State Key Laboratory of Component-based Chinese Medicine, Institute of Traditional Chinese Medicine, Tianjin University of Traditional Chinese Medicine, Tianjin, 301617, People's Republic of China.
Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, 110016, People's Republic of China.
Phytochemistry. 2023 Jul;211:113691. doi: 10.1016/j.phytochem.2023.113691. Epub 2023 Apr 24.
Three undescribed santalane-type sesquiterpenoids (parasantalenoic acids A-C) and two undescribed epimeric isobenzofuranones (paraphthalides A and B) were isolated from cultures of the marine mud-associated fungus Paraconiothyrium sporulosum YK-03. Their structures were elucidated by analysis of the extensive spectroscopic and crystal X-ray diffraction data, combined with ECD calculations and comparison. Santalane-type sesquiterpenoids have been firstly found in the Paraconiothyrium species. Parasantalenoic acids A-C represent three rare polyhydroxylated santalane-type sesquiterpenoid carboxylic acids, and parasantalenoic acid A represents the first example of 2-chlorinated santalane-type sesquiterpenoid. A plausible biosynthetic pathway for parasantalenoic acids A-C was proposed. Additionally, the anti-neuroinflammatory activities of parasantalenoic acids A-C were investigated by evaluating their inhibitory effects on nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated BV-2 microglia cells. Among them, parasantalenoic acid C showed significant anti-neuroinflammatory activity with an inhibition of 86.45 ± 2.45% at 10 μM.
从海洋泥样相关真菌拟珊瑚青霉 YK-03 的培养物中分离得到三种未描述的 Santalane 型倍半萜(副檀香烯酸 A-C)和两种未描述的异构异苯并呋喃酮(副苯酞 A 和 B)。通过广泛的光谱和晶体 X 射线衍射数据分析,结合 ECD 计算和比较,阐明了它们的结构。Santalane 型倍半萜首次在拟珊瑚青霉属中发现。副檀香烯酸 A-C 代表三种罕见的多羟基 Santalane 型倍半萜羧酸,副檀香烯酸 A 代表首例氯化 Santalane 型倍半萜。提出了副檀香烯酸 A-C 的可能生物合成途径。此外,通过评估它们对脂多糖 (LPS) 刺激的 BV-2 小胶质细胞中一氧化氮 (NO) 产生的抑制作用,研究了副檀香烯酸 A-C 的抗神经炎症活性。其中,副檀香烯酸 C 在 10 μM 时表现出显著的抗神经炎症活性,抑制率为 86.45±2.45%。