Nucleoside Analog Reverse-Transcriptase Inhibitors in Membrane Environment: Molecular Dynamics Simulations
The behavior of four drugs from the family of nucleoside analog reverse-transcriptase inhibitors (zalcitabine, stavudine, didanosine, and apricitabine) in a membrane environment was traced using molecular dynamics simulations. The simulation models included bilayers and monolayers composed of POPC a...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-08-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/17/6273 |
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| author | Anna Stachowicz-Kuśnierz Beata Korchowiec Jacek Korchowiec |
| author_facet | Anna Stachowicz-Kuśnierz Beata Korchowiec Jacek Korchowiec |
| author_sort | Anna Stachowicz-Kuśnierz |
| collection | DOAJ |
| description | The behavior of four drugs from the family of nucleoside analog reverse-transcriptase inhibitors (zalcitabine, stavudine, didanosine, and apricitabine) in a membrane environment was traced using molecular dynamics simulations. The simulation models included bilayers and monolayers composed of POPC and POPG phospholipids. It was demonstrated that the drugs have a higher affinity towards POPG membranes than POPC membranes due to attractive long-range electrostatic interactions. The results obtained for monolayers were consistent with those obtained for bilayers. The drugs accumulated in the phospholipid polar headgroup region. Two adsorption modes were distinguished. They differed in the degree of penetration of the hydrophilic headgroup region. Hydrogen bonds between drug molecules and phospholipid heads were responsible for adsorption. It was shown that apricitabine penetrated the hydrophilic part of the POPC and POPG membranes more effectively than the other drugs. Van der Waals interactions between S atoms and lipids were responsible for this. |
| first_indexed | 2024-03-10T23:17:15Z |
| format | Article |
| id | doaj.art-46940c580d0d4d1cb3ff3ab8b2f8cb2b |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T23:17:15Z |
| publishDate | 2023-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-46940c580d0d4d1cb3ff3ab8b2f8cb2b2023-11-19T08:33:41ZengMDPI AGMolecules1420-30492023-08-012817627310.3390/molecules28176273Nucleoside Analog Reverse-Transcriptase Inhibitors in Membrane Environment: Molecular Dynamics SimulationsAnna Stachowicz-Kuśnierz0Beata Korchowiec1Jacek Korchowiec2Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Krakow, PolandFaculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Krakow, PolandFaculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Krakow, PolandThe behavior of four drugs from the family of nucleoside analog reverse-transcriptase inhibitors (zalcitabine, stavudine, didanosine, and apricitabine) in a membrane environment was traced using molecular dynamics simulations. The simulation models included bilayers and monolayers composed of POPC and POPG phospholipids. It was demonstrated that the drugs have a higher affinity towards POPG membranes than POPC membranes due to attractive long-range electrostatic interactions. The results obtained for monolayers were consistent with those obtained for bilayers. The drugs accumulated in the phospholipid polar headgroup region. Two adsorption modes were distinguished. They differed in the degree of penetration of the hydrophilic headgroup region. Hydrogen bonds between drug molecules and phospholipid heads were responsible for adsorption. It was shown that apricitabine penetrated the hydrophilic part of the POPC and POPG membranes more effectively than the other drugs. Van der Waals interactions between S atoms and lipids were responsible for this.https://www.mdpi.com/1420-3049/28/17/6273phospholipid membranesnucleoside reverse-transcriptase inhibitorsddCddId4TATC |
| spellingShingle | Anna Stachowicz-Kuśnierz Beata Korchowiec Jacek Korchowiec Nucleoside Analog Reverse-Transcriptase Inhibitors in Membrane Environment: Molecular Dynamics Simulations Molecules phospholipid membranes nucleoside reverse-transcriptase inhibitors ddC ddI d4T ATC |
| title | Nucleoside Analog Reverse-Transcriptase Inhibitors in Membrane Environment: Molecular Dynamics Simulations |
| title_full | Nucleoside Analog Reverse-Transcriptase Inhibitors in Membrane Environment: Molecular Dynamics Simulations |
| title_fullStr | Nucleoside Analog Reverse-Transcriptase Inhibitors in Membrane Environment: Molecular Dynamics Simulations |
| title_full_unstemmed | Nucleoside Analog Reverse-Transcriptase Inhibitors in Membrane Environment: Molecular Dynamics Simulations |
| title_short | Nucleoside Analog Reverse-Transcriptase Inhibitors in Membrane Environment: Molecular Dynamics Simulations |
| title_sort | nucleoside analog reverse transcriptase inhibitors in membrane environment molecular dynamics simulations |
| topic | phospholipid membranes nucleoside reverse-transcriptase inhibitors ddC ddI d4T ATC |
| url | https://www.mdpi.com/1420-3049/28/17/6273 |
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