Synthesis, molecular docking with CXCR4 and pharmacokinetic/toxicity prediction study of new analogs myristicyl ester
نویسندگان
1 Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Lambung Mangkurat, Jalan A.Yani km.36, Banjarbaru, South Kalimantan, Indonesia.
2 Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Lambung Mangkurat, Jalan A.Yani km.36, Banjarbaru, South Kalimantan, Indonesia.
3 Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Lambung Mangkurat, Jalan A.Yani km.36, Banjarbaru, South Kalimantan, Indonesia.
4 Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Lambung Mangkurat, Jalan A.Yani km.36, Banjarbaru, South Kalimantan, Indonesia.
5 Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Lambung Mangkurat, Jalan A.Yani km.36, Banjarbaru, South Kalimantan, Indonesia.
6 Laboratory of Natural Products and Synthetic Chemistry, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Lambung Mangkurat, Banjarbaru, South Kalimantan, Indonesia.
7 Laboratory of Natural Products and Synthetic Chemistry, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Lambung Mangkurat, Banjarbaru, South Kalimantan, Indonesia.
8 Laboratory of Natural Products and Synthetic Chemistry, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Lambung Mangkurat, Banjarbaru, South Kalimantan, Indonesia.
9 Laboratory of Natural Products and Synthetic Chemistry, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Lambung Mangkurat, Banjarbaru, South Kalimantan, Indonesia.
10 Laboratory of Natural Products and Synthetic Chemistry, Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Lambung Mangkurat, Banjarbaru, South Kalimantan, Indonesia.
doi
10.22034/crl.2025.540750.1675چکیده
This study aims to synthesise and characterise a series of new myristicyl esters analogues using a combination of Nuclear Magnetic Resonance (NMR) and Mass Spectrometry (MS). Myristicyl ester compounds, namely 7-methoxy-benzo[d][1,3]dioxol-5-ylmethyl butanoate (E1), 7-methoxy-benzo[d][1,3]dioxol-5-ylmethyl isobutanoate (E2), 7-methoxy-benzo[d][1,3]dioxol-5-ylmethyl pentanoate (E3), and 7-methoxy-benzo[d][1,3]dioxol-5-ylmethyl isopentanoate (E4) were prepared from the reaction between 7-methoxy-benzo[d][1,3]dioxol-5-ylmethanol with acyl chloride. The results showed that the yield of the compounds ranged from 61.6 to 69.7%. In silico molecular docking studies with CXCR4 indicated that E1-E4 had anti-inflammatory potential. Meanwhile, pharmacokinetic and toxicity predictions using pKCSM and Protox showed that E1-E4 complied with Lipinski's rule, with good bioavailability and very low toxicity (LD50 >2000 mol/kg). Despite these results, further in vitro and in vivo studies are needed to support the predictions.
