TY - JOUR
T1 - Phenolic constituents of cassia seeds and antibacterial effect of some naphthalenes and anthraquinones on methicillin-resistant Staphylococcus aureus
AU - Hatano, Tsutomu
AU - Uebayashi, Hiroshi
AU - Ito, Hideyuki
AU - Shiota, Sumiko
AU - Tsuchiya, Tomofusa
AU - Yoshida, Takashi
PY - 1999
Y1 - 1999
N2 - 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.
AB - 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.
KW - Anthraquinone
KW - Antibacterial effect
KW - Cassia tora
KW - Leguminosae
KW - Methicillin-resistant Staphylococcus aureus
KW - Naphthalene
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U2 - 10.1248/cpb.47.1121
DO - 10.1248/cpb.47.1121
M3 - Article
C2 - 10478467
AN - SCOPUS:0032851531
SN - 0009-2363
VL - 47
SP - 1121
EP - 1127
JO - Chemical and Pharmaceutical Bulletin
JF - Chemical and Pharmaceutical Bulletin
IS - 8
ER -