Journal
JOURNAL OF NATURAL PRODUCTS
Volume 82, Issue 11, Pages 3133-3139Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.9b00735
Keywords
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Funding
- Japanese Society for the Promotion of Science (JSPS), Japan, Kakenhi [16K08319]
- Kobayashi International Scholarship
- Egyptian -Japanese Education partnership (EJEP) fellowship
- Grants-in-Aid for Scientific Research [16K08319] Funding Source: KAKEN
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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 mu g/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 PANG-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 mu M. In addition, fragranone A (1) was found to suppress PANG-1 cancer cell migration in real time.
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