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锥丝菌素,一种源自椭圆锥毛壳菌DSM 13856的新型四嗪酸抗生素。

Coniosetin, a novel tetramic acid antibiotic from Coniochaeta ellipsoidea DSM 13856.

作者信息

Segeth Marian Paul, Bonnefoy Alain, Brönstrup Mark, Knauf Martin, Schummer Dietmar, Toti Luigi, Vértesy László, Wetzel-Raynal Marie-Cécile, Wink Joachim, Seibert Gerhard

机构信息

Aventis Pharma Deutschland GmbH, Drug Innovation & Approval, Industriepark Höchst, D-65926 Frankfurt/Main, Germany.

出版信息

J Antibiot (Tokyo). 2003 Feb;56(2):114-22. doi: 10.7164/antibiotics.56.114.

Abstract

The coprophilic ascomycete Coniochaeta ellipsoidea DSM 13856 forms the new antibiotic coniosetin (1) in surface cultures grown on a medium containing malt extract and oatmeal. The structure of the compound C25H35NO4, MW 413, was determined by 2D-NMR and mass spectrometric studies. Coniosetin belongs to the class of tetramic acids; it consists of a substituted aliphatic bicyclic ring system linked to a tetramic acid subunit through a carbonyl center. The absolute configuration was determined by measuring its circular dichroism spectrum and comparing the data with those of equisetin. Coniosetin has a pronounced antibacterial and antifungal action, inhibiting even multi drug-resistant strains of Staphylococcus aureus at a concentration of 0.3 microg/ml, though it is inactive against Gram-negative bacteria.

摘要

嗜粪子囊菌椭圆嗜囊壳菌DSM 13856在含有麦芽提取物和燕麦片的培养基上进行表面培养时,会形成新的抗生素椭圆嗜囊菌素(1)。通过二维核磁共振和质谱研究确定了化合物C25H35NO4(分子量413)的结构。椭圆嗜囊菌素属于四酰胺酸类;它由一个通过羰基中心与四酰胺酸亚基相连的取代脂肪族双环体系组成。通过测量其圆二色光谱并将数据与木贼菌素的数据进行比较,确定了其绝对构型。椭圆嗜囊菌素有显著的抗菌和抗真菌作用,即使在浓度为0.3微克/毫升时也能抑制耐多药金黄色葡萄球菌菌株,不过它对革兰氏阴性菌无活性。

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