AI Article Synopsis
- Two new polycyclic xanthones, 3,16-oxyguttiferone A and 1,16-oxyguttiferone A, were identified from the seeds of the plant Symphonia globulifera, along with their precursor, guttiferone A.
- A biomimetic technique involving anodic oxidation of guttiferone A effectively produced the xanthones in high yields and helped confirm their chemical structures.
- Both xanthones exhibited cytotoxic effects against HCT 116 colon cancer cells, with IC₅₀ values indicating varying levels of potency.
Article Abstract
Two regioisomeric polycyclic xanthones, 3,16-oxyguttiferone A (2) and 1,16-oxyguttiferone A (3), which are polyprenylated acylphloroglucinol-derived analogues, were isolated from the seeds of Symphonia globulifera, together with their presumed o-dihydroxybenzoyl precursor, guttiferone A (1). Anodic oxidation of 1 into the corresponding o-quinone species proved to be an efficient biomimetic method to generate xanthones 2 and 3 in high overall yield and to confirm their structures. Both compounds displayed cytotoxicity against the HCT 116 colon carcinoma cell line with IC₅₀ values of 8 and 3 μM, respectively.
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| http://dx.doi.org/10.1021/acs.jnatprod.5b00239 | DOI Listing |
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