Bioassay-guided isolation of anti-inflammatory O-sulfated withanolides from Acnistus arborescens (Solanaceae)

Steinbrueck, Clara; Mora Ugalde, Nohelia; Morales Sánchez, Carlos; Loaiza Montoya, Randall; García Piñeres, Alfonso J.; Araya Barrantes, Juan J.

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Date

2019

Author

Steinbrueck, Clara

Mora Ugalde, Nohelia

Morales Sánchez, Carlos

Loaiza Montoya, Randall

García Piñeres, Alfonso J.

Araya Barrantes, Juan J.

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Abstract

Bioassay-guided fractionation of Acnistus arborescens (Solanaceae) organic extract afforded two anti-inflammatory withanolides: 2,3-Dihydro-3β-O-sulfate withacnistin (1) and 2,3-Dihydro-3β-O-sulfate withaferin A (2) showing IC50 values of 1.0 ± 0.1 and 14 ± 1 μM respectively in a LPS-stimulated RAW 264.7 murine macrophage assay. These compounds were also evaluated against two selected cancer cell lines showing significant cytotoxicity. Although there are several reports dealing with the chemistry of this species, we report for the first time the isolation of O-sulfated withanolides.