With the aim of discovering a lead compound for pyridine‐based fungicide bearing adamantane moiety, a series of novel O‐alkyl/benzyl‐1‐(adamantan‐1‐yl)‐2‐(pyridin‐3‐yl)ethan‐1‐one oximes were synthesized from 3‐methylpyridine, ethyl (adamantan‐1‐yl)carboxylate, and alkoxyamine or benzoxyamine hydrochloride. The in vitro antifungal activity against four pathogenic fungi was evaluated, and some compounds exhibited good antifungal activity. Compounds 3d and 3f demonstrated strong activity against Sclerotinia sclerotiorum, with EC₅₀ values of 11.25 and 12.87 μg/mL, respectively; 3b, 3c, and 3k had notable activity against Botrytis cinerea, with EC₅₀ values of 12.78, 12.57, and 11.97 μg/mL, respectively. For Rhizoctonia Solani, 3d and 3g showed sufficient activity with EC₅₀ values of 9.66 and 8.90 μg/mL, respectively. In addition, 3d and 3g demonstrated moderate activity against Colletotrichum orbiculare, with EC₅₀ values of 14.32 and 15.83 μg/mL, respectively.

中文翻译：

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带有金刚烷部分的新型2-（吡啶-3-基）乙烷-1-酮肟醚的设计，合成和生物学活性

为了发现带有金刚烷部分的吡啶基杀菌剂的前导化合物，一系列新颖的O-烷基/苄基-1-（金刚烷-1-基）-2-（吡啶-3-基）乙烷-1-由3-甲基吡啶，（金刚烷-1-基）羧酸乙酯和烷氧胺或苯氧胺盐酸盐合成一种肟。评价了对四种病原真菌的体外抗真菌活性，并且一些化合物表现出良好的抗真菌活性。化合物3d和3f对菌核菌具有很强的活性，EC ₅₀值分别为11.25和12.87μg/ mL。3b，3c和3k对灰葡萄孢（Botrytis cinerea）的EC ₅₀值分别为12.78、12.57和11.97μg/ mL。对于索拉尼丝菌，3d和3g表现出足够的活性，EC ₅₀值分别为9.66和8.90μg/ mL。此外，3d和3g表现出对球形炭疽菌的中等活性，EC ₅₀值分别为14.32和15.83μg/ mL。