Structurally diverse halosesquiterpenoids from the red alga Laurencia composita Yamada
Structurally diverse halosesquiterpenoids from the red alga Laurencia composita Yamada
复制标题
红藻 Laurencia composita Yamada 中结构多样的卤代半萜类化合物
DOI：
10.1016/j.fitote.2020.104716
复制
发表时间：
2020-10-01
期刊：
影响因子：
3.4
通讯作者：
Mao, Shui-Chun
中科院分区：
文献类型：
--
作者：
Hu, Zhi-Biao;Yu, Xiao-Qing;Mao, Shui-Chun
对红色凹顶它们的结构，包括相对构型，通过广泛的光谱分析和与相关已知化合物的数据进行比较来阐明。用改进的Mosher方法确定了laurecomposin A（1）在C-10的绝对构型。Halonerolidol（7）是第一个天然存在的卤代橙花叔醇衍生物，而compositacin L（9）代表具有C-10羰基的chamigranes的第三个实例。这些菌株的抗真菌，抗菌，受体酪氨酸激酶抑制活性进行了评价。结果表明，化合物1-3和5对石膏样小孢子菌（Microsporumgypseum，Cmccfmza）具有明显的抑菌活性，MIC值分别为4、8、8和4 μ g/mL。此外，化合物1-3和5还显示出对革兰氏阳性细菌金黄色葡萄球菌纽曼菌株的有希望的抗菌活性，MIC值在10.9至26.8 μ g/mL范围内。
A phytochemical investigation on the MeOH extract of the red alga Laurencia composita Yamada led to the discovery of six new highly halogenated sesquiterpenoids, including two bisabolane-type sesquiterpenoids (1 and 2), one nerolidol derivative (7), and three chamigrane-type sesquiterpenoids (9, 10, and 18), together with 13 known sesquiterpenoids. Their structures, including relative configuration, were elucidated by extensive spectroscopic analysis, and by comparison with data for related known compounds. The absolute configuration at C-10 of laurecomposin A (1) was determined by the modified Mosher's method. Halonerolidol (7) is the first naturally occurring halogenated nerolidol derivative, while compositacin L (9) represents the third example of chamigranes having a C-10 carbonyl group. Antifungal, antibacterial, and receptor tyrosine kinase inhibitory activities of these isolates were evaluated. The results showed that compounds 1-3 and 5 exhibited significant antifungal activity against Microsporum gypseum (Cmccfmza) with MIC values of 4, 8, 8, and 4 mu g/mL, respectively. Additionally, compounds 1-3 and 5 also displayed promising antibacterial activity against Gram-positive bacteria Staphylococcus aureus Newman strain with MIC values ranging from 10.9 to 26.8 mu g/mL.