Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama, 939-0398, Japan.
Department of Marine Science, Faculty of Fisheries and Marine Science, Diponegoro University, Semarang, Central Java, 50275, Indonesia.
J Antibiot (Tokyo). 2021 Jul;74(7):464-469. doi: 10.1038/s41429-021-00415-4. Epub 2021 Mar 11.
TMKS8A (1), a new chlorinated α-lapachone derivative, along with five known related metabolites, A80915 C (2), SF2415B1 (3), chlorinated dihydroquinone 3 (4), SF2415B3 (5), and A80915 C (6), were identified from the culture extract of Streptomyces sp. TMKS8, which was isolated from a sea slug, Paromoionchis tumidus. The structure of 1 was determined by the analysis of NMR and MS spectral data, assisted by NMR chemical shift prediction using DFT-based calculation. The absolute configuration was determined to be R by comparison of experimental and calculated ECD spectra. Compound 1 displayed antimicrobial activity against Gram-positive bacteria with MIC values ranging from 6.25 to 12.5 μg ml and cytotoxicity against murine leukemia P388 cells with IC 9.8 μM.
TMKS8A（1）是一种新型的氯化α-拉帕酮衍生物，与五种已知相关代谢物 A80915 C（2）、SF2415B1（3）、氯化二氢醌 3（4）、SF2415B3（5）和 A80915 C（6）一起，从海洋腹足纲动物 Paromoionchis tumidus 中分离出的链霉菌 TMKS8 的培养提取物中被鉴定出来。通过分析 NMR 和 MS 谱数据，并借助基于 DFT 的计算进行 NMR 化学位移预测，确定了 1 的结构。通过比较实验和计算的 ECD 光谱，确定了 1 的绝对构型为 R。化合物 1 对革兰氏阳性菌表现出抗菌活性，MIC 值范围为 6.25 至 12.5μg/ml，对小鼠白血病 P388 细胞具有细胞毒性，IC 9.8μM。
