5-Hydroxyanthranilic acid derivatives as potent 5-lipoxygenase inhibitors.
Three new 5-lipoxygenase inhibitors, designated as BU-4601 A, B and C, were found in the fermentation broth of Streptomyces sp. strain No. AA2807. Their structures were identified as isodecyl, isoundecyl and isolauryl esters of 5-hydroxyanthranilic acid, respectively. Based on their structures, five related esters were synthesized and evaluated for biological activity as inhibitors of 5-lipoxygenase. Both naturally-occurring and chemically-synthesized compounds exhibited almost equal levels of 5-lipoxygenase inhibitory activities in vitro.
Ohkuma
H
H
Bristol-Myers Squibb Research Institute, Tokyo, Japan.
Tomita
K
K
Hoshino
Y
Y
Suzuki
K
K
Hasegawa
M
M
Sawada
Y
Y
Konishi
M
M
Hook
D J
DJ
Oki
T
T
D000818:Animals; D005285:Fermentation; D016859:Lipoxygenase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D051381:Rats; D013302:Streptomyces / Q000737:chemistry*; D062367:ortho-Aminobenzoates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
D016859:Lipoxygenase Inhibitors; D062367:ortho-Aminobenzoates; C081733:isodecyl 5-hydroxyanthranilate; C081734:isoundecyl 5-hydroxyanthranilate; C081735:isolauryl 5-hydroxyanthranilate