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Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects.
J Nat Prod. 2006 Jan; 69(1):38-42.JN

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.

Authors+Show Affiliations

College of Science and Technology, Nihon University, 1-8 Kanda Surugadai, Tokyo 101-8308, Japan. akihisa@chem.cst.nihon-u.ac.jpNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

16441065

Citation

Akihisa, Toshihiro, et al. "Chalcones and Other Compounds From the Exudates of Angelica Keiskei and Their Cancer Chemopreventive Effects." Journal of Natural Products, vol. 69, no. 1, 2006, pp. 38-42.
Akihisa T, Tokuda H, Hasegawa D, et al. Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects. J Nat Prod. 2006;69(1):38-42.
Akihisa, T., Tokuda, H., Hasegawa, D., Ukiya, M., Kimura, Y., Enjo, F., Suzuki, T., & Nishino, H. (2006). Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects. Journal of Natural Products, 69(1), 38-42.
Akihisa T, et al. Chalcones and Other Compounds From the Exudates of Angelica Keiskei and Their Cancer Chemopreventive Effects. J Nat Prod. 2006;69(1):38-42. PubMed PMID: 16441065.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects. AU - Akihisa,Toshihiro, AU - Tokuda,Harukuni, AU - Hasegawa,Daisuke, AU - Ukiya,Motohiko, AU - Kimura,Yumiko, AU - Enjo,Fumio, AU - Suzuki,Takashi, AU - Nishino,Hoyoku, PY - 2006/1/31/pubmed PY - 2006/3/17/medline PY - 2006/1/31/entrez SP - 38 EP - 42 JF - Journal of natural products JO - J. Nat. Prod. VL - 69 IS - 1 N2 - 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. SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/16441065/Chalcones_and_other_compounds_from_the_exudates_of_Angelica_keiskei_and_their_cancer_chemopreventive_effects_ L2 - https://dx.doi.org/10.1021/np058080d DB - PRIME DP - Unbound Medicine ER -