Department of Pharmacy - Center for Drug Research, Ludwig-Maximilians University, Munich, Germany.
Arch Pharm (Weinheim). 2017 May;350(5). doi: 10.1002/ardp.201600342. Epub 2017 Apr 4.
Benzylamine-type antimycotics like naftifine, butenafine, or terbinafine are a well-known class of antimycotics since the 1980s. The following paper describes the synthesis and biological evaluation of a series of novel benzylamine-type antimycotics characterized by an isooctyl side chain and various substituents at the benzylamine moiety. The compounds were prepared from benzaldehyde derivatives and 2-amino-6-methylheptane by reductive amination with sodium triacetoxyborohydride and subsequent precipitation with hydrogen chloride. The antimycotic activity of the resulting compounds was evaluated in an agar diffusion assay against the yeasts C. glabrata and Yarrowia lipolytica, the mold Aspergillus niger and the dermatophyte H. burtonii. The compounds were also tested in a microdilution assay against the yeast Candida glabrata and the dermatophyte H. burtonii to determine the minimal inhibitory concentrations (MIC). Compounds with an aromatic ether side chain or a short alkyl ether side chain showed significant antimycotic activity against C. glabrata, comparable to terbinafine or clotrimazole.
自 20 世纪 80 年代以来，苯甲胺类抗真菌药如萘替芬、布替萘芬或特比萘芬一直是一类知名的抗真菌药。本文描述了一系列新型苯甲胺类抗真菌药的合成和生物评价，这些化合物的特点是具有异辛基侧链和苯甲胺部分的各种取代基。这些化合物是通过将苯甲醛衍生物和 2-氨基-6-甲基庚烷与三乙酰氧基硼氢化钠进行还原胺化反应，并随后用盐酸沉淀来制备的。所得化合物的抗真菌活性通过琼脂扩散试验对酵母菌 C. glabrata 和 Yarrowia lipolytica、霉菌 Aspergillus niger 和皮肤真菌 H. burtonii 进行了评估。这些化合物还通过微量稀释试验对酵母菌 Candida glabrata 和皮肤真菌 H. burtonii 进行了测试，以确定最小抑菌浓度（MIC）。具有芳基醚侧链或短烷基醚侧链的化合物对 C. glabrata 表现出显著的抗真菌活性，与特比萘芬或克霉唑相当。
