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Dimeric and esterified sesquiterpenes from the liverwort Chiastocaulon caledonicum
Phytochemistry ( IF 3.8 ) Pub Date : 2020-11-01 , DOI: 10.1016/j.phytochem.2020.112495
Benjamin Métoyer 1 , Annecie Benatrehina 2 , L Harinantenaina Rakotondraibe 2 , Louis Thouvenot 3 , Yoshinori Asakawa 4 , Mohammed Nour 5 , Phila Raharivelomanana 6
Affiliation  

This is the first chemical investigation of Chiastocaulon caledonicum, an endemic liverwort from New Caledonia. We herein present the isolation of thirteen compounds including seven undescribed sesquiterpenoids, namely four barbatane- and three myltaylane-type sesquiterpenes. The structures of these compounds were elucidated based on the interpretation of their chemical and spectroscopic/spectrometric data. Chiastocaulins A and B are the first examples of dimers based on two myltaylane units. The chemotaxonomic importance and the biosynthesis of the chiastocaulin structure are discussed. Terpenoid dimers formed via a Diels-Alder cyclization are thought to be specific to the Plagiochilaceae family.

中文翻译:

来自地草 Chiastocaulon caledonicum 的二聚体和酯化倍半萜烯

这是对来自新喀里多尼亚的地方性苔草 Chiastocaulon caledonicum 的首次化学研究。我们在此介绍了 13 种化合物的分离,包括 7 种未描述的倍半萜类化合物,即四种 barbatane 和三种 myltaylane 型倍半萜。基于对它们的化学和光谱/光谱数据的解释,阐明了这些化合物的结构。Chiastocaulins A 和 B 是基于两个 mytaylane 单元的二聚体的第一个例子。讨论了化学分类学的重要性和 chiastocaulin 结构的生物合成。通过 Diels-Alder 环化形成的萜类二聚体被认为是 Plagiochilaceae 家族特有的。
更新日期:2020-11-01
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