从 Fuscoporia torulosa 子实体中分离出 C-29 含氧齐墩果烷三萜类化合物和一种 (+)-muurolene 型倍半萜类化合物及其生物活性。

IF 2.5 4区 医学 Q3 CHEMISTRY, MEDICINAL
Tatsuro Yoneyama, Chian Chen, Yoshihiro Ichimura, Katsuyuki Nakashima, Hiromichi Kenmoku, Hiroshi Imagawa, Akemi Umeyama, Masaaki Noji
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引用次数: 0

摘要

基枝菌具有多种次级代谢产物骨架,有望成为新的有趣生物化合物的来源。在对基生真菌的研究过程中,我们从 Fuscoporia torulosa 子实体的 MeOH 提取物中分离出了两种新的 C-29 含氧齐墩果烷型三萜类化合物(1 和 2)和 torulosacid(3),后者是一种具有五元醚环的室烯类倍半萜化合物,以及九种已知化合物(4-12)。通过核磁共振和 HREIMS 分析确定了 1-3 的结构。利用 X 射线晶体学分析以及实验和计算的 ECD 光谱比较,对 3 的立体化学结构进行了进一步研究。在对分离物进行的抗菌试验中,1、7 和 9 对耐甲氧西林金黄色葡萄球菌和其他革兰氏阳性菌株具有生长抑制活性。从真菌(包括基枝真菌)中分离出齐墩果烷型三萜类化合物是一项独特的研究成果,可进一步分离出新的化合物并发现独特的生物合成酶。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Isolation of C-29 oxygenated oleanane triterpenoids and a (+)-muurolene type sesquiterpenoid from the fruiting bodies of Fuscoporia torulosa and their bioactivities

Isolation of C-29 oxygenated oleanane triterpenoids and a (+)-muurolene type sesquiterpenoid from the fruiting bodies of Fuscoporia torulosa and their bioactivities

Isolation of C-29 oxygenated oleanane triterpenoids and a (+)-muurolene type sesquiterpenoid from the fruiting bodies of Fuscoporia torulosa and their bioactivities

Basidiomycetes with a wide variety of skeletons of secondary metabolites can be expected to be the source of new interesting biological compounds. During our research on basidiomycetes, two new C-29 oxygenated oleanane-type triterpenes (1 and 2) and torulosacid (3), a muurolene type sesquiterpenoid with a five-membered ether ring along with nine known compounds (412), were isolated from the MeOH extract of the fruiting bodies of Fuscoporia torulosa. The structures of 13 were determined by NMR and HREIMS analysis. Further studies on the stereochemistry of 3 were conducted using X-ray crystallographic analysis and comparison of experimental and calculated ECD spectra. In the antimicrobial assay of isolates, 1, 7, and 9 showed growth inhibitory activity against methicillin-resistant Staphylococcus aureus and other gram-positive strains. Isolation of oleanane type triterpenes from fungi including basidiomycetes, is a unique report that could lead to further isolation of new compounds and the discovery of unique biosynthetic enzymes.

Graphical abstract

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来源期刊
CiteScore
6.90
自引率
3.00%
发文量
79
审稿时长
1.7 months
期刊介绍: The Journal of Natural Medicines is an international journal publishing original research in naturally occurring medicines and their related foods and cosmetics. It covers: -chemistry of natural products -biochemistry of medicinal plants -pharmacology of natural products and herbs, including Kampo formulas and traditional herbs -botanical anatomy -cultivation of medicinal plants. The journal accepts Original Papers, Notes, Rapid Communications and Natural Resource Letters. Reviews and Mini-Reviews are generally invited.
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