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Chalcones isolated from Angelica keiskei and their inhibition of IL-6 production in TNF-α-stimulated MG-63 cell.
Arch Pharm Res. 2011 Mar; 34(3):437-42.AP

Abstract

Six chalcone compounds, 2',4',4-trihydroxy-3'-[2-hydroxy-7-methyl-3-methylene-6-octaenyl]chalcone (1), 2',4',4-trihydroxy-3'-geranylchalcone (2), 2',4',4-trihydroxy-3'-[6-hydroxy-3,7-dimethyl-2,7-octadienyl]chalcone (3), 2',4-dihydroxy-4'-methoxy-3'-[2-hydroperoxy-3-methyl-3-butenyl]chalcone (4), 2',4-dihydroxy-4'-methoxy-3'-geranylchalcone (5), and 2',4-dihydroxy-4'-methoxy-3'-[3-methyl-3-butenyl]chalcone (6) were isolated from the leaves of Angelica keiskei K (Umbelliferae). The structure of each isolated compound was determined using spectroscopic methods. Among the isolates, compounds 1-3 appeared to have potent inhibitory activity of IL-6 production in TNF-α-stimulated MG-63 cell, while compounds 4-6 did not. The distinct structural difference between compounds 1-3 and 4-6 was the presence of C-4' hydroxyl group in the chalcone moiety. Our results imply that the inhibitory activity of IL-6 production in TNF-α-stimulated MG-63 cell may be affected by the presence of C-4' hydroxyl group in the chalcone moiety.

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Authors+Show Affiliations

Shin JE
College of Pharmacy, Chosun University, Gwangju, Korea.
Choi EJ
No affiliation info available
Jin Q
No affiliation info available
Jin HG
No affiliation info available
Woo ER
No affiliation info available

MeSH

AngelicaAnti-Inflammatory AgentsCell Culture TechniquesCell Line, TumorChalconesHumansInterleukin-6Molecular StructurePlant ExtractsPlant LeavesStructure-Activity RelationshipTumor Necrosis Factor-alpha

Pub Type(s)

Journal Article

Language

eng

PubMed ID

21547675

Citation

Shin, Ji Eun, et al. "Chalcones Isolated From Angelica Keiskei and Their Inhibition of IL-6 Production in TNF-α-stimulated MG-63 Cell." Archives of Pharmacal Research, vol. 34, no. 3, 2011, pp. 437-42.
Shin JE, Choi EJ, Jin Q, et al. Chalcones isolated from Angelica keiskei and their inhibition of IL-6 production in TNF-α-stimulated MG-63 cell. Arch Pharm Res. 2011;34(3):437-42.
Shin, J. E., Choi, E. J., Jin, Q., Jin, H. G., & Woo, E. R. (2011). Chalcones isolated from Angelica keiskei and their inhibition of IL-6 production in TNF-α-stimulated MG-63 cell. Archives of Pharmacal Research, 34(3), 437-42. https://doi.org/10.1007/s12272-011-0311-0
Shin JE, et al. Chalcones Isolated From Angelica Keiskei and Their Inhibition of IL-6 Production in TNF-α-stimulated MG-63 Cell. Arch Pharm Res. 2011;34(3):437-42. PubMed PMID: 21547675.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Chalcones isolated from Angelica keiskei and their inhibition of IL-6 production in TNF-α-stimulated MG-63 cell. AU - Shin,Ji Eun, AU - Choi,Eun Jin, AU - Jin,Qinglong, AU - Jin,Hong-Guang, AU - Woo,Eun-Rhan, Y1 - 2011/05/06/ PY - 2010/10/05/received PY - 2010/12/03/accepted PY - 2010/12/03/revised PY - 2011/5/7/entrez PY - 2011/5/7/pubmed PY - 2011/9/8/medline SP - 437 EP - 42 JF - Archives of pharmacal research JO - Arch Pharm Res VL - 34 IS - 3 N2 - Six chalcone compounds, 2',4',4-trihydroxy-3'-[2-hydroxy-7-methyl-3-methylene-6-octaenyl]chalcone (1), 2',4',4-trihydroxy-3'-geranylchalcone (2), 2',4',4-trihydroxy-3'-[6-hydroxy-3,7-dimethyl-2,7-octadienyl]chalcone (3), 2',4-dihydroxy-4'-methoxy-3'-[2-hydroperoxy-3-methyl-3-butenyl]chalcone (4), 2',4-dihydroxy-4'-methoxy-3'-geranylchalcone (5), and 2',4-dihydroxy-4'-methoxy-3'-[3-methyl-3-butenyl]chalcone (6) were isolated from the leaves of Angelica keiskei K (Umbelliferae). The structure of each isolated compound was determined using spectroscopic methods. Among the isolates, compounds 1-3 appeared to have potent inhibitory activity of IL-6 production in TNF-α-stimulated MG-63 cell, while compounds 4-6 did not. The distinct structural difference between compounds 1-3 and 4-6 was the presence of C-4' hydroxyl group in the chalcone moiety. Our results imply that the inhibitory activity of IL-6 production in TNF-α-stimulated MG-63 cell may be affected by the presence of C-4' hydroxyl group in the chalcone moiety. SN - 0253-6269 UR - https://www.unboundmedicine.com/medline/citation/21547675/Chalcones_isolated_from_Angelica_keiskei_and_their_inhibition_of_IL_6_production_in_TNF_��_stimulated_MG_63_cell_ L2 - https://dx.doi.org/10.1007/s12272-011-0311-0 DB - PRIME DP - Unbound Medicine ER -