Carascynol A, a hybrid of caryophyllane-type terpenoid and a C6 unit degraded by polyprenylated acylphloroglucinols from Hypericum ascyron

Ya-Li Hu; Xing-Ren Li; Gang Xu

doi:10.1007/s13659-022-00362-z

Carascynol A, a hybrid of caryophyllane-type terpenoid and a C₆ unit degraded by polyprenylated acylphloroglucinols from Hypericum ascyron

Nat Prod Bioprospect. 2022 Nov 7;12(1):38. doi: 10.1007/s13659-022-00362-z.

Authors

Ya-Li Hu^{1

2}, Xing-Ren Li¹, Gang Xu³

Affiliations

¹ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming, 650201, Yunnan, People's Republic of China.
² University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.
³ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming, 650201, Yunnan, People's Republic of China. [email protected].

Abstract

Carascynol A, an unprecedented 4/9/8 ring system hybrid with a peroxide bridge, was characterized from Hypericum ascyron. The architecture contains a caryophyllane-type moiety and a C₆ unit derived from polyprenylated acylphloroglucinols. Its structure and absolute configuration were determined by comprehensive spectroscopic and X-ray diffraction data. Biologically, compound 1 inhibited cell proliferation in LoVo, SW480, and HCT116 cell lines (IC₅₀ = 12.30-24.57 µM).

Keywords: Caryophyllane; Colon cancer; Cytotoxicity; Hypericum ascyron; Polyprenylated acylphloroglucinols.

Abstract

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