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Azadirone-Type Limonoids from the Fruit of Chisocheton lasiocarpus and Their Cytotoxic Activity Against MCF-7 Breast Cancer Lines Erina Hilmayanti; Nurlelasari Nurlelasari; Dewa Gede Katja; Ace Tatang Hidayat; Sofa Fajriah; Akhmad Darmawan; Unang Supratman; Mohamad Nurul Azmi; Yoshihito Shiono
Molekul Vol 17 No 1 (2022)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2022.17.1.5593

Abstract

Limonoid is derivatives of triterpenoid compound that have a wide variety of structures due to various ring-opening, rearrangements, and high-degree of oxidation. Limonoid is known as compounds that have wide-range of biological activities, including anticancer activity. This research was aimed to determine the chemical structure and cytotoxic activity of limonoid in the n-hexane extract of Chisocheton lasiocarpus fruit. Dried powder of C. lasiocarpus fruit was extracted using methanol followed by fractionated using n-hexane, ethyl acetate, and n-butanol. Five azadirone-type limonoids, 6α-(acetoxy)-14β,15β-epoxyazadirone (1), dysobinin (2), 7α-acetylneotricilenone (3), 6α-O-acetyl-7-deacetylnimocinol (4), and 7α-hyroxyneotricilenone (5), were isolated from the n-hexane extract of Chisocheton lasiocarpus fruit. The chemical structure of all compounds was identified by spectroscopic analysis, including 1D, 2D-NMR, IR, UV and HR-TOF MS as well as by comparison with previous reported spectra data. Compounds 1-5 were investigated from this plant for first time. The cytotoxic activity of the isolated compounds against MCF-7 breast cancer line were examined and the results showed that 7α-hyroxyneotricilenone (5) showed the moderate activity with IC50 values of 53 μM
Terpenoids from the Stem bark of Aglaia elaeagnoidea and their cytotoxic activity against HeLa and DU145 Cancer Cell lines Dini Oktaviani; Winda Sukmawati; Kindi Farabi; Desi Harneti; Nurlelasari Nurlelasari; Darwati Darwati; Rani Maharani; Tri Mayanti; Agus Safari; Unang Supratman
Molekul Vol 17 No 1 (2022)
Publisher : Universitas Jenderal Soedirman

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.20884/1.jm.2022.17.1.5594

Abstract

Aglaia is the largest genus of the Meliaceae family which contains terpenoid compounds. This type of compounds showed a diverse structures and biological activities that can be found in natural resources. Aglaia elaeagnoidea is a species from Aglaia genus that only has a few previous research. This study was aimed to isolate and determine the chemical structure of terpenoid compounds from the ethyl acetate extract of A. elaeagnoidea stem bark. Ethyl acetate extracts were separated and purified by various chromatographic techniques to obtain compounds 1-5. Compounds 1-5 were identified their chemical structures by spectroscopic methods (IR, MS, and NMR) and comparison with previous reported spectral data. Compounds 1 and 2 were identified as eudesmane-type sesquiterpenoids, 5-epi-eudesm-4(15)-ene-1β,6β-diol (1) and 6α-Hydroxy-eudesm-4(15)-en-1-one (2). Compounds 3-5 were identified as dammarane-type triterpenoids, 20S,24S-epoxy-25-hydroxydammarane-3-one (3), 20S,24S-epoxydammarane-3α,25-diol (4), and 3α-epi-cabraleahydroxy lactone (5). These compounds are first time reported from this plant. Compounds 1-5 were tested for cytotoxicity against HeLa cervical cancer cell and DU145 prostate cancer cell and as a result, compound 4 (20S,24S-epoxydammarane-3α,25-diol) showed the stronger activity compared to other compounds.