Lee Min Ah, Kang Jong Soon, Yoon Yeo Dae, Lee Hwa-Sun, Heo Chang-Su, Park Sun Joo, Shin Hee Jae
Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 385 Haeyang-ro, Yeongdo-gu, Busan 49111, Republic of Korea.
Department of Chemistry, Pukyong National University, 45 Yongso-ro, Nam-Gu, Busan 48513, Republic of Korea.
J Nat Prod. 2025 Mar 28;88(3):797-805. doi: 10.1021/acs.jnatprod.4c01491. Epub 2025 Mar 19.
Six new -alkylpyrrole alkaloids (-) were isolated from the marine-derived actinomycete 1310KO-148 from a sponge sample. The structures of xiapyrroles A-F (-) were elucidated by detailed analysis of extensive spectroscopic data, including 1D, 2D NMR, and HRESIMS data. The absolute configurations of , , , and were determined by a comparison of their calculated and experimental electronic circular dichroism (ECD) spectra. The position of the hydroxamate group in was confirmed through -methylation and NOESY data analysis. All compounds (-) were tested for their anti-inflammatory effects in LPS-stimulated RAW 264.7 cells, a mouse macrophage cell line. The treatment of RAW 264.7 cells with 30 μM of - showed no significant cytotoxic effects. However, dose-dependently suppressed the LPS-induced production of NO (IC = 29.5 μM) and interleukin-6 (IL-6) (IC = 10.9 μM). Compound exhibited no potential cytotoxicity against six solid cancer cell lines and eight blood cancer cell lines at a concentration of 30 μM.
从一块海绵样本中分离出的海洋来源放线菌1310KO - 148中,鉴定出了六种新的 -烷基吡咯生物碱(-)。通过对大量光谱数据(包括一维、二维核磁共振以及高分辨电喷雾电离质谱数据)的详细分析,阐明了夏吡咯A - F(-)的结构。通过比较计算和实验电子圆二色光谱(ECD),确定了、、、的绝对构型。通过 -甲基化和核欧沃豪斯效应光谱(NOESY)数据分析,确定了中异羟肟酸基团的位置。在脂多糖(LPS)刺激的RAW 264.7细胞(一种小鼠巨噬细胞系)中,对所有化合物(-)进行了抗炎效果测试。用30 μM的 -处理RAW 264.7细胞,未显示出明显的细胞毒性作用。然而,剂量依赖性地抑制了LPS诱导的一氧化氮(NO)(半数抑制浓度(IC)= 29.5 μM)和白细胞介素 - 6(IL - 6)(IC = 10.9 μM)的产生。在浓度为三十微摩尔时,化合物对六种实体癌细胞系和八种血液癌细胞系均无潜在细胞毒性。