Synthesis and fungicidal activity of dehydroabietyl-1,2,4-triazolo-thiazolidinones

Synthesis and fungicidal activity of dehydroabietyl-1,2,4-triazolo-thiazolidinones
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DOI:
10.1515/hf-2012-0026
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发表时间:
2012
期刊:
--
影响因子:
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通讯作者:
Xue-Tang Xu;Xian-li Ma;W. Duan;Li Chen;B. Cen;Qi Mo;Jian-Yi Wang
Xue-Tang Xu;Xian-li Ma;W. Duan;Li Chen;B. Cen;Qi Mo;Jian-Yi Wang
中科院分区:
其他
文献类型:
--
作者:
Xue-Tang Xu;Xian-li Ma;W. Duan;Li Chen;B. Cen;Qi Mo;Jian-Yi Wang

文献摘要

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摘要为了寻找新的具有生物活性的化合物,设计合成了一系列含1,2,4-三唑并噻唑烷酮结构的脱氢枞酸衍生物。合成了7个6-取代苯亚甲基-3-脱氢松香基噻唑并[2,3-c][1,2,4]三唑-5-酮类化合物。为此,用3-脱氢松香基-噻唑并[2,3-c][1,2,4]三唑-5-酮和各种芳香醛进行缩合反应。通过IR、MS、~ 1H NMR、~(13)C NMR和元素分析等手段对目标化合物进行了分析和表征。初步生物活性测定结果表明,目标化合物在50 μg·ml ~(-1)浓度下对禾谷镰刀菌(Fusarium graminearum)具有最好的杀菌活性。禾谷镰刀菌(F. graminearum); oxysporum F.黄瓜褐斑病菌、早疫病链格孢(Alternaria solani)、梨生轮纹病菌(Physalospora piricola)、花生生尾孢(Cercospora arachidicola)和梨生轮纹病菌(F. graminearum)。
Abstract In search of novel potent bioactive compounds, a series of novel dehydroabietic acid derivatives bearing 1,2,4-triazolo-thiazolidinone moieties were designed and synthesized. Seven compounds were synthesized of the type 6-substituted benzylidene-3-dehydroabietyl-thiazolo[2,3-c][1,2,4]triazol-5-ones. To this purpose a condensation reaction was performed with 3-dehydroabietyl-thiazolo[2,3-c][1,2,4]triazol-5-one and various aromatic aldehydes. All the title compounds were analyzed and characterized by means of IR, MS, 1H NMR, 13C NMR, and elemental analysis. A preliminary bioassay showed that, at a concentration of 50 μg ml-1, the target compounds exhibited the best fungicidal activity against Fusarium graminearum (F. graminearum) of the five fungi tested (F. oxysporum f. cucumerinum, Alternaria solani, Physalospora piricola, Cercospora arachidicola, and F. graminearum).