Synthesis, Structural Characterization, and In Silico Evaluation of the Salicylidene Schiff Base 4-{( E )-[(2,3-Dihydroxyphenyl)methylidene]amino}-2-hydroxybenzoic Acid as a Promising Scaffold for Human Transthyretin Inhibitor
Abstract
High Resolution Image Download MS PowerPoint Slide The Schiff base derived from the condensation of 4-aminosalicylic acid with 2,3-dihydroxybenzaldehyde was synthesized and characterized by using experimental techniques, theoretical calculations, and in silico methods. Single-crystal X-ray diffraction analysis showed that the compound crystallizes in the triclinic P 1̅ space group with two molecules in the asymmetric unit, both adopting a zwitterionic keto form. In silico studies predict high gastrointestinal absorption, low toxicity, and potential activity as a transthyretin (TTR) inhibitor, with binding affinity comparable to that of the drug Tolcapone, suggesting that the synthesized compound may be a promising scaffold for a TTR stabilizer.
Fields of Study & Subjects
Amyloidosis: Diagnosis
Treatment
Outcomes
Ferrocene Chemistry and Applications
Skin and Cellular Biology Research
Publication details
- Journal / source
- ACS Omega
- Publisher
- American Chemical Society (ACS)
- Volume
- 11
- Issue
- 4
- Pages
- 5154–5169
- Publication date
- 21 January 2026
- Language
- EN