Isolation of tetraprenyltoluquinols from the brown alga Sargassum thunbergii.
Thunbergols A (4) and B (5), tetraprenyltoluquinols, along with three known compounds (1-3) have been isolated from the brown alga Sargassum thunbergii. The structures of these two new compounds were determined to be 9-(3,4-dihydro-2,8-dimethyl-6-hydroxy-2H-1-benzopyran-2-yl)-6-methyl-2-(4-methyl-3-pentenyl)-(2E,6E)-nonadienoic acid (4) and 10-(2,3-dihydro-5-hydroxy-7-methyl-1-benzofuran-2-yl)-10-hydroxy-6-methyl-2-(4-methyl-3-pentenyl)-(2E,6E)-undecadienoic acid (5), respectively, by combined spectroscopic methods. Both of them exhibited significant scavenging activities on radical and potently inhibited generation of ONOO(-) from morpholinosydnonimine (SIN-1).
Seo
Youngwan
Y
Division of Marine Environment and Bioscience, Korea Maritime University, Busan 606-791, Korea. ywseo@hhu.ac.kr
Park
Ki Eui
KE
Kim
You Ah
YA
Lee
Hee-Jung
HJ
Yoo
Jong-Su
JS
Ahn
Jong-Woong
JW
Lee
Burm-Jong
BJ
D001572:Benzofurans / Q000737:chemistry*; D001578:Benzopyrans / Q000737:chemistry*; D016166:Free Radical Scavengers / Q000737:chemistry; D006873:Hydroquinones / Q000737:chemistry*; D008967:Molecular Biology; D017382:Reactive Oxygen Species / Q000737:chemistry; D044647:Sargassum / Q000737:chemistry*
C516821:10-(2,3-dihydro-5-hydroxy-7-methyl-1-benzofuran-2-yl)-10-hydroxy-6-methyl-2-(4-methyl-3-pentenyl)-2,6-undecadienoic acid; C516820:9-(3,4-dihydro-2,8-dimethyl-6-hydroxy-2H-1-benzopyran-2-yl)-6-methyl-2-(4-methyl-3-pentenyl)-2,6-nonadienoic acid; D001572:Benzofurans; D001578:Benzopyrans; D016166:Free Radical Scavengers; D006873:Hydroquinones; D017382:Reactive Oxygen Species