In vitro effects of arylhydrocoumarin on free radicals and oxidative stress in erythrocytes and Saccharomyces cerevisiae.
Neoflavonoids comprise a group of natural compounds with varied chemical structures and promising pharmacological properties, including antioxidant capacity. This work describes an evaluation of the in vitro antioxidant capacity of a new coumarin derivative, i.e., 7-acetoxy-4-aryl-3,4-dihydrocoumarin, in terms of its ability to quench the 2,2- diphenyl-1-picrylhydrazyl (DPPH•), 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS•+), hydroxyl (OH•) and superoxide anion (O2(•-)) radicals, as well as its capacity to initiate electron transfer by reducing potential and inhibit lipid peroxidation by TBARS (thiobarbituric acid reactive substances) method. In addition, the antioxidant capacity of 7-acetoxy-4-aryl-3,4-dihydrocoumarin was evaluated against oxidative damage induced by hydrogen peroxide in erythrocyte suspensions and S. cerevisiae strains. In all methodologies investigated, high antioxidant capacities above 65% were demonstrated by 7-acetoxy-4-aryl-3,4-dihydrocoumarin against the DPPH(•), ABTS(•+), OH(•) and O2(•-) radicals. The ability of 7-acetoxy-4-aryl-3,4-dihydrocoumarin to inhibit oxidative damage induced by hydrogen peroxide in erythrocytes and S. cerevisiae strains demonstrates the importance of this compound in the protection against oxidative stress at the cellular level. Thus, the results obtained in this study suggest that 7-acetoxy-4-aryl-3,4-dihydrocoumarin can assist the development of new antioxidant products for possible use in the prevention or reduction of diseases related to oxidative stress.
Rizângela L M
RL
de Freitas
George L da Silva
GL
Oliveira
Rivelilson M
RM
de Freitas
André L B S
AL
Barreiros
Juceni P
JP
David
Clayton Q
CQ
Alves
Charleston R
CR
Pinto
Instituto de Química, Universidade Federal da Bahia, Campus Ondina, 40170-280, Salvador, BA, Brazil. jmdavid@ufba.br.
Jorge M
JM
David
D000818:Animals; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D052160:Benzothiazoles / Q000737:chemistry; D001713:Biphenyl Compounds / Q000737:chemistry; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004912:Erythrocytes / Q000187:drug effects* / Q000378:metabolism; D005609:Free Radicals / Q000737:chemistry* / Q000378:metabolism*; D006461:Hemolysis / Q000187:drug effects; D015227:Lipid Peroxidation / Q000187:drug effects; D018384:Oxidative Stress / Q000187:drug effects*; D010851:Picrates / Q000737:chemistry; D051381:Rats; D012441:Saccharomyces cerevisiae / Q000187:drug effects* / Q000378:metabolism; D013451:Sulfonic Acids / Q000737:chemistry
D000975:Antioxidants; D052160:Benzothiazoles; D001713:Biphenyl Compounds; D003374:Coumarins; D005609:Free Radicals; D010851:Picrates; D013451:Sulfonic Acids; C002502:2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid; C004931:1,1-diphenyl-2-picrylhydrazyl