Determination of the absolute configuration of chaetoviridins and other bioactive azaphilones from the endophytic fungus Chaetomium globosum
Determination of the absolute configuration of chaetoviridins and other bioactive azaphilones from the endophytic fungus Chaetomium globosum
复制标题
DOI：
10.1016/j.bmcl.2015.08.063
复制
发表时间：
2015-11-01
影响因子：
2.7
通讯作者：
Chang, Leng Chee
中科院分区：
文献类型：
--
作者：
Youn, Ui Joung;Sripisut, Tawanun;Chang, Leng Chee
对从 Wikstroemia uva-ursi 叶子中分离出的内生真菌球毛壳菌 (Chaetomium globosum) 进行的化学研究导致分离出两种新的阿扎菲酮 (chaetoviridins J 和 K)（1 和 3），以及五种已知衍生物（2 和 4-7）。通过NMR、X射线衍射、Mosher法和CD分析确定了阿扎菲酮的结构。根据分离的化合物抑制肿瘤坏死因子α (TNF-α) 诱导的核因子-κ B (NF-κ B) 的能力，评估其癌症化学预防潜力。化合物 4、5、7 以及合成的 8 和 9 抑制一氧化氮 (NO) 产生，IC50 值范围为 0.3-5.8 mu M。化合物 4、5 和 9 还表现出 (TNF-α) 诱导的 NF-κ B 活性，IC50 值范围为 0.9-5.1 mu M。(C) 2015 Elsevier Ltd。保留所有权利。
Chemical investigation of an endophytic fungus Chaetomium globosum isolated from leaves of Wikstroemia uva-ursi led to the isolation of two new azaphilones, chaetoviridins J and K (1 and 3), along with five known derivatives (2 and 4-7). The structures of azaphilones were determined by NMR, X-ray diffraction, Mosher's method, and CD analysis. The isolated compounds were evaluated for their cancer chemopreventive-potential based on their abilities to inhibit tumor necrosis factor alpha (TNF-alpha)-induced nuclear factor-kappa B (NF-kappa B). Compounds 4, 5, 7, and synthetic 8 and 9 inhibit nitric oxide (NO) production with IC50 values in the range of 0.3-5.8 mu M. Compounds 4, 5, and 9 also displayed (TNF-alpha)-induced NF-kappa B activity with IC50 values in the range of 0.9-5.1 mu M. (C) 2015 Elsevier Ltd. All rights reserved.