Development of medicinal plant resources of liverworts growing in southern hemisphere and research for the clucidation of the evolution and differentiation process based on the precision chemical analysis.

我们重点研究了南半球地衣和蕨类植物的化学成分，因为许多特有物种生长在新西兰和阿根廷。从苔类植物中分离得到的微量化学成分，对地衣植物的化学系统学和进化研究具有重要意义。并通过LC-MS和GC-MS分析比较了地钱和蕨类植物的化学成分。1.分析了阿根廷毛盾叶草和斜纹石竹的乙醚提取物。以前的物种含有两个新的倍半萜，命名为Dumortane和Nordumortane类型的骨架。后一种植物产生了Hopane类三萜类化合物，这是半边红毛豆属和毛细管属植物化学系统学研究的重要化学指标。对厄瓜多尔钩端螺旋藻进行了化学分析，确定了一些新的倍半萜、马利烷和杰马克兰类型。从厄瓜多尔地钱属植物…中发现了挥发性的乙烯基苯类化合物在新西兰采集了更多的S(Marchesinia brachiata.2.250)标本，估计种类约为100种。对新西兰立卡氏菌的种类进行了化学分析，确定了其主要成分为新倍半萜。对12种植物的化学成分进行了分析，将其划分为4个化学分类群，并对其化学成分进行了分析。对其乙醚提取物进行了进一步的研究，得到了与大麻素结构相关的化合物，有望显示出一种有趣的生物活性。3.已知分布于地钱属植物中的辛辣味化合物。新西兰地钱膜藻含有1-(2，4，6-三甲氧基苯基)-但-2-烯-1-酮作为辛辣的味道成分。这是本研究中讨论苔类和蕨类植物进化线的最重要的结果，因为在蕨类植物Arachinoids standishii中也含有相同的刺激性化合物。Perrotetin H属于联苯类化合物，广泛存在于苔类植物中，但在高等植物的成分中尚未发现。日本蕨类植物半枝膜藻中含有双联苯基化合物Perrotetin H，这两种化合物都是化学化石，同时存在于苔类和蕨类植物中。较少

We focused on the chemical constituents of the liverworts and ferns in southern hemisphere, as many endemic species are growing in New Zealand and Argentine. The constituents isolated from the liverworts based on the micro chemical analysis, are important for the chemosystematic and evolutionary study of the liverworts. We also compared between the chemical constituents of the liverworts and those of ferns by LC-MS and GC-MS analysis.1.The ether extract of Argentine Dumortiera hirsuta and Plagiochasma rupestre were analysed. Former species contained two novel sesquiterpenes, named as dumortane and nordumortane-type skeletons. Latter species produced hopane-type triterpenoid, which is important chemical indicator for the chemosystematics of Reboulia hemisphaerica and P. rupestre. Ecuadorian Leptoscyphus jackii was analysed chemically to identify a number of new sesquiterpenes, maaliane and germacrane types. The volatile vinylbenzenoids were found as fragrance of the Ecuadorian liverwort … More s Marchesinia brachiata.2.250 materials were collected in New Zealand, and the number of species was estimated as about 100.New Zealand Riccardia species were analysed chemically to give new sesquiterpenoid as a major constituent. 12 Radula species were analysed chemically and they were divided into four chemo-taxa with their constituents. Further investigation of the ether extract of Radula marginata resulted in the isolation of cannabinoid structure-related compound which was expected to show an interesting biological activity.3.Pungent tasting compounds distributed in liverworts (Porella and Plagiochila etc) are known. New Zealand liverwort Hymenophyton flabellatum contained 1-(2, 4, 6-trimethoxy-phenyl)-but-2-en-1-one as the pungent tasting constituent. This is the most important result for the discussion of the evolutionary line of liverworts and ferns in the present investigation, since the same pungent compounds were also contained in the fern, Arachinoides standishii. Perrottetin H classified into bibenzyl compound, which is widely distributed in the liverworts, but not found in constituents of higher plants, yet. The Japanese ferm Hymenophyllum barbatum contained bisbibenzyl, Perrottetin H. These two compounds are chemical fossils, contained both in the liverworts and ferns. Less