Structure-activity relationship of neuroprotective and reactive oxygen species scavenging activities for allium organosulfur compounds

Ji Myung Kim, Joo Chang Hyun, Won Ki Kim, Namsoo Chang, Sook Chun Hyang

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

The neuroprotective and antioxidative activities of five organosulfur compounds with a thioallyl structure (-S-CH2CH=CH2) were characterized in terms of structure-activity relationships. Among five organosulfur compounds, only S-allyl-L-cysteine (SAC) having the alanyl group (-CH2CH-NH2-COOH) and lacking the oxo (O=) group with in between molecular properties, was effective in protecting cell death induced by both oxygen glucose deprivation and global cerebral ischemia. Conversely, lipophillic organosulfur compounds including diallyl sulfide, diallyl disulfide, and diallyl trisulfide were devoid of in vitro and in vivo neuroprotective activities. Furthermore, a significant correlation was only found between the in vivo neuroprotective activity and the OH- scavenging activity (γ = 0.55 and p = 0.032) among reactive oxygen species scavenging activities. These results indicate that the presence of the alanyl group and the absence of the oxo group are essential for the manifestation of neuroprotective activity against ischemic insults and scavenging of OH radical, with SAC surfacing as a potent neuroprotectant.

Original languageEnglish
Pages (from-to)6547-6553
Number of pages7
JournalJournal of agricultural and food chemistry
Volume54
Issue number18
DOIs
Publication statusPublished - 2006 Sep 6
Externally publishedYes

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Keywords

  • Antioxidative
  • Neuroprotective
  • Organosulfur compounds
  • S-allyl-L-cysteine
  • Structure-activity relationship

ASJC Scopus subject areas

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)

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