title: One-step isolation of sappanol and brazilin from Caesalpinia sappan and their effects on oxidative stress-induced retinal death.
abstract: Caesalpinia sappan is a well-distributed plant that is cultivated in Southeast Asia, Africa, and the Americas. C. sappan has been used in Asian folk medicine and its extract has been shown to have pharmacological effects. Two homoisoflavonoids, sappanol and brazilin, were isolated from C. sappan by using centrifugal partition chromatography (CPC), and tested for protective effects against retinal cell death. The isolated homoisoflavonoids produced approximately 20-fold inhibition of N-retinylidene-N-retinyl-ethanolamine (A2E) photooxidation in a dose-dependent manner. Of the 2 compounds, brazilin showed better inhibition (197.93 ± 1.59 μM of IC50). Cell viability tests and PI/Hoechst 33342 double staining method indicated that compared to the negative control, sappanol significantly attenuated H2O2-induced retinal death. The compounds significantly blunted the up-regulation of intracellular reactive oxygen species (ROS), and sappanol inhibited lipid peroxidation in a concentration-dependent manner. Thus, both compounds represent potential antioxidant treatments for retinal diseases.
authors.affiliation: Natural Products Research Center, Korea Institute of Science and Technology (KIST) Gangneung Institute, Gangneung 201-340; Department of Marine Food Science and Technology, Gangneung-Wonju National University, Gangneung 210-702, Korea.
authors.forename: Golam Mezbah
authors.initials: GM
authors.lastname: Uddin
authors.affiliation: College of Pharmacy, Hanyang University, Ansan 426-791, Korea.
authors.forename: Chul Young
authors.initials: CY
authors.lastname: Kim
authors.affiliation: Department of Marine Food Science and Technology, Gangneung-Wonju National University, Gangneung 210-702, Korea.
authors.forename: Donghwa
authors.initials: D
authors.lastname: Chung
authors.affiliation: Natural Products Research Center, Korea Institute of Science and Technology (KIST) Gangneung Institute, Gangneung 201-340, Korea.
authors.forename: Kyung-A
authors.initials: KA
authors.lastname: Kim
authors.affiliation: Natural Products Research Center, Korea Institute of Science and Technology (KIST) Gangneung Institute, Gangneung 201-340, Korea.
authors.forename: Sang Hoon
authors.initials: SH
authors.lastname: Jung
mesh_terms: D001578:Benzopyrans / Q000302:isolation & purification* / Q000494:pharmacology*; D029911:Caesalpinia / Q000737:chemistry*; D016923:Cell Death / Q000187:drug effects*; D006801:Humans; D018384:Oxidative Stress; D010636:Phenols / Q000302:isolation & purification* / Q000494:pharmacology*; D017382:Reactive Oxygen Species / Q000378:metabolism; D012160:Retina / Q000166:cytology / Q000187:drug effects* / Q000378:metabolism
chemical_list: D001578:Benzopyrans; D010636:Phenols; D017382:Reactive Oxygen Species; C090723:protosappanin A; C044362:brazilin