Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles (ICSN), CNRS , 1 av de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.
J Nat Prod. 2014 Jun 27;77(6):1430-7. doi: 10.1021/np500170v. Epub 2014 Jun 5.
A rapid screening by (1)H and (1)H-(13)C HSQC NMR spectroscopy of EtOAc extracts of Endiandra and Beilschmiedia species allowed the selection of Beilschmiedia ferruginea leaves and flowers extract for a chemical investigation, leading to the isolation of 11 new tetracyclic endiandric acid analogues, named ferrugineic acids A-K (1-11). Their structures were determined by 1D and 2D NMR spectroscopic analysis in combination with HRMS data. These compounds were assayed for Bcl-xL and Mcl-1 binding affinities. Ferrugineic acids B, C, and J (2, 3, and 10) exhibited significant binding affinity for both antiapoptotic proteins Bcl-xL (Ki = 19.2, 12.6, and 19.4 μM, respectively) and Mcl-1 (Ki = 14.0, 13.0, and 5.2 μM, respectively), and ferrugineic acid D (4) showed only significant inhibiting activity for Mcl-1 (Ki = 5.9 μM).
(1)H 和(1)H-(13)C HSQC NMR 快速筛选恩蒂安德拉和贝氏木属物种的乙酸乙酯提取物,选择贝氏木属植物的叶子和花提取物进行化学研究,分离得到 11 个新的四环恩蒂安德里酸类似物,命名为 ferrugineic 酸 A-K(1-11)。通过 1D 和 2D NMR 光谱分析结合高分辨质谱数据确定了它们的结构。这些化合物被测定了对 Bcl-xL 和 Mcl-1 的结合亲和力。Ferrugineic 酸 B、C 和 J(2、3 和 10)对两种抗凋亡蛋白 Bcl-xL(Ki = 19.2、12.6 和 19.4 μM)和 Mcl-1(Ki = 14.0、13.0 和 5.2 μM)均表现出显著的结合亲和力,而 ferrugineic 酸 D(4)仅对 Mcl-1 表现出显著的抑制活性(Ki = 5.9 μM)。