How Many Drugs Are Catecholics

Molecules

Da-Peng Yang¹  Hong-Fang Ji¹  Guang-Yan Tang¹  Wei Ren¹ 

[1] id="af1-molecules-12-00878">Shandong Provincial Research Center for Bioinformatic Engineering and Technique, Center for Advanced Study, Shandong University of Technology, Zibo 255049, P. R. Chi

关键词: Antioxidant;    Catechol;    Toxicity;    Chemoinformatics;    Density functional theory;    Bond dissociation enthalpy;   

DOI  :  10.3390/12040878

来源: mdpi

【 摘 要 】

By examination of the 8659 drugs recorded in the Comprehensive Medicinal Chemistry (CMC) database, 78 catecholics (including five pyrogallolics) were identified, of which 17 are currently prescribed by FDA. Through analyzing the substitutent patterns, ClogPs and O-H bond dissociation enthalpies (BDEs) of the catecholic drugs, some molecular features that may benefit circumventing the toxicity of catecholics were revealed: i) strong electron-donating substituents are excluded; ii) ClogP < 3; iii) an energy penalty exists for quinone formation. Besides, the present analyses also suggest that the clinical usage and dosage of currently prescribed catecholic drugs are of importance in designing or screening catecholic antioxidants.

【 授权许可】

Unknown   
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