Inhibitory effects of sesquiterpene lactones from the Indonesian marine sponge Lamellodysidea cf. herbacea on bone morphogenetic protein-induced osteoblastic differentiation

Inhibitory effects of sesquiterpene lactones from the Indonesian marine sponge Lamellodysidea cf. herbacea on bone morphogenetic protein-induced osteoblastic differentiation
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来自印度尼西亚海洋海绵 Lamellodysidea 的倍半萜内酯的抑制作用 cf.

DOI:
10.1016/j.bmcl.2021.127783
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发表时间:
2021
影响因子:
2.7
通讯作者:
Uchida Ryuji
Uchida Ryuji
中科院分区:
医学4区
文献类型:
--
作者:
Ohte Satoshi;Yamazaki Hiroyuki;Takahashi Ohgi;Rotinsulu Henki;Wewengkang Defny S.;Sumilat Deiske A.;Abdjul Delfly B.;Maarisit Wilmar;Kapojos Magie M.;Zhang Huiping;Hayashi Fumiaki;Namikoshi Michio;Katagiri Takenobu;Tomoda Hiroshi;Uchida Ryuji

文献摘要

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从印度尼西亚海绵Lamellodysideasp中分离得到一种新的倍半萜内酯化合物,即双环Lamellolactone A(1),以及两种已知的单环法尼醇型倍半萜化合物Lamellolactone A(2)和B(3)。(参见L. herbacea)。根据1D和2D NMR、HRESIMS、UV和IR光谱数据,对化合物1的平面结构进行了归属。结合NOESY关联,通过计算和实验的电子圆二色性光谱的比较,确定了1的相对和绝对构型。化合物1 - 3在携带突变型骨形态发生蛋白(BMP)受体的C2 C12细胞中抑制骨形态发生蛋白(BMP)诱导的碱性磷酸酶活性,IC 50值分别为51、4.6和20 μM。
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 spongeLamellodysideasp. (cf.L. herbacea). The planar structure of1was assigned based on its spectroscopic data (1D and 2D NMR, HRESIMS, UV, and IR spectra). The relative and absolute configuration of1was determined by comparison of its calculated and experimental electronic circular dichroism spectra in combination with NOESY correlations. Compounds1–3inhibited bone morphogenic protein (BMP)-induced alkaline phosphatase activity in mutant BMP receptor-carrying C2C12 cells with IC50values of 51, 4.6, and 20 μM, respectively.