American Chemical Society
np9b00735_si_002.pdf (36.86 MB)

Chemical Constituents of Anneslea fragrans and Their Antiausterity Activity against the PANC‑1 Human Pancreatic Cancer Cell Line

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journal contribution
posted on 2019-11-04, 12:34 authored by Ashraf M. Omar, Dya Fita Dibwe, Ahmed M. Tawila, Sijia Sun, Ampai Phrutivorapongkul, Suresh Awale
An ethanolic extract of Anneslea fragrans leaves showed potent preferential cytotoxicity against PANC-1 human pancreatic cancer cells under a nutrient-deprived condition, with a PC50 value of 9.6 μg/mL. Phytochemical investigation of this active extract led to the isolation of two new secondary metabolites, fragranones A (1) and B (2), along with 15 previously reported compounds. The structure elucidation of the new compounds was achieved by HRFABMS, acid hydrolysis, NMR, and ECD spectroscopic analysis. Fragranone A (1) is the first example of a rare natural product bearing an acetonide glucose moiety. Fragranone B (2) is representative of a rare class of natural products with a threonolactone unit linked to a chalcone through an ether linkage. The isolated compounds exhibited antiausterity activity against PANC-1 cells under nutrient-deprived conditions, and betulin (14) was found to be the most potent compound tested, with a PC50 value of 8.4 μM. In addition, fragranone A (1) was found to suppress PANC-1 cancer cell migration in real time.