Hướng tiếp cận mới trong tổng hợp dẫn xuất diol từ eugenol và đánh giá một số hoạt tính sinh học của các chất tổng hợp

The vicinal diol derivatives of eugenol were synthesized using the following steps: esterification with acid anhydrides/pyridine, followed by oxidation with KMnO4 in a cold, dilute acetone/NaOH medium. The intermediate 4-allyl-2-methoxyphenyl acetate (EA) and the vicinal diol derivative 4-(2,3-dihydroxypropyl)-2-methoxyphenyl acetate (DIO) were synthesized with 97% and 43% yields, respectively. The byproduct of the EA oxidation reaction was identified as 4-acetoxy- 3-methoxybenzaldehyde (ALD). Synthetic substances were investigated for biological activities, including antioxidant, antibacterial, and α-glucosidase inhibition. The antioxidant activity of EA, ALD, and DIO was modest, with %RSA50 values exceeding 6666.67 μg/ml, 1174.53 μg/ml, and 59.47 μg/ml, respectively. Regarding antibacterial activity, EA exhibited antibacterial activity against MSSA (MIC = 256 μg/ml), and DIO could be active against Streptococcus pyogenes (MIC = 1024 μg/ml). While EA and DIO inhibited α-glucosidase with limited activity (at a screening concentration of 0.5 mg/ml, inhibition levels were 12.19 ± 6.83% and 43.98 ± 2.34%, respectively), ALD showed potential (with an IC50 of 0.27 mg/ml). Research indicates that eugenol derivatives have potential as antibacterials and α-glucosidase inhibitors.