11-Deoxylandomycinone and landomycins X-Z, new cytotoxic angucyclin(on)es from a Streptomyces cyanogenus K62 mutant strain.

11-Deoxylandomycinone and landomycins X-Z, new cytotoxic angucyclin(on)es from a Streptomyces cyanogenus K62 mutant strain.
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DOI:
10.1038/ja.2010.121
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发表时间:
2011-01
期刊:
The Journal of antibiotics
影响因子:
--
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--
中科院分区:
其他
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从产蓝链霉菌K62突变株粗提物中分离得到4个新的腺环素(ON)ES、11-脱氧雄霉素(1)和地霉素X-Z(2-4),以及最近报道的地霉素S、T和V(5-7)等5个已知化合物。新化合物1-4的结构经一维、二维核磁共振和高分辨质谱学确证。这种结构的独特之处在于,土霉素X-Z(2-4)中的第四糖部分(糖D)是β-D-amicetose,而不是通常存在于该位置的β-D-olivose。将新的血管环素与以前已知的同系物与一小部分MCF-7(雌激素敏感)和MDA231(雌激素不敏感)乳腺癌细胞株进行了生物学评价。11-脱氧雄霉酮(IC502.1和1.2μM)和土霉素Y(IC501.0和2.0μM)对这两种细胞株的细胞毒作用最强。
Four new angucyclin(on)es, 11-deoxylandomycinone (1) and landomycins X-Z (2–4) were isolated from the crude extract of Streptomyces cyanogenus K62 mutant strain, along with the recently reported landomycins S, T and V (5–7) and five other known compounds. The structures of the new compounds 1–4 were elucidated by 1D and 2D NMR studies along with HRMS analyses. Unique about the structures is that the fourth sugar moiety (sugar D) in landomycins X-Z (2–4) was β-D-amicetose instead of β-D-olivose usually found in this position. The new angucyclin(on)es were biologically evaluated in comparison with previously known congeners against a small panel of MCF-7 (estrogen responsive) and MDA 231 (estrogen refractory) breast cancer cell lines. 11-deoxylandomycinone (IC50 2.1 and 1.2 μM) and landomycin Y (IC50 1.0 and 2.0 μM) showed the highest cytotoxic potencies against both cell lines.
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