Peng Qingyun, Chen Weihao, Lin Xiuping, Xiao Jiao, Liu Yonghong, Zhou Xuefeng
Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou), Guangzhou 511458, China.
Research Center for Deepsea Bioresources, Sanya 572025, China.
Mar Drugs. 2022 Mar 17;20(3):212. doi: 10.3390/md20030212.
Five undescribed butenolides including two pairs of enantiomers, (+)-asperteretal G (), (-)-asperteretal G (), (+)-asperteretal H (), (-)-asperteretal H (), asperteretal I (), and -hydroxybenzaldehyde derivative, ()-3-(2,3-dihydroxy-3-methylbutyl)-4-hydroxybenzaldehyde (), were isolated together with ten previously reported butenolides -, from the coral-derived fungus SCSIO41404. Enantiomers / and / were successfully purified by high performance liquid chromatography (HPLC) using a chiral column, and the enantiomers and were new natural products. Structures of the unreported compounds, including the absolute configurations, were elucidated by NMR and MS data, optical rotation, experimental and calculated electronic circular dichroism, induced circular dichroism, and X-ray crystal data. The isolated butenolides were evaluated for antibacterial, cytotoxic, and enzyme inhibitory activities. Compounds and displayed weak antibacterial activity, against (IC = 25 μg/mL) and (IC = 50 μg/mL), respectively, whereas showed weak inhibitory effect on acetylcholinesterase. Nevertheless, most of the butenolides showed inhibition against pancreatic lipase (PL) with an inhibition rate of 21.2-73.0% at a concentration of 50 μg/mL.
从来源于珊瑚的真菌SCSIO41404中分离出5种未描述的丁烯内酯,包括两对对映体,即(+)-asperteretal G ()、(-)-asperteretal G ()、(+)-asperteretal H ()、(-)-asperteretal H ()、asperteretal I (),以及一种羟基苯甲醛衍生物,即()-3-(2,3-二羟基-3-甲基丁基)-4-羟基苯甲醛 (),同时还分离出10种之前报道过的丁烯内酯-。对映体/和/通过使用手性柱的高效液相色谱(HPLC)成功纯化,对映体和为新的天然产物。通过核磁共振(NMR)和质谱(MS)数据、旋光度、实验和计算的电子圆二色性、诱导圆二色性以及X射线晶体数据阐明了未报道化合物的结构,包括绝对构型。对分离得到的丁烯内酯进行了抗菌、细胞毒性和酶抑制活性评估。化合物和分别对(IC = 25 μg/mL)和(IC = 50 μg/mL)显示出微弱的抗菌活性,而对乙酰胆碱酯酶显示出微弱的抑制作用。然而,大多数丁烯内酯在浓度为50 μg/mL时对胰脂肪酶(PL)表现出抑制作用,抑制率为21.2 - 73.0%。