Phenolic constituents of cassia seeds and antibacterial effect of some naphthalenes and anthraquinones on methicillin-resistant Staphylococcus aureus

Tsutomu Hatano, Hiroshi Uebayashi, Hideyuki Ito, Sumiko Shiota, Tomofusa Tsuchiya, Takashi Yoshida

Research output: Contribution to journalArticlepeer-review

143 Citations (Scopus)

Abstract

Thirteen phenolic glycosides including six new compounds were isolated from seeds of Cassia tora (Leguminosae). The structures of the new compounds, rubrofusarin triglucoside (7), nor-rubrofusarin gentiobioside (9), demethylflavasperone gentiobioside (10), torachrysone gentiobioside (11), torachrysone tetraglucoside (12) and torachrysone apioglucoside (13), were elucidated on the basis of spectroscopic and chemical evidence. The effects of the phenolic glycosides, their aglycones and several other compounds structurally related to them on Escherichia coli K12; Pseudomonas aeruginosa PAO1 and some strains of Staphylococcus aureus were then examined. Among them, torachrysone (15), toralactone (16), aloe-emodin (18), rhein (19) and emodin (20) showed noticeable antibacterial effects on four strains of methicillin-resistant Staphylococcus aureus with a minimum inhibitory concentration of 2-64 μg/ml. On the other hand, the phenolic compounds tested did not show strong antibacterial effects oh E. coli and P. aeruginosa.

Original languageEnglish
Pages (from-to)1121-1127
Number of pages7
JournalChemical and Pharmaceutical Bulletin
Volume47
Issue number8
DOIs
Publication statusPublished - 1999

Keywords

  • Anthraquinone
  • Antibacterial effect
  • Cassia tora
  • Leguminosae
  • Methicillin-resistant Staphylococcus aureus
  • Naphthalene

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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