Inhibitors of oxidation and matrix metalloproteinases, floridoside, and D-isofloridoside from marine red alga Laurencia undulata.
In the exploration of abundant marine biological resources, edible red alga Laurencia undulata led to two bioactive isolates: floridoside (1) and D-isofloridoside (2). For the first time, the antioxidant properties of both derivatives (1 and 2) were characterized via free radical scavenging using the ESR technique, reactive oxygen species (ROS) inhibition, membrane protein oxidation, myeloperoxidase (MPO) inhibition, gene expression levels of glutathione (GSH) and superoxide dismutase (SOD), and protein expression of MMP-2 and MMP-9. The results demonstrate that floridoside and D-isofloridoside possess significant antioxidant capacity and are potential inhibitors of MMP-2 and MMP-9. These results clarified that these components may be responsible for the relative activities of crude extract from this genus, which is used as folk medicine. Furthermore, the structure-activity relationships were also suggested. Both isomers could be effective candidates for applications in food and pharmaceutical fields as natural marine antioxidants.
Li
Yong-Xin
YX
Department of Chemistry, Pukyong National University, Busan 608-737, Republic of Korea.
Li
Yong
Y
Lee
Sang-Hoon
SH
Qian
Zhong-Ji
ZJ
Kim
Se-Kwon
SK
D000818:Animals; D000975:Antioxidants / Q000737:chemistry / Q000378:metabolism; D002460:Cell Line; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000378:metabolism; D005697:Galactosides / Q000737:chemistry* / Q000378:metabolism; D005990:Glycerol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D006801:Humans; D044722:Laurencia / Q000737:chemistry* / Q000378:metabolism; D061965:Matrix Metalloproteinase Inhibitors; D020782:Matrix Metalloproteinases / Q000378:metabolism; D008565:Membrane Proteins / Q000378:metabolism*; D051379:Mice; D010084:Oxidation-Reduction; D011485:Protein Binding
C457479:2-galactopyranosylglycerol; D000975:Antioxidants; D004791:Enzyme Inhibitors; D005697:Galactosides; D061965:Matrix Metalloproteinase Inhibitors; D008565:Membrane Proteins; C025100:isofloridoside; D020782:Matrix Metalloproteinases; D005990:Glycerol