ATP Depletion Assay Led to the Isolation of New 36-Membered Polyol Macrolides Deplelides A and B from Streptomyces sp. MM581-NF15

ATP Depletion Assay Led to the Isolation of New 36-Membered Polyol Macrolides Deplelides A and B from Streptomyces sp. MM581-NF15
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ATP 消耗分析导致从链霉菌属中分离出新的 36 元多元醇大环内酯 Deplelides A 和 B。

DOI:
10.1021/acs.orglett.7b01807
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发表时间:
2017
期刊:
影响因子:
5.2
通讯作者:
Masakatsu Shibasaki
Masakatsu Shibasaki
中科院分区:
化学1区
文献类型:
--
作者:
Toshifumi Takeuchi ;Masaki Hatano;Maya Umekita;Chigusa Hayashi;Shun-ichi Wada;Miho Nagayoshi;Ryuichi Sawa;Yumiko Kubota;Manabu Kawada;Masayuki Igarashi;Masakatsu Shibasaki

文献摘要

相似文献

利用ATP耗竭法,从链霉菌MM 581-NF 15的培养物中分离得到新的36元大环内酯类化合物deplelides A和B。这些新化合物的平面结构通过光谱数据(1D/2D NMR,MS和IR)的解释进行了鉴定。采用通用NMR数据库方法和J-基构型分析方法,分别利用1H NMR或E.COSY和J-分辨HMBC分析或另一种基于HMBC的技术确定1H-1H和长程1H-13 C偶合常数,部分建立了相对立体化学。用改进的Mosher法测定了部分化合物的绝对立体化学。这些新化合物显示出高效的ATP消耗活性(IC 5033 nM)和对几种肿瘤细胞系(如HGC-27)的抗增殖活性(IC 5047 nM)。
New 36-membered polyol macrolides deplelides A and B were isolated from the culture ofStreptomycesMM581-NF15 by bioassay-guided fractionation using an ATP depletion assay. The planar structures of these novel compounds were identified by interpretation of the spectroscopic data (1D/2D NMR, MS, and IR). The relative stereochemistry was partially established using the universal NMR database method andJ-based configuration analysis using1H–1H and long-range1H–13C coupling constants determined by1H NMR or E.COSY andJ-resolved HMBC analysis or another HMBC-based technique, respectively. The absolute stereochemistry was partially determined by a modified Mosher’s method. These new compounds displayed highly potent ATP depletion activities (IC5033 nM) and antiproliferative activities against several tumor cell lines, such as HGC-27 (IC5047 nM).