Possibility of drug delivery due to hydrogen bonds formation in nanodiamonds and doxorubicin: molecular modeling

Abstract

The possibility of drug delivery and retention in cells due to hydrogen bond formation between enriched nanodiamonds and highly toxic drugs (for example doxorubicin), is investigated by numerical simulation. Using molecular modeling by the density functional theory method with the B3LYP functional and the 6-31G(d) basic set, we analyze hydrogen bond formation and their influence on IR-spectra and structure of molecular complex which is formed due to interaction between doxorubicin and nanodiamonds enriched by carboxylic groups. Numerical modeling of carboxylated nanodiamonds and doxorubicin interaction is based on nanodiamond representation by a diamond-like nanoparticle with simpler structure. Enriched adamantane (1,3,5,7-adamantanetetracarboxylic acid) is used as an example of carboxylated diamond-like nanoparticle. Combined IR spectrum as imposing of IR spectra for doxorubicin and 1,3,5,7-adamantanetetracarboxylic acid various interaction positions is obtained. The combined IR spectrum demonstrates good agreement with experimental data. The obtained results demonstrate that there can be strong hydrogen bonds between doxorubicin and nanodiamond as one of basic mechanism for drug delivery and retention in cells.

The energy of hydrogen bonds in aqueous suspensions of nanodiamonds with different surface functionalization

“…For numerical simulations, we use a split‐valence basis set 6‐31G(d). For numerical modeling of intermolecular forces in molecular compound, we used the Gaussian 09 program complex, which is traditionally applied for investigations in various areas of computational physics and chemistry and approved by the authors and in other investigations.…”

Nanodiamond-containing composites for tissue scaffolds and surgical implants: A review

“…Delivery of doxorubicin (Dox) by ND-based systems has been shown to be safe and effective [162][163][164]. ND-Dox complexes were utilized for the treatment of liver cancer (LT2-M) and breast cancer (4T1) models.…”

The use of nanocluster polyoxometalates in the bioactive substance delivery systems

“…The biomedical aspect of nanodiamond use can also be considered [250][251][252][253][254][255][256][257][258][259][260]. The nanodispersed diamonds (or nanodiamonds) were obtained for the first time in in the USSR in the 1960s [261], but the widespread interest in the research of this material arose in the 1990s due to several factors.…”

“…Such properties as exceptional hardness, the Young's modulus, specific optical properties, biocompatibility, chemical stability, and fluorescence ability make nanodiamonds a promising material for biomedical applications [250][251][252][253][254][255][256][257][258][259][260][261][262][263]. Among the possible areas of biomedical application is the use as a matrix for tissue engineering, creation of implants and, in particular, bioactive substances targeted delivery [250,251,253,255,259]. The latter is possible due to the ability of many bioactive substances (proteins, antibodies, nucleic acids, drugs) to bind to the surface of nanodiamonds [253-256, 259, 260, 263].…”