Chemical constituents of the liverworts Herbertus Sakuraii and Herbertus aduncus

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  • CHEMICAL CONSTITUENTS OF THE LIVERWORTS <i>HERBERTUS SAKURAII</i> AND <i>HERBERTUS ADUNCUS</i>

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<p>  Seven new herbertane-type sesquiterpenoids, 1,13-dihydroxyherbertene, 1,14-dihydroxyherbertene, 1,15-dihydroxyherbertene, herberteneacetal, herbertenone A, herbertenone B and 12-methoxyherbertene-1,2-diol and three new chlorinated maclocyclic bis(bibenzyls), 2,12-dichloroisoplagiochin D, 12,7'-dichloroisoplagiochin D and 12,10'-dichloroisoplagiochin C were isolated from the Japanese liverwort Herbertus sakuraii, together with four known herbertane- and three dimeric herbertane-type sesquiterpenoids, two known cyclic bis(bibenzyls) and ent-pimara-8(14), 15-dien-19-oic acid. Their structures were elucidated by a combination of extensive 2D NMR spectroscopic methods and X-ray crystallographic analysis. Further analysis of the mass spectra of the extracts of Canadian and Japanese H. aduncus showed that the former species produces herbertene-1,2-diol, herbertenolide, herberteneacetal and the latter one herbertenolide, herberteneacetal, 1,15-dihydroxyherbertene and 1,2-dihydroxyherbertene-12-al, together with the previously known herbertane sesquiterpenoids. H. sakuraii is chemically similar not only to H. aduncus but also Mastigophora species.</p>

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