Novel macrocyclic molecules based on 12a-N substituted 16-membered azalides and azalactams as potential antifungal agents
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- 作者：Xiaolei Wang ; Shun Zhang ; Yanlong Pang ; Huihui Yuan ; Xiaomei Liang ; Jianjun Zhang ; Daoquan Wang ; Mingan Wang ; Yanhong Dong
- 关键词：Macrocyclic molecules ; Azalides ; Azalactams ; Synthesis ; Antifungal activity
- 刊名：European Journal of Medicinal Chemistry
- 出版年：12 February, 2014
- 年：2014
- 卷：73
- 期：Complete
- 页码：286-294
- 全文大小：388 K
文摘
Novel macrocyclic molecules comprising sulfonyl and acyl moiety at the position N-12a of 16-membered azalides (6a-n) and azalactams (10a-r) scaffold were synthesized from cyclododecanone 1 as starting material via 5 steps and 4 steps, respectively. The antifungal activity of these compounds against Sclerotinia sclerotiorum, Pyricularia oryzae, Botrytis cinerea, Rhizoctonia solani and Phytophthora capsici were evaluated and found that compounds possessing 伪-exomethylene (6c, 6d, 6e and 6g) showed antifungal activity comparable to commercial fungicide Chlorothalonil against P. oryzae and compounds possessing p-chlorobenzoyl exhibited enhanced antifungal activity than those with other substituents against S.聽sclerotiorum, P.聽oryzae, and B.聽cinerea. These findings suggested that the 伪-exomethylene and p-chlorobenzoyl may be two potential pharmacological active groups with antifungal activities.