Acorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J003.
Acorenone C: A New Spiro-Sesquiterpene from a Mangrove-Associated Fungus, Pseudofusicoccum sp. J003.
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Acorenone C：一种来自红树林相关真菌 Pseudofusicoccum sp. 的新螺倍半萜烯。
DOI：
10.3389/fchem.2021.780304
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发表时间：
2021
影响因子：
5.5
通讯作者：
Xue Y
中科院分区：
文献类型：
--
作者：
Jia S;Su X;Yan W;Wu M;Wu Y;Lu J;He X;Ding X;Xue Y
红树林内生菌富含具有多种生物活性的次生代谢产物。本课题组首次从红树林无瓣海桑（Sonneratia apetala Buch.）火腿随后对该菌株培养液的甲醇提取物进行化学研究，分离出一种名为acorenone C的新的倍半萜类化合物（1）、两种生物碱（2-3）、四种酚类化合物（4-7）和四种类固醇衍生物（8-11）。1的新结构通过广泛的光谱分析，包括1D，2D NMR光谱和HRESIMS确定。通过ECD实验和ECD计算确定了其绝对构型。体外乙酰胆碱酯酶抑制，抗炎，和细胞毒活性的选定的化合物进行了评价。结果表明，化合物1对乙酰胆碱酯酶（AChE）具有较弱的抑制活性，在50 μM浓度下抑制率为23.34%。化合物9对LPS刺激的RAW 264.7小鼠巨噬细胞产生一氧化氮（NO）有明显的抑制作用，在25 μM浓度下抑制率为72.89%，优于阳性对照L-NMMA。化合物9对人肿瘤细胞株HL-60和SW 480的生长也有明显的抑制作用（抑制率分别为98.68 ± 0.97%和60.40 ± 4.51%）。还测试了化合物（1-11）对大肠杆菌、枯草芽孢杆菌、金黄色葡萄球菌和铜绿假单胞菌的抗微生物活性;然而，它们都没有显示出抗微生物活性。
Mangrove-derived endophytes are rich in bioactive secondary metabolites with a variety of biological activities. Recently, a fungus Pseudofusicoccum sp. J003 was first isolated by our research group from mangrove species Sonneratia apetala Buch.-Ham. The subsequent chemical investigation of the methanol extract of the culture broth of this strain has led to the isolation of a new sesquiterpenoid named acorenone C (1), two alkaloids (2–3), four phenolic compounds (4–7), and four steroid derivatives (8–11). The new structure of 1 was established by extensive spectroscopic analysis, including 1D, 2D NMR spectroscopy, and HRESIMS. Its absolute configuration was elucidated by experimental ECD and ECD calculation. The in vitro AChE inhibitory, anti-inflammatory, and cytotoxic activities of the selected compounds were evaluated. The results showed that compound 1 showed mild AChE inhibitory activity, with an inhibition rate of 23.34% at the concentration of 50 μM. Compound 9 exerted a significant inhibitory effect against nitric oxide (NO) production in LPS-stimulated RAW 264.7 mouse macrophages, with an inhibition rate of 72.89% at the concentration of 25 μM, better than that of positive control L-NMMA. Compound 9 also displayed obvious inhibition effects on the growth of two human tumor cell lines, HL-60 and SW480 (inhibition rates 98.68 ± 0.97% and 60.40 ± 4.51%, respectively). The antimicrobial activities of the compounds (1–11) against Escherichia coli, Bacillus subtilis, Staphylococcus aureus, and Pseudomonas aeruginosa were also tested; however, none of them showed antimicrobial activities.