TY - JOUR
T1 - Characterization of the interaction of a novel anticancer molecule with PMMA, PCL, and PLGA polymers via computational chemistry
AU - Montenegro, Edwar D.
AU - Nunes, Jamylle M.
AU - Ramos, Igor F. S.
AU - Almeida, Renata G.
AU - Júnior, Eufrânio N. da Silva
AU - Rizzo, Márcia S.
AU - Silva-Filho, Edson C. da
AU - Ribeiro, Alessandra B.
AU - Silva, Heurison S.
AU - Costa, Marcília P.
N1 - Publisher Copyright:
© 2025 by the authors.
PY - 2025/1/6
Y1 - 2025/1/6
N2 - The development of anticancer drugs is costly and time intensive. Computational approaches optimize the process by studying molecules such as naphthoquinones. This research explores the quantitative structure–activity relationship (QSPR) and molecular interactions among 2,2-dimethyl-3-((3-nitrophenyl)amino)-2,3-dihydronaphtho[1,2-b]furan-4,5-dione (QPhNO2), a Nor-β-Lapachone derivative with anticancer properties, and the following polymers for nanoencapsulation: polymethyl methacrylate (PMMA), polycaprolactone (PCL), and poly-lactic-co-glycolic acid (PLGA). Spartan 14 optimized the compounds using density functional theory (DFT), while ArgusLab performed docking, and Discovery Studio analyzed post-docking results. Simulations indicated that polymers with larger energy gaps are more stable and less prone to deformation than QPhNO2, facilitating interaction with polymer chains. The binding energies for PMMA/QPhNO2, PCL/QPhNO2, and PLGA/QPhNO2 interactions were −4.607, −4.437, and −1.814 kcal/mol, respectively. Docking analysis revealed non-bonded interactions between polymers and QPhNO2. These findings highlight the role of computational methods in nanoencapsulation and molecular characterization, guiding the development of future analogs and combinations.
AB - The development of anticancer drugs is costly and time intensive. Computational approaches optimize the process by studying molecules such as naphthoquinones. This research explores the quantitative structure–activity relationship (QSPR) and molecular interactions among 2,2-dimethyl-3-((3-nitrophenyl)amino)-2,3-dihydronaphtho[1,2-b]furan-4,5-dione (QPhNO2), a Nor-β-Lapachone derivative with anticancer properties, and the following polymers for nanoencapsulation: polymethyl methacrylate (PMMA), polycaprolactone (PCL), and poly-lactic-co-glycolic acid (PLGA). Spartan 14 optimized the compounds using density functional theory (DFT), while ArgusLab performed docking, and Discovery Studio analyzed post-docking results. Simulations indicated that polymers with larger energy gaps are more stable and less prone to deformation than QPhNO2, facilitating interaction with polymer chains. The binding energies for PMMA/QPhNO2, PCL/QPhNO2, and PLGA/QPhNO2 interactions were −4.607, −4.437, and −1.814 kcal/mol, respectively. Docking analysis revealed non-bonded interactions between polymers and QPhNO2. These findings highlight the role of computational methods in nanoencapsulation and molecular characterization, guiding the development of future analogs and combinations.
KW - Drug–polymer interactions
KW - Molecular docking
KW - Nanoencapsulation
UR - http://www.scopus.com/inward/record.url?scp=85214502504&partnerID=8YFLogxK
U2 - 10.3390/app15010468
DO - 10.3390/app15010468
M3 - Article
AN - SCOPUS:85214502504
SN - 2076-3417
VL - 15
JO - Applied Sciences (Switzerland)
JF - Applied Sciences (Switzerland)
IS - 1
M1 - 468
ER -
