., M. Najcayama, S. Hayashi, and S. Yasuda Isolation of Five Sterols from Liverwort, Scapania parvitexta Steph. Agric. Biol. Chem. (Tokyo) 36, 2241 (1972). Matsuo, A., M. Nakayama, Y. Ishida, and S. Hayashi Isolation of Nonacosan-lO-ol and Cuparene from the Liverwort, Bazzania pompeana. Z. Naturforschung 26b, 32 (1971). 

Matsuo, A., M. Nakayama, M. Maeda, and S. Hayashi Distribution Pattern of Sterols in Liverworts Belonging to the Jungermanniales. Phytochem. 12, 2413 (1973). Matsuo, A., M. Nakayama, T. Maeda, Y. Nod a, and S. Hayashi Enantiomeric Cuparene-type Sesquiterpenoids from Bazzania pompeana. Phytochem. 14,1037 (1975). Matsuo, A., M. Nakayama, J. Ono, and S. Hayashi Isolation of (-)-Manool from the Liverwort, Jungermannia torticalyx. Z. Naturforschung 27b, 1437 (1972). 

Matsuo, A., H. Nozaki, M. Nabcayama, K. Kushi, S. Hayashi, and N. Kamijo The Revised Structure for a-Pompene and the Absolute Configurations of (+)-a- and (—)-P-Pompene from Bazzania pompeana. Tetrahedron Letters 1975, 241. 

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