Cytotoxic Aromadendrane type-sesquiterpenoid from Stem Bark of Chisocheton microcarpus (Meliaceae)
Muhamad Salman Fareza1, Unang Supratman2
1 Pharmacy Department, Universitas Jenderal Soedirman
2 Chemsitry Department, Universitas Padjajaran
Abstract
Background : The disscovery for new anticancer agents is one of the important research. This is because the existing chemotherapy drugs that are no longer effective, because its resistance and side effects, in treating cancer. Various approaches are carried out in finding new anticancer drug. One approach to obtaining these new active compounds as anticancer agent are from the plants.Chisocheton is a plant genus from Meliaceae familiy known as rich source of terpenoid compounds which potential ones as anticancer drug candidate. Methods : Isolation of sesquiterpenoid from stem bark of C. microcarpus were carried out by extraction and chromatographic methods. The determination of the compound structure were analyzed based on spectrum data of NMR (Nuclear Magnetic Resonance) and HRMS (High Resolution of Mass Spectroscopy). Cytotoxicity of this compound was evaluated with MTT assay. Results 10-hydroxyaromadendrane was isolated as colorless oil. Its molecular formula, C15H26O, was established from the quasi-molecular ion peaak at m/z 223.2064 [M+H]+ (calculated for C15H27O , 223.2062) in HR-ESI-MS spectrum. From 1H-NMR spectrum, its showed four methyl signal (δ 0.82, 0.89, 0.92, 1.04 ppm), four methylene signal (1.15, 1.29, 1.49, and 1.59 pp) , and five methine signal (0.01, 0.51, 1.69, 1.72 and 1.86 ppm). Its 13C-NMR spectrum indicated four methyl signal (δ 16.10, 16.30, 28.67 and 37.78 ppm), four methylen signal (δ 37.78, 29.11, 25.78, 18.81 ppm), five methine signal (δ 58.25, 39.74, 38.46, 28.57 and 22.32 ppm) and two quartener carbon signal at δ 74.60 (Cq-O) and 18.39 ppm (Cq). This compound showed cytotoxic activity against MCF-7 breast cancer cells with IC50 value of 597,13 µg/mL. Conclusion: A aromadendrane type-sesquiterpenoid has been isolated from the stembark of C. microcarpus. Based on the spectroscopic evidance, the compound was 10-hydroxyaromadendrane. This compound showed weak cytotoxicity against MCF-7 breast cancer cells with IC50 value of 597,13 µg/mL.
Keywords: Chisocheton microcarpus, Aromadendrane, MCF-7
Topic: Pharmaceutical Sciences