Lv Yinghui, Song Wenping, Shao Zongze, Ying Tianlei, Hong Bihong, Tian Wenjing, Niu Siwen
Technology Innovation Center for Exploitation of Marine Biological Resources, Third Institute of Oceanography, Ministry of Natural Resources, Xiamen 361005, People's Republic of China.
Fujian Provincial Key Laboratory of Innovative Drug Target, School of Pharmaceutical Sciences, Xiamen University, Xiamen 361102, People's Republic of China.
J Nat Prod. 2025 Jan 24;88(1):67-79. doi: 10.1021/acs.jnatprod.4c00997. Epub 2024 Dec 17.
Twelve new breviane spiroditerpenoids, namely, chrysobreviones A-L (-), together with seven structurally related analogues (-) were isolated from the EtOAc extract of the fermented cultures of deep-sea-derived fungus sp. F59. These structures including absolute configurations were resolved on the basis of extensive analysis of NMR spectroscopic data and HRESIMS, in association with experimental and calculated ECD data as well as the modified Mosher's method. Compound represented the first breviane derivative containing an unusual octahydrodifuro[2,3-b:2',3'-d]furan moiety, while and were the first breviones featuring an epoxy ring and an 18-hydroxymethyl group, respectively. The anti-inflammatory and antiviral activities of compounds - were evaluated. Compounds , , , and showed inhibitory effects against NO secretion in LPS-activated Raw264.7 macrophage cells with IC values ranging from 1.4 to 12.9 μM, while and exhibited antiviral effects against severe acute respiratory syndrome coronavirus-2 (SARS-CoV-2) omicron subvariant BA.2 pseudovirus with IC values of 8.5 and 10.3 μM, respectively.
从深海来源真菌sp. F59发酵培养物的乙酸乙酯提取物中分离出12个新的 breviane 螺二萜类化合物，即金短裸壳菌素A-L（-），以及7个结构相关的类似物（-）。基于对核磁共振光谱数据和高分辨电喷雾电离质谱（HRESIMS）的广泛分析，并结合实验和计算的电子圆二色谱（ECD）数据以及改良的莫舍尔方法，确定了这些化合物的结构，包括绝对构型。化合物 代表了首个含有不寻常八氢二呋喃并[2,3-b:2',3'-d]呋喃部分的 breviane 衍生物，而 和 分别是首个具有环氧环和18-羟甲基的 breviones。评估了化合物 - 的抗炎和抗病毒活性。化合物 、 、 和 对脂多糖激活的Raw264.7巨噬细胞中一氧化氮（NO）的分泌具有抑制作用，IC值范围为1.4至12.9 μM，而 和 对严重急性呼吸综合征冠状病毒2（SARS-CoV-2）奥密克戎亚型BA.2假病毒表现出抗病毒作用，IC值分别为8.5和10.3 μM。
