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从肉桂链霉菌尿烷生成亚种中分离新型抗生素X-14667A和X-14667B及其作为莫能菌素B和A的2-苯乙基尿烷的表征

Isolation of novel antibiotics X-14667A and X-14667B from Streptomyces cinnamonensis subsp. urethanofaciens and their characterization as 2-phenethylurethanes of monensins B and A.

作者信息

Westley J W, Evans R H, Sello L H, Troupe N, Liu C, Miller P A

出版信息

J Antibiot (Tokyo). 1981 Oct;34(10):1248-52. doi: 10.7164/antibiotics.34.1248.

DOI:10.7164/antibiotics.34.1248
PMID:7309620
Abstract

Antibiotics X-14667A (1) and X-14667B (2) are novel monovalent polyether antibiotics of the spiroketal type isolated from fermented cultures of Streptomyces cinnamonensis subsp. urethanofaciens together with monensin (3), its lower homolog, factor B (4) and 1,3-diphenethylurea (6). By a combination of microanalysis, mass spectrometry and 13C nmr, antibiotics X-14667A and B have been shown to be natural 2-phenethylurethanes of monensin B and A respectively. Both structures have been confirmed by reacting the appropriate monensin with 2-phenethylisocyanate to yield semi-synthetic compounds that are identical to the natural products.

摘要

抗生素X-14667A(1)和X-14667B(2)是新型的单链螺旋缩酮类聚醚抗生素,从肉桂链霉菌亚种尿烷产生菌的发酵培养物中分离得到,同时还有莫能菌素(3)、其低级同系物B因子(4)和1,3 - 二苯乙基脲(6)。通过微量分析、质谱分析和13C核磁共振的综合方法,已表明抗生素X-14667A和B分别是莫能菌素B和A的天然2 - 苯乙基氨基甲酸酯。通过使适当的莫能菌素与2 - 苯乙基异氰酸酯反应生成与天然产物相同的半合成化合物,已证实了这两种结构。

相似文献

1
Isolation of novel antibiotics X-14667A and X-14667B from Streptomyces cinnamonensis subsp. urethanofaciens and their characterization as 2-phenethylurethanes of monensins B and A.从肉桂链霉菌尿烷生成亚种中分离新型抗生素X-14667A和X-14667B及其作为莫能菌素B和A的2-苯乙基尿烷的表征
J Antibiot (Tokyo). 1981 Oct;34(10):1248-52. doi: 10.7164/antibiotics.34.1248.
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Novel polyether antibiotics X-14667A and X-14667B from Streptomyces cinnamonensis subsp. urethanofaciens. Discovery, fermentation, biological as well as ionophore properties and taxonomy of the producing culture.
J Antibiot (Tokyo). 1981 Oct;34(10):1241-8. doi: 10.7164/antibiotics.34.1241.
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Selection of a specifically blocked mutant of Streptomyces cinnamonensis: isolation and synthesis of 26-deoxymonensin A.肉桂链霉菌特定阻断突变体的筛选:26-脱氧莫能菌素A的分离与合成
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2-Demethylmonensins A and B. Novel minor congeners of monensins from Streptomyces cinnamonensis.2-去甲基莫能菌素A和B。来自肉桂链霉菌的莫能菌素新的次要同源物。
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3-O-demethylmonensins A and B produced by Streptomyces cinnamonensis.肉桂链霉菌产生的3-O-去甲基莫能菌素A和B。
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Role of crotonyl coenzyme A reductase in determining the ratio of polyketides monensin A and monensin B produced by Streptomyces cinnamonensis.巴豆酰辅酶A还原酶在确定肉桂链霉菌产生的聚酮化合物莫能菌素A和莫能菌素B比例中的作用。
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