嗜氮酮类化合物具有广泛的药理活性,且受天然产物来源多种广泛抗植物病原菌衍生物应用启发,设计合成了17个唑类修饰的新型核丛青霉素（sclerotiorin）衍生物,并评估了其对5种植物病原菌的抗菌活性. 体外抗菌测试结果表明,化合物Sc-17对灰霉菌（Botrytis cinerea）的抑制活性最佳,其最低抑菌浓度（MIC）为25 μg/mL. 此外,化合物Sc-2、Sc-9和Sc-10对荔枝炭疽病菌（Colletotrichum litchi Trag）的抑制活性强于母体化合物sclerotiorin,三者的最低抑菌浓度（MIC）均为25 μg/mL. 进一步研究化合物Sc-17对灰霉菌（B. cinerea）的初步作用机制发现,化合物Sc-17可以呈现浓度依赖性的抑制灰霉菌的活性. SEM和TEM观察发现化合物Sc-17可通过破坏细胞膜、细胞壁,导致细胞内物质外泄、细胞器崩解达到抑菌效果.
李佚琳
,
刘铃铃
,
贾豪
,
黎嘉琳
,
龙玉华
. 唑类修饰核丛青霉素衍生物的合成及其抗菌活性研究[J]. 有机化学, 0
: 202605013
.
DOI: 10.6023/cjoc202605013
Azaphilone derivatives have a wide range of pharmacological activities. Inspired by the application of various derivatives of natural products with broad-spectrum antiphytopathogenic activity, 17 novel Azole-Modified sclerotiorin derivatives with nitrogen-containing heterocyclic substitutions were designed and synthesized, and their antifungal activities against five plant pathogenic fungi were evaluated.The results of the in vitro antifungal test showed that compound Sc-17 exhibited the highest inhibitory activity against Botrytis cinerea, with its minimum inhibitory concentration (MIC) being 25 μg/mL.Furthermore, compounds Sc-2, Sc-9 and Sc-10 exhibited stronger inhibitory activity against the Colletotrichum litchi Trag than the parent compound sclerotiorin. The minimum inhibitory concentration (MIC) of all three compounds was 25 μg/mL. The in vivo test results indicated that compound Sc-17 shows significant post-harvest protection and treatment effects on the three types of fruits.Further studies on the initial mechanism of compound Sc-17's effect on Botrytis cinerea revealed that compound Sc-17 can exhibit concentration-dependent inhibition of the activity of Botrytis cinerea.SEM and TEM observations revealed that the compound Sc-17 could achieve antifungal effects by damaging the cell membrane and cell wall, causing the leakage of intracellular substances and the dissolution of organelles.
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