Department of System Chemotherapy and Molecular Sciences, Division of Bioinformatics and Chemical Genomics, Graduate School of Pharmaceutical Sciences, Kyoto University , Kyoto 606-8501, Japan.
Bioresource Laboratories, MicroBioPharm Japan Co., Ltd. (MBJ) , Iwata, Shizuoka 438-0078, Japan.
J Nat Prod. 2016 Jul 22;79(7):1891-5. doi: 10.1021/acs.jnatprod.6b00372. Epub 2016 Jun 22.
Three new 10-membered macrolides, saccharothriolides D-F (1-3), were isolated from a rare actinomycete, Saccharothrix sp. A1506. The planar structures were determined from analysis of extensive NMR and HR-ESI-MS data, and the absolute configurations were established by ECD spectroscopy analysis. Saccharothriolides D (1) and E (2) were determined to be C-2 epimers of saccharothriolides A (4) and B (5), respectively. Saccharothriolide F (3) was identified to be a demethylated congener of saccharothriolides D (1) and A (4) at the C-2 position. The availability of compounds 1-6 enabled a structure-activity relationship study that revealed the importance of the phenolic hydroxy group at C-2″ and the stereochemistry of C-2 for the inhibition of human fibrosarcoma HT1080 cell growth.
从稀有放线菌 Saccharothrix sp. A1506 中分离得到三个新的十元大环内酯类化合物 saccharothriolides D-F（1-3）。通过对广泛的 NMR 和 HR-ESI-MS 数据的分析确定了其平面结构，并通过 ECD 光谱分析确定了绝对构型。saccharothriolide D（1）和 E（2）分别被确定为 saccharothriolide A（4）和 B（5）的 C-2 差向异构体。saccharothriolide F（3）被鉴定为 saccharothriolide D（1）和 A（4）在 C-2 位的去甲基类似物。化合物 1-6 的可用性使得能够进行构效关系研究，该研究揭示了 C-2″位酚羟基和 C-2 立体化学对抑制人纤维肉瘤 HT1080 细胞生长的重要性。
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