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2-炔酸及其甲酯的抗真菌特性。

Antifungal properties of 2-alkynoic acids and their methyl esters.

作者信息

Gershon H, Shanks L

出版信息

Can J Microbiol. 1978 May;24(5):593-7. doi: 10.1139/m78-096.

DOI:10.1139/m78-096
PMID:26458
Abstract

Thirteen 2-alkynoic acids and their methyl esters (C3--C12, C14, C16, and C18) were tested against Aspergillus niger, Trichoderma viride, and Myrothecium verrucaria in Sabouraud dextrose agar at pH 4.0 and 5.6. Toxicity to Candida albicans, Trichophyton mentagrophytes, and Mucro mucedo was determined in the same medium at pH 5.6 and 7.0 in the absence and presence of 10% beef serum. The fungitoxicity of the acids was influenced by chain length, pH of the medium, and absence or presence of adsorbents. The toxicity of the esters was influenced primarily by chain length and to a lesser extent by the pH of the medium and the presence of beef serum. The order of activity of the 2-alkynoic acids is C10=C11=C12 greater than C14=C16 greater than C9 greater than C8 greater than C7. When compared with other fatty acid analogs, the order of fungitoxicity on a weight basis is 2-alkynoic acids greater than 2-alkenoic acids greater than alkanoic acids greater than 2-bromoalkanoic acids greater than 2-fluoroalkanoic acids. There is an inverse relationship between chain length and pKa of the acids, suggesting that partition behavior is a fundamental determinant of fungitoxicity along with the effect of adsorbents.

摘要

在pH值为4.0和5.6的沙氏葡萄糖琼脂培养基中,对13种2-炔酸及其甲酯(C3 - C12、C14、C16和C18)进行了针对黑曲霉、绿色木霉和疣孢漆斑菌的测试。在pH值为5.6和7.0的相同培养基中,在有无10%牛血清的情况下,测定了其对白色念珠菌、须癣毛癣菌和毛霉菌的毒性。酸的杀真菌毒性受链长、培养基pH值以及吸附剂的有无影响。酯的毒性主要受链长影响,其次受培养基pH值和牛血清存在情况的影响。2-炔酸的活性顺序为C10 = C11 = C12大于C14 = C16大于C9大于C8大于C7。与其他脂肪酸类似物相比,以重量计的杀真菌毒性顺序为2-炔酸大于2-烯酸大于链烷酸大于2-溴链烷酸大于2-氟链烷酸。酸的链长与pKa之间存在反比关系,这表明分配行为与吸附剂的作用一样,是杀真菌毒性的一个基本决定因素。

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