Graduate School of Pharmaceutical Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan.
Faculty of Pharmaceutical Sciences, Tohoku Medical and Pharmaceutical University, Sendai 981-8558, Japan.
Bioorg Med Chem Lett. 2021 Mar 1;35:127783. doi: 10.1016/j.bmcl.2021.127783. Epub 2021 Jan 8.
A new unique sesquiterpene lactone, bicyclolamellolactone A (1), was isolated together with two known monocyclofarnesol-type sesquiterpenes, lamellolactones A (2) and B (3), from the Indonesian marine sponge Lamellodysidea sp. (cf. L. herbacea). The planar structure of 1 was assigned based on its spectroscopic data (1D and 2D NMR, HRESIMS, UV, and IR spectra). The relative and absolute configuration of 1 was determined by comparison of its calculated and experimental electronic circular dichroism spectra in combination with NOESY correlations. Compounds 1-3 inhibited bone morphogenic protein (BMP)-induced alkaline phosphatase activity in mutant BMP receptor-carrying C2C12 cells with IC values of 51, 4.6, and 20 μM, respectively.
从印度尼西亚海洋海绵 Lamellodysidea sp.（cf. L. herbacea）中分离得到了一种新的独特倍半萜内酯，双环 lamellolactone A（1），以及两种已知的单环 farnesol 型倍半萜，lamellolactones A（2）和 B（3）。根据其光谱数据（1D 和 2D NMR、HRESIMS、UV 和 IR 光谱）确定了 1 的平面结构。通过比较其计算和实验电子圆二色谱谱，并结合 NOESY 相关，确定了 1 的相对和绝对构型。化合物 1-3 对携带突变型 BMP 受体的 C2C12 细胞中骨形态发生蛋白（BMP）诱导的碱性磷酸酶活性的抑制作用，IC 值分别为 51、4.6 和 20 μM。
