Physalinol A, a 1,10-seco-physalin with an epidioxy from Physalis alkekengi L. var. franchetii (Mast.) Makino

• Published in: Tetrahedron letters 2019-05, Vol.60 (19), p.1330-1332
• Main Authors: Sun, Jian-Lu, Jiang, Yong-Jun, Ding, Wan-Jing, Cheng, Lin, Ma, Zhong-Jun
• Format: Article
• Language: English
• Subjects: ECD calculations; Physalinol A; Physalis alkekengi L. var. franchetii (Mast.) Makino; X-ray diffraction
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2019.04.003

[Display omitted] •Physalinol A was identified from Physalis alkekengi L. var. franchetii (Mast.) Makino.•The absolute configurations was evidenced by ECD calculations and X-ray diffraction.•The compound 1 with a rare 1,10-seco-7,10-peroxy bridge structure. Physalinol A (1), a novel 1, 10-seco-physalin with a peroxy bridge, was isolated from the organic extracts of Physalis alkekengi L. var. franchetii (Mast.) Makino. The structure was determined on the basis of 1D and 2D NMR spectra and HR-ESI-MS data. The absolute configuration of 1 was evidenced by X-ray diffraction data and further confirmed by ECD calculations. The isolated compound 1 has no cytotoxicity against HCT-116 and PC-3 cancer cell lines and a weak antimicrobial activity against Escherichia coil. In addition, compound 1 also exhibited a weak anti-inflammatory action in lipopolysacaride (LPS)-induced RAW 264.7 macrophages with an IC50 value of 57.3 ± 1.03 μM.