Taichunins E–T, Isopimarane Diterpenes and a 20-nor-Isopimarane, from Aspergillus taichungensis (IBT 19404): Structures and Inhibitory Effects on RANKL-Induced Formation of Multinuclear Osteoclasts,Journal of Natural Products

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Taichunins E–T, Isopimarane Diterpenes and a 20-nor-Isopimarane, from Aspergillus taichungensis (IBT 19404): Structures and Inhibitory Effects on RANKL-Induced Formation of Multinuclear Osteoclasts
Journal of Natural Products ( IF 3.3 ) Pub Date : 2021-08-31 , DOI: 10.1021/acs.jnatprod.1c00486
Ahmed H H El-Desoky _{1,

2} , Natsumi Inada ₁ , Yuka Maeyama ₁ , Hikaru Kato ₁ , Yuki Hitora ₁ , Momona Sebe ₁ , Mika Nagaki ₁ , Aika Kai ₁ , Keisuke Eguchi ₁ , Tomoaki Inazumi ₃ , Yukihiko Sugimoto ₃ , Jens C Frisvad ₄ , Robert M Williams ₅ , Sachiko Tsukamoto ₁

Affiliation

Fifteen new isopimarane-type diterpenes, taichunins E–S (1–15), and a new 20-nor-isopimarane, taichunin T (16), together with four known compounds were isolated from Aspergillus taichungensis (IBT 19404). The structures of these new compounds were determined by NMR and mass spectroscopy, and their absolute configurations were analyzed by NOESY and TDDFT calculations of ECD spectra. Taichunins G, K, and N (3, 7, and 10) completely inhibited the receptor activator of nuclear factor-κB ligand (RANKL)-induced formation of multinuclear osteoclasts in RAW264 cells at 5 μM, with 3 showing 92% inhibition at a concentration of 0.2 μM.

中文翻译：

Taichunins E-T、Isopimarane Diterpenes 和 20-nor-Isopimarane，来自台中曲霉 (IBT 19404)：结构和对 RANKL 诱导的多核破骨细胞形成的抑制作用

从台中曲霉(IBT 19404)中分离出了15 种新的异海松烷型二萜、太中宁 E–S ( 1 – 15 ) 和一种新的 20- nor- isopimarane、太中宁 T ( 16 ) 以及四种已知化合物。这些新化合物的结构由核磁共振和质谱确定，它们的绝对构型通过 ECD 谱的 NOESY 和 TDDFT 计算分析。Taichunins G，K和N（3，7，和10）完全抑制核因子κB配体（RANKL）在5μM的诱导形成在RAW264细胞多核破骨细胞的的受体激活剂，用3 在 0.2 μM 的浓度下显示 92% 的抑制。

更新日期：2021-09-24

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