Synthesis, characterization, and exploration of binding mode preference for the complex of iron with the antibiotic cefdinir

Presenter(s)

Meagan Kaufenberg-Lashua and Alexander Gibbs

Abstract

Cefdinir is a common antibiotic used to treat an array of bacterial infections of the upper respiratory system. A common side effect observed in patients with high iron diets (typically formula-fed infants and supplemented geriatrics) is a distinctive non-bloody, red stool. This has been attributed to complexation of iron (III) by cefdinir. Cefdinir has multiple Lewis basic sites where iron could bind after deprotonation. The structure of the iron-cefdinir complex has been proposed with binding through the oxime group, however the structure has not yet been proven. An array of binding modes have been modeled to compare energies and predicted spectra (IR and UV-vis) alongside experimentally obtained spectra. Two different preparatory methods have been utilized providing distinctly different products bringing into question analyses from previous studies.

College

College of Science & Engineering

Department

Chemistry

Campus

Winona

First Advisor/Mentor

Joseph K. West

Start Date

4-24-2025 10:00 AM

End Date

4-24-2025 11:00 AM

Presentation Type

Poster Session

Format of Presentation or Performance

In-Person

Session

1b=10am-11am

Poster Number

36

Comments

No poster file.

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Apr 24th, 10:00 AM Apr 24th, 11:00 AM

Synthesis, characterization, and exploration of binding mode preference for the complex of iron with the antibiotic cefdinir

Cefdinir is a common antibiotic used to treat an array of bacterial infections of the upper respiratory system. A common side effect observed in patients with high iron diets (typically formula-fed infants and supplemented geriatrics) is a distinctive non-bloody, red stool. This has been attributed to complexation of iron (III) by cefdinir. Cefdinir has multiple Lewis basic sites where iron could bind after deprotonation. The structure of the iron-cefdinir complex has been proposed with binding through the oxime group, however the structure has not yet been proven. An array of binding modes have been modeled to compare energies and predicted spectra (IR and UV-vis) alongside experimentally obtained spectra. Two different preparatory methods have been utilized providing distinctly different products bringing into question analyses from previous studies.