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<p>This study aims to understand the structure-property relationships of curcumin (CUR) and its metabolites at the molecular level, which is the foundation for effectively utilizing their medicinal value. To investigate their structure-property relationships, we employed a combination of spectroscopic techniques and quantum chemical calculations, along with computer software to predict the drug-likeness of the compounds. Statistical validation confirmed consistency between theoretical and experimental bond lengths/angles for CUR and tetrahydrocurcumin (THC). The metabolites of curcumin undergo double bond cleavage and carbonyl reduction, leading to high-frequency shifts in the infrared spectra of the phenolic hydroxyl groups on the benzene ring. Ultraviolet spectra displayed two strong peaks at 150–250&#xa0;nm, with CUR, CUT, CUG, and CUS showing prominent 300–400&#xa0;nm absorption from HOMO→LUMO transitions (&gt;85% contribution). Activity analysis ranked CUS/CUT/CUG as highly reactive, contrasting with stable HHC/OHC. Pharmacokinetically, considering the balance between efficacy and safety, THC/HHC/OHC demonstrate superior relative parameters.These findings underscore how specific structural alterations—such as hydroxylation and conjugation—govern key electronic properties, chemical reactivity, and bioavailability, thereby offering crucial insights for the rational design of optimized curcumin-based therapeutics.</p> Graphical abstract <p></p>

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Computational investigation of the structures and spectroscopic properties of curcumin and its metabolites

  • 期刊论文

  • 发表日期：

    2026年2月17日

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  • Yingyi Liao,
  • Yonghao Cai,
  • Xiaoling Wang,
  • Yueyue Weng,
  • Deguan Yu

摘要

This study aims to understand the structure-property relationships of curcumin (CUR) and its metabolites at the molecular level, which is the foundation for effectively utilizing their medicinal value. To investigate their structure-property relationships, we employed a combination of spectroscopic techniques and quantum chemical calculations, along with computer software to predict the drug-likeness of the compounds. Statistical validation confirmed consistency between theoretical and experimental bond lengths/angles for CUR and tetrahydrocurcumin (THC). The metabolites of curcumin undergo double bond cleavage and carbonyl reduction, leading to high-frequency shifts in the infrared spectra of the phenolic hydroxyl groups on the benzene ring. Ultraviolet spectra displayed two strong peaks at 150–250 nm, with CUR, CUT, CUG, and CUS showing prominent 300–400 nm absorption from HOMO→LUMO transitions (>85% contribution). Activity analysis ranked CUS/CUT/CUG as highly reactive, contrasting with stable HHC/OHC. Pharmacokinetically, considering the balance between efficacy and safety, THC/HHC/OHC demonstrate superior relative parameters.These findings underscore how specific structural alterations—such as hydroxylation and conjugation—govern key electronic properties, chemical reactivity, and bioavailability, thereby offering crucial insights for the rational design of optimized curcumin-based therapeutics.

Graphical abstract