An undescribed chromene glucoside from the endophytic Paracylindrocarpon sp. KMU22201 associated with Delphinium yunnanense

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC
Wen-Yu Huang , Hong-Tao Li , Wang-Cui Xu, Ya-Ting Shao, Han-Wei Ruan, Jie Guo, Wei Li
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引用次数: 0

Abstract

In our continuous work on the isolation of endophytes, the fungal strain KMU22201 was obtained from the roots of Delphinium yunnanense. Based on phylogenetic analysis, it was identified as Paracylindrocarpon sp. Despite the potential of this endophytic fungus, to our knowledge, its genetic and metabolic diversity, functional activity, and regulatory interactions with D. yunnanense remain to be explored. Investigation of the secondary metabolites of the endophytic Paracylindrocarpon sp. KMU22201 led to the isolation of one undescribed chromene glucoside, dehydromene (1), along with the reported compounds, 2,2-dimethyl-2H-1-benzopyran-6-ol (2) and methyl-p-hydroquinone (3). The structures were established unambiguously via extensive spectroscopic analysis. According to structural characteristic, a plausible biosynthetic pathway for compounds 13 was proposed. Bio-evaluations indicated that compound 1 exhibited weak anti-acetylcholinesterase and anti-inflammatory activities.

Abstract Image

从云南飞凤属内生植物Paracylindrocarpon sp. KMU22201中提取的一种未描述的铬糖苷
在持续的内生菌分离工作中,从云南飞燕草(Delphinium yunnanense)的根中分离到一株真菌KMU22201。基于系统发育分析,该真菌被鉴定为Paracylindrocarpon sp.。尽管该内生真菌潜力巨大,但据我们所知,其遗传和代谢多样性、功能活性以及与D. yunnanense的调控相互作用仍有待探索。对内生植物Paracylindrocarpon sp. KMU22201的次生代谢产物进行了研究,分离出一种未描述的氨基糖苷dehydromene(1),以及已报道的化合物2,2-二甲基- 2h -1-苯并吡喃-6-醇(2)和甲基-对对苯二酚(3)。通过广泛的光谱分析,确定了这些结构。根据结构特点,提出了化合物1 ~ 3的生物合成途径。生物评价表明,化合物1具有较弱的抗乙酰胆碱酯酶和抗炎活性。
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来源期刊
Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
期刊介绍: Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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