A theoretical study of adsorption of tyrosol derivatives as antioxidant drugs on the boron nitride (BN)-nanotube (9, 0) surface

Figures & data

Figure 1. Structures of tyrosol and x-substituted tyrosol derivatives.

Figure 2. Complexes of x-substituted tyrosol derivatives (x = NHMe, OMe, and tert-butyl) with BN-nanotube (9, 0).

Table 1. The computed BDE and IP values (kJ mol⁻¹) of tyrosol derivatives in the gas phase and water.

	Gas Phase		Water
Structure	BDE	IP	BDE	IP
tyrosol	340	670	333	315
NHMe-tyrosol	302	604	296	254
OMe-tyrosol	319	632	315	280
tert-butyl-tyrosol	328	649	324	295

Table 2. The computed BDE and IP values (kJ mol⁻¹) of tyrosol derivatives in the benzene, ethanol, and methanol phase.

	Benzene		Ethanol		Methanol
Structure	BDE	IP	BDE	IP	BDE	IP
tyrosol	343	677	338	680	339	683
NHMe-tyrosol	305	611	301	614	302	617
OMe-tyrosol	322	639	320	642	321	645
tert-butyl-tyrosol	331	656	329	659	330	662

Table 3. The obtained ∆BDE and ∆IP values of substituted phenols (kJ mol^–1) via experimental and theoretical methods.

∆BDE				∆IP
Substituent	Experimental	Gas	Water	Experimental	Gas	Water
NMe2	–40	–43	–31	–67	–71	–66
NHMe	–35	–38	–23	–74	–79	–74
NH2	–35	–38	–22	–68	–72	–63
OH	–20	–24	–21	–45	–48	–40
OMe	–13	–16	–17	–22	–23	–29
t–Bu	–5	–7	–2	–10	–12	–8
Me	–2	–4	–4	–8	–10	–8
Ethyl	–2	–3	–1	–15	–17	–5

Table 4. The calculated E_ad values (kJ mol⁻¹) of tyrosol derivatives on BN-nanotube (9, 0) surface, and the charge transferred (Q_T (e) in eV) from the tyrosol derivatives to BN-nanotube (9, 0).

Structure	Gas Phase	Water	QT (e)
tyrosol	−6.18	−5.96	0.132
NHMe-tyrosol	−6.83	−6.58	0.178
OMe-tyrosol	−6.56	−6.34	0.143
tert-butyl-tyrosol	−6.38	−6.12	0.145

Figure 3. Density of states of complexes of tyrosol derivatives with BN-nanotube (9, 0).

Table 5. The calculated E_ad values (kJ mol⁻¹) of tyrosol derivatives on BN-nanotube (10, 0), BN-nanotube (8, 0), and BN-nanotube (7, 0) surfaces.

Structure	BN-NT (7, 0)	BN-NT (8, 0)	BN-NT (10, 0)
Tyrosol	−6.11	−6.14	−6.32
NHMe-tyrosol	−6.76	−6.80	−6.95
OMe-tyrosol	−6.49	−6.51	−6.68
tert-butyl-tyrosol	−6.32	−6.34	−6.51