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Diarylheptanoid 7-(3,4 dihydroxyphenyl)-5-hydroxy-1-phenyl-(1E)-1-heptene from Curcuma comosa Roxb. protects retinal pigment epithelial cells against oxidative stress-induced cell death.
Toxicol In Vitro. 2011 Feb; 25(1):167-76.TV

Abstract

Chronic exposure to oxidative stress causes damage to retinal pigment epithelial cells which may lead to the development of age-related macular degeneration, the major cause of vision loss in humans. Anti-oxidants provide a natural defense against retinal cell damage. The present study was designed to evaluate the potential anti-oxidant activity and protective effect of two diarylheptanoids isolated from a medicinal herb Curcuma comosa; 7-(3,4 dihydroxyphenyl)-5-hydroxy-1-phenyl-(1E)-1-heptene (compound A), and 1,7-diphenyl-4(E),6(E)-heptadien-3-ol (compound B) against oxidative stress (H(2)O(2))-induced human retinal pigment epithelial (APRE-19) cell death. The 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay indicated that the anti-oxidant activity (IC(50)) of compound A was similar to that of vitamin C. Pre-treatment of ARPE-19 cells with 20 μM compound A for 4h afforded greater protection against the insult from 500 μM H(2)O(2), compared to a similar protection period for compound B. Compound A lowered H(2)O(2)-induced lipid peroxidation, malondialdehyde formation and intracellular reactive oxygen species. Furthermore, compound A ameliorated the H(2)O(2)-induced decrease in anti-oxidant enzyme activities and subsequent apoptotic cell death in ARPE-19 cells in a dose and time-dependent manner. These results suggest that compound A protects ARPE-19 cells against oxidative stress, in part, by enhancing several anti-oxidant defense mechanisms. Therefore, compound A may have therapeutic potential for diseases associated with oxidative stress, particularly degenerative retinal diseases.

Authors+Show Affiliations

Toxicology Graduate Program, Faculty of Science, Mahidol University, Bangkok, Thailand.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Comparative Study
Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21044678

Citation

Jitsanong, Thunchnok, et al. "Diarylheptanoid 7-(3,4 dihydroxyphenyl)-5-hydroxy-1-phenyl-(1E)-1-heptene From Curcuma Comosa Roxb. Protects Retinal Pigment Epithelial Cells Against Oxidative Stress-induced Cell Death." Toxicology in Vitro : an International Journal Published in Association With BIBRA, vol. 25, no. 1, 2011, pp. 167-76.
Jitsanong T, Khanobdee K, Piyachaturawat P, et al. Diarylheptanoid 7-(3,4 dihydroxyphenyl)-5-hydroxy-1-phenyl-(1E)-1-heptene from Curcuma comosa Roxb. protects retinal pigment epithelial cells against oxidative stress-induced cell death. Toxicol In Vitro. 2011;25(1):167-76.
Jitsanong, T., Khanobdee, K., Piyachaturawat, P., & Wongprasert, K. (2011). Diarylheptanoid 7-(3,4 dihydroxyphenyl)-5-hydroxy-1-phenyl-(1E)-1-heptene from Curcuma comosa Roxb. protects retinal pigment epithelial cells against oxidative stress-induced cell death. Toxicology in Vitro : an International Journal Published in Association With BIBRA, 25(1), 167-76. https://doi.org/10.1016/j.tiv.2010.10.014
Jitsanong T, et al. Diarylheptanoid 7-(3,4 dihydroxyphenyl)-5-hydroxy-1-phenyl-(1E)-1-heptene From Curcuma Comosa Roxb. Protects Retinal Pigment Epithelial Cells Against Oxidative Stress-induced Cell Death. Toxicol In Vitro. 2011;25(1):167-76. PubMed PMID: 21044678.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Diarylheptanoid 7-(3,4 dihydroxyphenyl)-5-hydroxy-1-phenyl-(1E)-1-heptene from Curcuma comosa Roxb. protects retinal pigment epithelial cells against oxidative stress-induced cell death. AU - Jitsanong,Thunchnok, AU - Khanobdee,Kornnika, AU - Piyachaturawat,Pawinee, AU - Wongprasert,Kanokpan, Y1 - 2010/10/31/ PY - 2010/07/11/received PY - 2010/09/30/revised PY - 2010/10/26/accepted PY - 2010/11/4/entrez PY - 2010/11/4/pubmed PY - 2011/5/18/medline SP - 167 EP - 76 JF - Toxicology in vitro : an international journal published in association with BIBRA JO - Toxicol In Vitro VL - 25 IS - 1 N2 - Chronic exposure to oxidative stress causes damage to retinal pigment epithelial cells which may lead to the development of age-related macular degeneration, the major cause of vision loss in humans. Anti-oxidants provide a natural defense against retinal cell damage. The present study was designed to evaluate the potential anti-oxidant activity and protective effect of two diarylheptanoids isolated from a medicinal herb Curcuma comosa; 7-(3,4 dihydroxyphenyl)-5-hydroxy-1-phenyl-(1E)-1-heptene (compound A), and 1,7-diphenyl-4(E),6(E)-heptadien-3-ol (compound B) against oxidative stress (H(2)O(2))-induced human retinal pigment epithelial (APRE-19) cell death. The 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay indicated that the anti-oxidant activity (IC(50)) of compound A was similar to that of vitamin C. Pre-treatment of ARPE-19 cells with 20 μM compound A for 4h afforded greater protection against the insult from 500 μM H(2)O(2), compared to a similar protection period for compound B. Compound A lowered H(2)O(2)-induced lipid peroxidation, malondialdehyde formation and intracellular reactive oxygen species. Furthermore, compound A ameliorated the H(2)O(2)-induced decrease in anti-oxidant enzyme activities and subsequent apoptotic cell death in ARPE-19 cells in a dose and time-dependent manner. These results suggest that compound A protects ARPE-19 cells against oxidative stress, in part, by enhancing several anti-oxidant defense mechanisms. Therefore, compound A may have therapeutic potential for diseases associated with oxidative stress, particularly degenerative retinal diseases. SN - 1879-3177 UR - https://www.unboundmedicine.com/medline/citation/21044678/Diarylheptanoid_7__34_dihydroxyphenyl__5_hydroxy_1_phenyl__1E__1_heptene_from_Curcuma_comosa_Roxb__protects_retinal_pigment_epithelial_cells_against_oxidative_stress_induced_cell_death_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0887-2333(10)00272-9 DB - PRIME DP - Unbound Medicine ER -