Two new sesquiterpene pyridine alkaloids, oppositines A (1) and B (2), have been isolated from the plant, Pleurostylia opposita (Celastraceae), collected in Sri Lanka. The compounds were isolated and purified by solvent/solvent partitioning, column chromatography and HPLC. Their structures were assigned on the basis of extensive 1D and 2D NMR studies as well as analysis by HRESIMS. Oppositines A (1) and B (2) showed moderate cytotoxicity against HCT116 cell lines with EC 50 values of 27 ± 2 and 26 ± 3 μM, respectively.Poly-acetylated sesquiterpene pyridine alkaloids are ubiquitously found in the Celastraceae family of plants. 1-4 Dihydro-β-agarofuran sesquiterpenes frequently incorporate pyridine dicarboxylic acids to bridge their sesquiterpenoid cores at the C-3 and C-13 positions. The dihydro-β-agarofuran skeleton is comprised of a decalin ring, a tetrahydrofuran ring, and methyl substituents located at the C-4, C-10, and two at the C-11 position. Evoninic, wilfordic, edulic, cathaic, and cassininic (often misnamed cassinic) acids are some of the pyridine carboxylic acids present in this class of sesquiterpenes. These compounds are of interest due to their wide range of biological activities including: cytotoxicity, 1 immunosuppression, 2 insecticidal, 3,5,6 insect-antifeedant, 5,7 anti-HIV, 4 reversal of the multidrug resistance (MDR) phenotype, 8-11 and antitumor. 12 As part of an ongoing search for bioactive compounds, two new sesquiterpene alkaloids, oppositines A (1) and B (2), were isolated from the Sri Lankan plant, Pleurostylia opposita (Wallich, 1824) (Celastraceae).The air dried stem bark of P. opposita was extracted with 1:1 MeOH/CH 2 Cl 2 . The extract was dried and partitioned between petroleum ether and aqueous MeOH, and the aqueous MeOH was subsequently partitioned with chloroform. The chloroform-soluble material was fractionated using size exclusion chromatography, preparative TLC, and reversed-phase HPLC resulting in oppositines A (1) and B (2).
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