Chalcones and Other Compounds from the Exudates of Angelica keiskei and Their Cancer Chemopreventive Effects
- 1 January 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 69 (1), 38-42
- https://doi.org/10.1021/np058080d
Abstract
Three new chalcones, xanthoangelol I (1), xanthoangelol J (2), and deoxydihydroxanthoangelol H (3), were isolated from an ethyl acetate-soluble fraction of exudates of the stems of Angelica keiskei, and their structures were established on the basis of spectroscopic methods. Nine aromatic compounds of known structure, 4−12, and a diacetylene, 13, were also isolated and identified from this same fraction. On evaluation of these compounds for their inhibitory effects on the induction of Epstein−Barr virus early antigen (EBV-EA) by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells, 1, 2, 4, and 9−12 showed potent inhibitory effects on EBV-EA induction. In addition, upon evaluation of the inhibitory effects against activation of (±)-(E)-methyl-2[(E)-hydroxyimino]-5-nitro-6-methoxy-3-hexemide (NOR 1), a nitrogen oxide (NO) donor, six compounds, namely, 1, 2, 4, 9, 11, and 12, exhibited potent inhibitory effects. Further, isobavachalcone (4) exhibited inhibitory effects on skin tumor promotion in an in vivo two-stage mouse skin carcinogenesis test using 7,12-dimethylbenz[a]anthracene (DMBA) as an initiator and TPA as a promoter.Keywords
This publication has 11 references indexed in Scilit:
- Chalcones, coumarins, and flavanones from the exudate of Angelica keiskei and their chemopreventive effectsCancer Letters, 2003
- Constituents of the Stem Bark of Pongamia pinnata with the Potential to Induce Quinone ReductaseJournal of Natural Products, 2003
- Potentially Cancer Chemopreventive And Anti-Inflammatory Terpenoids From Natural SourcesPublished by Elsevier BV ,2003
- Antitumor-promoting and anti-inflammatory activities of triterpenoids and sterols from plants and fungiPublished by Elsevier BV ,2001
- Two prenylated flavanones from Mundulea suberosaPhytochemistry, 1997
- Inhibitory effects of dihydroagarofuran sesquiterpenes on Epstein-Barr virus activationCancer Letters, 1992
- Anti-Tumor-Promotion by Principles Obtained fromAngelica keiskeiPlanta Medica, 1991
- Inhibitory effects of ursolic and oleanolic ancid on skin tumor promotion by 12-O-tetradecanoylphorbol-13-acetateCancer Letters, 1986
- Determination of C-6 or C-8 substituted flavanone using 13C-1H llng range coupling and the revised structures of some flavanones.CHEMICAL & PHARMACEUTICAL BULLETIN, 1985
- Thiosugars. XI. Further Studies on Thiolevoglycosans.CHEMICAL & PHARMACEUTICAL BULLETIN, 1967