Yoshinari Tomoya, Sugita-Konishi Yoshiko, Ohnishi Takahiro, Terajima Jun
Division of Microbiology, National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501, Japan.
Department of Food and Life Sciences, Azabu University, 1-17-71 Fuchinobe, Chuo-ku, Sagamihara, Kanagawa, Tokyo 252-5201, Japan.
Toxins (Basel). 2017 May 26;9(6):176. doi: 10.3390/toxins9060176.
Blasticidin S (BcS) is a protein synthesis inhibitor which shows strong growth inhibitory activity against a number of microorganisms. However, BcS inhibited aflatoxin production by without affecting its growth. In order to obtain information about the structure-activity relationship of BcS as an aflatoxin production inhibitor, BcS derivatives were prepared and their aflatoxin production inhibitory activities were evaluated. Among five derivatives, blasticidin S carboxymethyl ester, deaminohydroxyblasticidin S, and pyrimidinoblasticidin S showed inhibitory activity, while the others did not. The IC value for aflatoxin production of the carboxymethyl ester derivative was one-fifth of that of BcS although their antimicrobial activities were almost the same. These results indicate that the inhibitory activity of BcS against aflatoxin production was enhanced by esterification of its carboxyl group and that the carboxymethyl ester derivative might be more suitable for practical use than BcS because of the specificity of the carboxymethyl ester derivative, which inhibited aflatoxin production more than BcS.
杀稻瘟菌素S（BcS）是一种蛋白质合成抑制剂，对多种微生物表现出强烈的生长抑制活性。然而，BcS抑制黄曲霉毒素的产生，却不影响其生长。为了获得有关BcS作为黄曲霉毒素产生抑制剂的构效关系信息，制备了BcS衍生物并评估了它们对黄曲霉毒素产生的抑制活性。在五种衍生物中，杀稻瘟菌素S羧甲基酯、脱氨基羟基杀稻瘟菌素S和嘧啶杀稻瘟菌素S表现出抑制活性，而其他衍生物则没有。羧甲基酯衍生物对黄曲霉毒素产生的IC值是BcS的五分之一，尽管它们的抗菌活性几乎相同。这些结果表明，BcS羧基的酯化增强了其对黄曲霉毒素产生的抑制活性，并且羧甲基酯衍生物可能比BcS更适合实际应用，因为羧甲基酯衍生物具有特异性，其对黄曲霉毒素产生的抑制作用比BcS更强。
