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Structural Elucidation of Antibiotic TKR2999, an Antifungal Lipodepsipeptide Isolated from the Fungus Foliophoma fallens.
Antibiotics ( IF 4.3 ) Pub Date : 2020-05-26 , DOI: 10.3390/antibiotics9060278
Gloria Crespo 1 , Ignacio Pérez-Victoria 1 , Francisco Javier Ortiz-López 1 , Víctor González-Menéndez 1 , Mercedes de la Cruz 1 , Bastien Cautain 1 , Pilar Sánchez 1 , Francisca Vicente 1 , Olga Genilloud 1 , Fernando Reyes 1
Affiliation  

An antifungal lipodepsipeptide was obtained from cultures of the fungus Foliophoma fallens CF-236885. Its structure, elucidated by HRMS and NMR spectroscopy, contained Gly, Thr, Asn, β-Ala, Orn, Ala, two Ser residues, and 3-hydroxy-4-methylhexadecanoic acid. The absolute configuration of its amino acid residues was determined using Marfey’s analysis and J-based configuration analysis helped to establish the relative configuration of the 3-hydroxy-4-methylhexadecanoic acid moiety. A literature search retrieved a patent describing antibiotic TKR2999 (1), whose non-disclosed structure was confirmed to be identical to that found for our compound, according to its physicochemical properties and NMR spectra. Compound 1 displayed potent antifungal activity against Aspergillus fumigatus and a panel of Candida strains.

中文翻译:

结构解析阐明了抗生素TKR2999,这是一种从真菌性叶瘤分离的抗真菌脂肽肽。

从真菌Foliophomafalls CF-236885的培养物中获得了抗真菌脂肽肽。通过HRMS和NMR光谱阐明的其结构包含Gly,Thr,Asn,β-Ala,Orn,Ala,两个Ser残基和3-羟基-4-甲基十六烷酸。使用Marfey分析确定了其氨基酸残基的绝对构型,基于J的构型分析有助于建立3-羟基-4-甲基十六烷酸部分的相对构型。文献检索检索了描述抗生素TKR2999(1)的专利,根据其理化性质和NMR谱图,该化合物的未公开结构与我们化合物的结构相同。化合物1展示了对烟曲霉和一组念珠菌菌株的有效抗真菌活性。
更新日期:2020-05-26
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