TMKS8A, an antibacterial and cytotoxic chlorinated α-lapachone, from a sea slug-derived actinomycete of the genus Streptomyces

TMKS8A, an antibacterial and cytotoxic chlorinated α-lapachone, from a sea slug-derived actinomycete of the genus Streptomyces
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TMKS8A 是一种抗菌且具有细胞毒性的氯化 α-拉帕酮,来自链霉菌属的海蛞蝓源放线菌

DOI:
10.1038/s41429-021-00415-4
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发表时间:
2021
期刊:
The Journal of Antibiotics
影响因子:
--
通讯作者:
Igarashi Yasuhiro
Igarashi Yasuhiro
中科院分区:
--
文献类型:
--
作者:
Zhang Zhiwei;Sibero Mada Triandala;Kai Akiho;Fukaya Keisuke;Urabe Daisuke;Igarashi Yasuhiro

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从链霉菌培养物提取物中鉴定出TMKS 8 A(1),一种新的氯化α-拉帕酮衍生物,沿着的是五种已知的相关代谢物:A80915 C(2)、SF 2415 B1(3)、氯化二醌3(4)、SF 2415 B3(5)和A80915 C(6)。TMKS 8是从海蛞蝓Paromoionchis tumidus中分离得到的。通过NMR和MS数据分析,并结合DFT计算预测NMR化学位移,确定了化合物1的结构。通过比较实验和计算的ECD谱,确定其绝对构型为R。化合物1显示出对革兰氏阳性菌的抗微生物活性,MIC值范围为6.25至12.5 μg ml-1,对鼠白血病P388细胞的细胞毒性为IC 509.8 μM。
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 ofStreptomycessp. TMKS8, which was isolated from a sea slug,Paromoionchis tumidus. The structure of1was 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 beRby comparison of experimental and calculated ECD spectra. Compound1displayed antimicrobial activity against Gram-positive bacteria with MIC values ranging from 6.25 to 12.5 μg ml−1and cytotoxicity against murine leukemia P388 cells with IC509.8 μM.
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