The discovery of novel antifungal phenylpyridines derivatives based on CYP53 binding model

Construction and Evaluation of Novel Dual-function Antifungal Inhibitors and Covalent Organic Framework Carriers Based on the Infection Microenvironment

“…In the progress, the commercially available phenylboronic acid ( 6 ) reacted with parabromobenzoic acid to afford the biphenyl-3-carboxylic acid ( 7 ) through Suzuki coupling . Subsequently, the intermediate ( 8 ) was obtained through the amidation reaction of biphenyl-3-carboxylic acid ( 7 ) and methylpiperidine-3- carboxylate; the ester group was further hydrolyzed to generate acidic intermediate ( 9 ) . Finally, these target compounds ( 10 a‑c -1; 10 a‑c -2 ) were produced though the amidation reaction of acidic intermediate ( 9 ) and key intermediates ( 5 a‑c -1, 5 a‑c -2 ).…”

“…30 Subsequently, the intermediate (8) was obtained through the amidation reaction of biphenyl-3-carboxylic acid (7) and methylpiperidine-3-carboxylate; the ester group was further hydrolyzed to generate acidic intermediate (9). 31 Finally, these target compounds (10 a-c -1; 10 a-c -2) were produced though the amidation reaction of acidic intermediate (9) and key intermediates (5 a-c -1, 5 a-c -2).…”

Design, Synthesis, and Activity Evaluation of Novel Dual-Target Inhibitors with Antifungal and Immunoregulatory Properties

“…The synthesis route of target compounds ( L17-L24 ) containing a similar quinoline skeleton is displayed in Scheme . The amide intermediates ( 9a – d ) were produced though the amidation reaction with 4-Boc-aminopiperidine ( 8 ) and various benzoic acids . Subsequently, the appropriate Boc protecting group was removed to afford free amine intermediates ( 10a – d ).…”

“…The amide intermediates (9a−d) were produced though the amidation reaction with 4-Boc-aminopiperidine (8) and various benzoic acids. 31 Subsequently, the appropriate Boc protecting group was removed to afford free amine intermediates (10a−d). They were further reacted with the key intermediate (6b) to yield key products (11a−d).…”

Construction and Activity Evaluation of Novel Bifunctional Inhibitors and a COF Carrier Based on a Fungal Infection Microenvironment

“…Moreover, starting material 6 could react with (3-bromo-2-methyl phenyl)methanol to produce intermediate 7 through the Suzuki reaction, and the hydroxyl structure was replaced with the chlorine group to obtain intermediate 8. 30 Next, intermediate 8 was condensed with 2,6-dimethoxy-4-hydroxybenzaldehyde to generate key intermediate 9. Finally, these key intermediates 5a, b, c-1, and 2 and intermediate 9 were subjected to yield novel compounds 10a, b, c-1, and 2 by condensation and reduction reactions.…”