## 3 Results and Discussion
### Phytochemical Phenolic Profile of the Examined Infusion by LC-MS/MS Analysis  
After assessing the results of the in silico studies, an LC-MS/MS analysis was performed in order to provide information regarding the phenolic profile of the investigated herbal infusions and to determine the preparation that contained the compounds from molecular docking (rosmarinic acid, cafratic acid, naringenin, and quercetin). By applying the conditions of the developed method, 40 standard phenolic compounds were analyzed in order to build an in-house phenolic library. The spectral information of the phenolic standards is presented in Table 1.  
After creating the LC-MS/MS library of the phenolic compounds, based on the standard solutions, the infusions samples were analyzed. The LC-MS/MS analysis of herbal preparations elucidated 36 tentative (poly)phenols, by using both the library of the phenolic standards and data from published references. The identified compounds are illustrated in Table 2. Rosmarinic acid, cafratic acid, naringenin, and quercetin, which were identified as molecules with putative inhibition activity against the AR enzyme, were detected in the infusions of specific herb families, as shown in Table 2. \begin{table}
\begin{tabular}{c c c c} \hline \hline
**Compound** & **Retention Time (min)** & **Parent Ion [M–H]** & **Product Ion (MS/MS)** \\ \hline Gallic acid & 1.51 & 169.33 & 124 \\ Protocatechuric acid & 2.66 & 153.11 & 108.79 \\ HydroxyprosoI & 2.67 & 153.17 & 122.84 \\ Gentistic acid & 3.65 & 153.02 & 108.84 \\
4-Hydroxybenzoic acid & 4.75 & 136.94 & 92.87 \\ Chlorogenic acid & 4.91 & 353.03 & 191.02 \\ (+)-Catechin & 5.08 & 289.38 & 245.05 \\
2-4-Dihydroxy benzoic acid & 3.16 & 153.01 & 108.88 \\ Vanillic acid & 5.81 & 166.99 & 151.96 \\ Caffe acid & 6.16 & 179.21 & 134.86 \\ Syringic acid & 6.28 & 197.02 & 181.94 \\ (\(-\))-Catechin & 6.40 & 289.38 & 245.06 \\
4-Hydroxybenzaldehyde & 6.63 & 120.84 & 58.78 \\ Vanillin & 7.28 & 151.00 & 135.87 \\ Syringaldehyde & 7.45 & 181.07 & 165.94 \\ \(p\)-Cumaric acid & 7.52 & 163.00 & 118.84 \\ Ferulic acid & 7.73 & 193.06 & 148.86 \\ Rutin & 7.84 & 609.37 & 301.03 \\ Ellagic acid & 8.12 & 301.31 & 257.10 \\ Taxifolin & 8.12 & 303.38 & 285.04 \\ Sinapic acid & 8.14 & 223.10 & 207.88 \\ _trans_-3-Hydroxycinnamic acid & 8.27 & 163.18 & 118.90 \\ Acetoysrignone & 8.70 & 195.14 & 179.98 \\ Salicylic acid & 9.09 & 136.91 & 92.89 \\ Benzoic acid & 9.17 & 121.03 & 58.78 \\ Naringin & 9.35 & 579.41 & 459.09 \\ Hesperidin & 9.66 & 609.27 & 301.02 \\ Rosmarinic acid & 9.68 & 359.09 & 160.88 \\ \(\circ\)-Cumaric acid & 9.82 & 163.10 & 118.87 \\ Oleuropein & 10.70 & 539.37 & 376.82 \\ Laricinesinol & 11.36 & 418.91 & 329.12 \\ Eridocityol & 11.80 & 287.70 & 150.86 \\ Luteolin & 12.16 & 285.30 & 174.97 \\ Quercetin & 12.18 & 301.23 & 178.86 \\ Resveratrol & 12.22 & 227.40 & 184.95 \\ Cinnamic acid & 12.34 & 147.05 & 102.84 \\ Naringenin & 12.87 & 271.29 & 150.88 \\ Kaempferol & 12.94 & 285.28 & 285.04 \\ Isorhamnetin & 13.22 & 315.75 & 300.08 \\ \hline \hline \end{tabular}
\end{table} 
Table 1: Spectral information of LC-MS/MS analysis of phenolic standards. \begin{table}
\begin{tabular}{c c c c c c c c c c c c c c} \hline \hline
The elucidated compounds in the ten herbal infusions were mainly organic acids (i.e., caffe acid, ferulic acid, rosmarinic acid, etc. ), flavonoids (catechin, apigenin, etc. ), and glycosides of flavonoids (rutin, kaempherd-3-or-rutinoside, luteolin-7-o-glucose, etc.) [61; 62; 63; 64; 65]. Based on results of the LC-MS/MS analysis, the preparations in which the most phenolic compounds were identified were _T. capitatus_ and _H. perforatum_, while _L. citriodora_ and _O. vulgare_ were the two infusions with the poorest phenolic profile. For _T. capitatus_ and _L. citriodora_, the rich phenolic fingerprint of these two preparations aligned with the results of our previously published work [12], where headed savory and St. John's Wort presented higher total phenolic content values.