We evaluated the antifungal activity of benzylidene-carbonyl compounds (LINS03) based on the structure of gibbilimbol from Piper malacophyllum Linn. Five analogues (1–5) were synthetized following a classic aldol condensation between an aromatic aldehyde and a ketone, under basic conditions. These were tested against itraconazole-susceptible (n = 3) and itraconazole-resistant (n = 5) isolates of Sporothrix brasiliensis by M38-A2 guidelines of CLSI. All of them were fungistatic (MIC ranged of 0.11–0.22 mg/mL (1); 0.08–0.17 mg/mL (2); 0.05–0.1 mg/mL (3); 0.04–0.33 mg/mL (4); and 0.04–0.3 mg/mL (5)), highlighting compounds 2 and 3. As fungicidal, compounds 1 and 2 were highlighted (MFC ranged of 0.22–0.89 mg/mL and 0.08–1.35 mg/mL, respectively), compared with the remaining (0.77–> 3.08 mg/mL (3); 0.08–> 2.6 mg/mL (4); and 0.59–> 2.37 mg/mL (5)). The inhibitory activity was related to the benzylidene-carbonyl, whereas the phenol group and the low chain homolog seems to contribute to some extent to the fungicidal effect. Compound 2 highlighted due to the considerable fungistatic and fungicidal activities, including itraconazole-resistant Sporothrix brasiliensis. These findings support the potential usefulness of benzylidene-carbonyl compounds as promising prototypes for the development of antifungal against sporotrichosis by Sporothrix brasiliensis, including against itraconazole-resistant isolates.

我们基于来自Piper malacophyllum Linn的鬼臼胆素的结构评估了亚苄基羰基化合物（LINS03）的抗真菌活性。五个类似物（1 - 5）中synthetized以下的芳香醛和酮，在碱性条件下之间的经典的羟醛缩合。这些被针对伊曲康唑敏感（测试Ñ  = 3）和伊曲康唑抗性（Ñ  = 5）的分离孢子丝巴西通过CLSI M38的-A2准则。它们都是抑菌性的（MIC范围为0.11-0.22 mg / mL（1）; 0.08-0.17 mg / mL（2）; 0.05-0.1 mg / mL（3）; 0.04-0.33 mg / mL（4）; 和0.04-0.3 mg / mL（5）），突出显示化合物2和3。作为杀真菌剂，化合物1和2突出显示（MFC的范围分别为0.22–0.89 mg / mL和0.08–1.35 mg / mL），而其余化合物（0.77–> 3.08 mg / mL（3）； 0.08–> 2.6 mg / mL（4）；和0.59-> 2.37 mg / mL（5））。抑制活性与亚苄基-羰基有关，而酚基和低链同系物似乎在一定程度上有助于杀菌作用。化合物2由于具有相当大的抑真菌和杀真菌活性而突出显示，包括抗伊曲康唑的巴西孢子虫。这些发现支持了亚苄基-羰基化合物作为开发有希望的原型的潜在潜力，该原型有望用于开发抗巴西孢子菌（Sporothrix brasiliensis）的孢子虫病的抗真菌剂，包括抗伊曲康唑的分离株。