Discovery of nontriterpenoids from the rot roots of Panax notoginseng with cytotoxicity and their molecular docking study and experimental validation. Issue 16 (6th April 2023)

• Record Type: Journal Article
• Authors: Shang, Jia-Huan; Qiao, Yi-Jun; Zhu, Hong-Tao; Wang, Dong; Yang, Chong-Ren; Zhang, Ying-Jun
• Is Part Of: RSC advances. Volume 13:Issue 16(2023)
• Page Start: 11037
• Page End: 11043
• Publication Date: 2023-04-06
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d3ra00720k
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Nine new nontriterpenoids were identified from Panax notoginseng rot roots, and their cytotoxicities may be related to the EGFR inhibition. Abstract : Panax notoginseng ( PN ) is a well-known traditional Chinese medicine, with dammarane-type triterpenoid saponins characterized as major component and active ingredients, together with amino acids, flavonoids, polysaccharides, and polyacetylenes. The roots of PN are susceptible to root rot disease, which causes a huge loss and changes in the chemical components of this precious resource. In this study, sub-fractions of rot PN root extracts were preliminarily found to have admirable cytotoxicity on two human cancer cells. Further bioassay-guided isolation discovered nine new non-triterpenoids, including two novel N -methylacetamido-1-oxotetrahydropyrimidine alkaloids (1, 2 ), five 2 H -furanones or 2 H -pyranones (3–7 ), and two polyacetylenic alcohols (8, 9 ). Their structures were illuminated by extensive spectroscopic data, calculated ECD, and X-ray diffraction analysis. Among them, 3–7 were considered to be transformed from panaxatriol through the intermediates (8, 9 ). The new alkaloids (1, 2 ) displayed noteworthy cytotoxicity against five human cancer cells with IC50 values ranging from 14 to 24 μM. In silico target prediction and molecular docking studies showed that 1 and 2 may interact with EGFR, and were verified by the experimental inhibitory effect on EGFR tyrosine kinase.