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Chevalone C analogues and globoscinic acid derivatives from the fungus Neosartorya spinosa KKU-1NK1
Phytochemistry ( IF 3.2 ) Pub Date : 2016-12-01 , DOI: 10.1016/j.phytochem.2016.09.008
Oue-artorn Rajachan , Kwanjai Kanokmedhakul , Wareerat Sanmanoch , Sophon Boonlue , Supa Hannongbua , Patchreenart Saparpakorn , Somdej Kanokmedhakul

Four meroterpenoids, 1-hydroxychevalone C, 1-acetoxychevalone C, 1,11-dihydroxychevalone C, and 11-hydroxychevalone C and two ester epimers, 2S,4S-spinosate and 2S,4R-spinosate, together with seven known compounds, chevalones B, C, and E, tryptoquivaline, nortryptoquivaline, tryptoquivaline L, and quinadoline A were isolated from the fungus Neosartorya spinosa. Their structures were established based on spectroscopic data analyses. The theoretical ECD spectra of epimers, 2S,4S-spinosate and 2S,4R-spinosate were calculated to support the experimental results of their CD spectra. 1-hydroxychevalone C exhibited antimycobacterial activity against Mycobacterium tuberculosis with a MIC value of 26.4 μM. 1-Acetoxychevalone C and tryptoquivaline showed antimalarial activity against Plasmodium falciparum with IC50 values of 6.67 and 2.65 μM, respectively. In addition, 1-hydroxychevalone C, 1-acetoxychevalone C, 1,11-dihydroxychevalone C and quinadoline A showed cytotoxicity against KB and NCI-H187 cancer cell lines with IC50 values in the range of 32.7-103.3 μM.

中文翻译:

来自真菌 Neosartorya spinosa KKU-1NK1 的 Chevalone C 类似物和 globoscinic 酸衍生物

四种类萜类化合物,1-羟基雪瓦酮 C、1-乙酰氧基雪瓦酮 C、1,11-二羟基雪瓦酮 C 和 11-羟基雪瓦酮 C 和两种酯差向异构体,2S,4S-多刺酸和 2S,4R-多刺酸,以及七种已知化合物,chevalones B 、C 和 E、色氨酸喹啉、去甲喹啉、色氨酸 L 和喹多啉 A 从真菌 Neosartorya spinosa 中分离出来。它们的结构是基于光谱数据分析建立的。计算差向异构体、2S,4S-刺糖酸和2S,4R-刺糖酸的理论ECD谱以支持它们的CD谱的实验结果。1-hydroxychevalone C 对结核分枝杆菌具有抗分枝杆菌活性,MIC 值为 26.4 μM。1-Acetoxychevalone C 和 tryptoquivaline 对恶性疟原虫具有抗疟活性,IC50 值分别为 6.67 和 2.65 μM。
更新日期:2016-12-01
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