Abstract
Three new polyketides, woodylides A–C (1–3), were isolated from the ethanol extract of the South China Sea sponge Plakortis simplex. The structures were elucidated by spectroscopic data (IR, 1D and 2D NMR, and HRESIMS). The absolute configurations at C-3 of 1 and 3 were determined by the modified Mosher’s method. Antifungal, cytotoxic, and PTP1B inhibitory activities of these polyketides were evaluated. Compounds 1 and 3 showed antifungal activity against fungi Cryptococcus neoformans with IC50 values of 3.67 and 10.85 µg/mL, respectively. In the cytotoxicity test, compound 1 exhibited a moderate effect against the HeLa cell line with an IC50 value of 11.2 µg/mL, and compound 3 showed cytotoxic activity against the HCT-116 human colon tumor cell line and PTP1B inhibitory activity with IC50 values of 9.4 and 4.7 µg/mL, respectively.
Highlights
Polyketides are a structurally diverse family of natural products with various biological activities and pharmacological properties, biogenetically derived from acetate, propionate and butyrate units [1,2,3].Mar
Islands in the South China Sea [11,12], we investigated polyketides from the marine sponge Plakortis simplex
P. simplex prompted us to continue the study of this sponge, which has led to the isolation of three new linear polyketides, named as woodylide A (1), B (2) and C (3) (Figure 1) [13], which are the acyclic diol analogues of the cyclic polyketide peroxides isolated from the genus of Plakortis [14,15]
Summary
Polyketides are a structurally diverse family of natural products with various biological activities and pharmacological properties, biogenetically derived from acetate, propionate and butyrate units [1,2,3]. The sponge-derived polyketides often contain cyclic peroxides and lactone functionalities, linear and bicyclic carbon frameworks [1,9], and macrolide and aromatic groups in some cases [8,10]. A prolific source of new and bioactive polyketides derived from sponges of the genus Plakortis attracted our attention. Islands in the South China Sea [11,12], we investigated polyketides from the marine sponge Plakortis simplex. P. simplex prompted us to continue the study of this sponge, which has led to the isolation of three new linear polyketides, named as woodylide A (1), B (2) and C (3) (Figure 1) [13], which are the acyclic diol analogues of the cyclic polyketide peroxides isolated from the genus of Plakortis [14,15]. This article describes the isolation, identification and bioactivity of the new compounds
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