TY  - EJOU
AU  - Chang, Jiayu 
AU  - Ding, Qingying 
AU  - Zhong, Chong 
AU  - Long, Yao 
AU  - Xiao, Zhuanquan 
AU  - Luo, Hai 
AU  - Yang, Yuling 
AU  - Wang, Zongde 
AU  - Liao, Shengliang 
AU  - Chen, Jinzhu 
AU  - Chen, Shangxing 
AU  - Zhang, Ji 

TI  - Synthesis and Antioxidant Activity of (E) ω-Formylcamphene-Based Thiazole Hydrazone Derivatives
T2  - Journal of Renewable Materials

PY  - 2023
VL  - 11
IS  - 1
SN  - 2164-6341

AB  - (E) ω-formylcamphene was synthesized from α-pinene, the main component of turpentine, and then reacted with thiosemicarbazide to obtain (E) ω-formylcamphene thiosemicarbazide <b>3</b>, which was reacted with 14 α-bromoacetophenone compounds to obtain 14 (E) ω-formylcamphene thiazole hydrazone compounds <b>5a</b>–<b>5n</b>; the yields were all above 80%. The structures of the target compounds were characterized by IR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, and HR-MS analyses. Then, 500, 250, 125, 62.5, and 31.25 mg/L drug solutions were prepared. Free radical scavenging experiments of 1, 1-diphenyl-2-picrylhydrazyl (DPPH) and 2, 2-bis (3-ethyl-benzothiazole-6-sulfonic acid) diammonium salt (ABTS) were carried out with Trolox and L-ascorbic acid as the control samples. The scavenging rates of 14 compounds for DPPH and ABTS free radicals were obtained; the IC<sub>50</sub> values of scavenging free radicals were fitted using SPSS software. The results show that 14 (E) ω-formylcamphene-based thiazole hydrazone compounds exhibited good scavenging effects on the two free radicals, especially when the concentration of the drug solution was 125 and 62.5 mg/L; most compounds exceeded the scavenging efficiency of Trolox and L-ascorbic acid.
KW  - (E) ω-formylcamphene; thiosemicarbazone; thiazohydrazone; structural analysis; antioxidant activity

DO  - 10.32604/jrm.2023.022535