Spasojević, Ivan B.

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  • Spasojević, Ivan B. (2)
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Author's Bibliography

The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability

Korać Jačić, Jelena; Dimitrijević, Milena S.; Bajuk-Bogdanović, Danica V.; Stanković, Dalibor; Savić, Slađana D.; Spasojević, Ivan B.; MIlenković, Milica R.

(Springer, 2023) 

TY  - JOUR
AU  - Korać Jačić, Jelena
AU  - Dimitrijević, Milena S.
AU  - Bajuk-Bogdanović, Danica V.
AU  - Stanković, Dalibor
AU  - Savić, Slađana D.
AU  - Spasojević, Ivan B.
AU  - MIlenković, Milica R.
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6043
AB  - The interactions of drugs with iron are of interest in relation to the potential effects of iron-rich foods and iron supplements on sorption and bioavailability. Doxycycline (DOX), a member of the tetracycline class of broad-spectrum antibiotics, is frequently administered by oral route. In the digestive tract, DOX can be exposed to iron at different pH values (stomach pH 1.5–4, duodenum pH 5–6, distal jejunum and ileum pH 7–8). In relation to this, we analyzed the impact of pH on Fe3+-DOX complex formation. The optimal conditions for Fe3+-DOX complex formation are pH = 4 and [Fe3+]/[DOX] = 6 molar ratio. HESI-MS showed that Fe3+-DOX complex has 1:1 stoichiometry. Raman spectra of Fe3+-DOX complex indicate the presence of two Fe3+-binding sites in DOX structure: tricarbonylamide group of ring A and phenolic-diketone oxygens of BCD rings. The Fe3+-DOX complex formed at pH = 4 is less susceptible to oxidation than DOX at this pH. The increase of pH induces the decomposition of Fe3+-DOX complex without oxidative degradation of DOX. The pH dependence of Fe3+-DOX complex formation may promote unwanted effects of DOX, impeding the absorption that mainly takes place in duodenum. This could further result in higher concentrations in the digestive tract and to pronounced impact on gut microbiota.
PB  - Springer
T2  - Journal of Biological Inorganic Chemistry
T1  - The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability
VL  - 28
SP  - 679
EP  - 687
DO  - 10.1007/s00775-023-02018-w
ER  - 
@article{
author = "Korać Jačić, Jelena and Dimitrijević, Milena S. and Bajuk-Bogdanović, Danica V. and Stanković, Dalibor and Savić, Slađana D. and Spasojević, Ivan B. and MIlenković, Milica R.",
year = "2023",
abstract = "The interactions of drugs with iron are of interest in relation to the potential effects of iron-rich foods and iron supplements on sorption and bioavailability. Doxycycline (DOX), a member of the tetracycline class of broad-spectrum antibiotics, is frequently administered by oral route. In the digestive tract, DOX can be exposed to iron at different pH values (stomach pH 1.5–4, duodenum pH 5–6, distal jejunum and ileum pH 7–8). In relation to this, we analyzed the impact of pH on Fe3+-DOX complex formation. The optimal conditions for Fe3+-DOX complex formation are pH = 4 and [Fe3+]/[DOX] = 6 molar ratio. HESI-MS showed that Fe3+-DOX complex has 1:1 stoichiometry. Raman spectra of Fe3+-DOX complex indicate the presence of two Fe3+-binding sites in DOX structure: tricarbonylamide group of ring A and phenolic-diketone oxygens of BCD rings. The Fe3+-DOX complex formed at pH = 4 is less susceptible to oxidation than DOX at this pH. The increase of pH induces the decomposition of Fe3+-DOX complex without oxidative degradation of DOX. The pH dependence of Fe3+-DOX complex formation may promote unwanted effects of DOX, impeding the absorption that mainly takes place in duodenum. This could further result in higher concentrations in the digestive tract and to pronounced impact on gut microbiota.",
publisher = "Springer",
journal = "Journal of Biological Inorganic Chemistry",
title = "The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability",
volume = "28",
pages = "679-687",
doi = "10.1007/s00775-023-02018-w"
}
Korać Jačić, J., Dimitrijević, M. S., Bajuk-Bogdanović, D. V., Stanković, D., Savić, S. D., Spasojević, I. B.,& MIlenković, M. R.. (2023). The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability. in Journal of Biological Inorganic Chemistry
Springer., 28, 679-687.
https://doi.org/10.1007/s00775-023-02018-w
Korać Jačić J, Dimitrijević MS, Bajuk-Bogdanović DV, Stanković D, Savić SD, Spasojević IB, MIlenković MR. The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability. in Journal of Biological Inorganic Chemistry. 2023;28:679-687.
doi:10.1007/s00775-023-02018-w .
Korać Jačić, Jelena, Dimitrijević, Milena S., Bajuk-Bogdanović, Danica V., Stanković, Dalibor, Savić, Slađana D., Spasojević, Ivan B., MIlenković, Milica R., "The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability" in Journal of Biological Inorganic Chemistry, 28 (2023):679-687,
https://doi.org/10.1007/s00775-023-02018-w . .

The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability

Korać Jačić, Jelena; Dimitrijević, Milena S.; Bajuk-Bogdanović, Danica V.; Stanković, Dalibor; Savić, Slađana D.; Spasojević, Ivan B.; MIlenković, Milica R.

(Springer, 2023) 

TY  - JOUR
AU  - Korać Jačić, Jelena
AU  - Dimitrijević, Milena S.
AU  - Bajuk-Bogdanović, Danica V.
AU  - Stanković, Dalibor
AU  - Savić, Slađana D.
AU  - Spasojević, Ivan B.
AU  - MIlenković, Milica R.
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6044
AB  - The interactions of drugs with iron are of interest in relation to the potential effects of iron-rich foods and iron supplements on sorption and bioavailability. Doxycycline (DOX), a member of the tetracycline class of broad-spectrum antibiotics, is frequently administered by oral route. In the digestive tract, DOX can be exposed to iron at different pH values (stomach pH 1.5–4, duodenum pH 5–6, distal jejunum and ileum pH 7–8). In relation to this, we analyzed the impact of pH on Fe3+-DOX complex formation. The optimal conditions for Fe3+-DOX complex formation are pH = 4 and [Fe3+]/[DOX] = 6 molar ratio. HESI-MS showed that Fe3+-DOX complex has 1:1 stoichiometry. Raman spectra of Fe3+-DOX complex indicate the presence of two Fe3+-binding sites in DOX structure: tricarbonylamide group of ring A and phenolic-diketone oxygens of BCD rings. The Fe3+-DOX complex formed at pH = 4 is less susceptible to oxidation than DOX at this pH. The increase of pH induces the decomposition of Fe3+-DOX complex without oxidative degradation of DOX. The pH dependence of Fe3+-DOX complex formation may promote unwanted effects of DOX, impeding the absorption that mainly takes place in duodenum. This could further result in higher concentrations in the digestive tract and to pronounced impact on gut microbiota.
PB  - Springer
T2  - Journal of Biological Inorganic Chemistry
T1  - The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability
VL  - 28
SP  - 679
EP  - 687
DO  - 10.1007/s00775-023-02018-w
ER  - 
@article{
author = "Korać Jačić, Jelena and Dimitrijević, Milena S. and Bajuk-Bogdanović, Danica V. and Stanković, Dalibor and Savić, Slađana D. and Spasojević, Ivan B. and MIlenković, Milica R.",
year = "2023",
abstract = "The interactions of drugs with iron are of interest in relation to the potential effects of iron-rich foods and iron supplements on sorption and bioavailability. Doxycycline (DOX), a member of the tetracycline class of broad-spectrum antibiotics, is frequently administered by oral route. In the digestive tract, DOX can be exposed to iron at different pH values (stomach pH 1.5–4, duodenum pH 5–6, distal jejunum and ileum pH 7–8). In relation to this, we analyzed the impact of pH on Fe3+-DOX complex formation. The optimal conditions for Fe3+-DOX complex formation are pH = 4 and [Fe3+]/[DOX] = 6 molar ratio. HESI-MS showed that Fe3+-DOX complex has 1:1 stoichiometry. Raman spectra of Fe3+-DOX complex indicate the presence of two Fe3+-binding sites in DOX structure: tricarbonylamide group of ring A and phenolic-diketone oxygens of BCD rings. The Fe3+-DOX complex formed at pH = 4 is less susceptible to oxidation than DOX at this pH. The increase of pH induces the decomposition of Fe3+-DOX complex without oxidative degradation of DOX. The pH dependence of Fe3+-DOX complex formation may promote unwanted effects of DOX, impeding the absorption that mainly takes place in duodenum. This could further result in higher concentrations in the digestive tract and to pronounced impact on gut microbiota.",
publisher = "Springer",
journal = "Journal of Biological Inorganic Chemistry",
title = "The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability",
volume = "28",
pages = "679-687",
doi = "10.1007/s00775-023-02018-w"
}
Korać Jačić, J., Dimitrijević, M. S., Bajuk-Bogdanović, D. V., Stanković, D., Savić, S. D., Spasojević, I. B.,& MIlenković, M. R.. (2023). The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability. in Journal of Biological Inorganic Chemistry
Springer., 28, 679-687.
https://doi.org/10.1007/s00775-023-02018-w
Korać Jačić J, Dimitrijević MS, Bajuk-Bogdanović DV, Stanković D, Savić SD, Spasojević IB, MIlenković MR. The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability. in Journal of Biological Inorganic Chemistry. 2023;28:679-687.
doi:10.1007/s00775-023-02018-w .
Korać Jačić, Jelena, Dimitrijević, Milena S., Bajuk-Bogdanović, Danica V., Stanković, Dalibor, Savić, Slađana D., Spasojević, Ivan B., MIlenković, Milica R., "The formation of Fe3+-doxycycline complex is pH dependent: implications to doxycycline bioavailability" in Journal of Biological Inorganic Chemistry, 28 (2023):679-687,
https://doi.org/10.1007/s00775-023-02018-w . .