• 약학회지
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• 제35권4호
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• pp.332-334
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• 1991

The synthesis of melandrin has been accomplished in good yield by the reaction of 5-tosyloxyanthranilic acid ethyl ester with p-acetoxybenzoyl chloride, followed by removal of protecting groups with methanolic ammonia.

• 약학회지
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• 제38권3호
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• pp.281-285
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• 1994

Melandrin was isolated from the Melandrium firmum(Caryophyllaceae), its structure was N-(p-hydroxybenzoyl)-5-hydroxyanthranilic acid. Fourteen melandrin derivatives(I-XIV) were synthesized and according to MME calculation by the computer, optimized three dimensional structure of compounds was obtained. The space orientation of compounds was cis-form as a indomethacin.

• Archives of Pharmacal Research
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• 제18권1호
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• pp.38-40
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• 1995

melandrin exhibited an analgesic activity as assessed by inhibition of writhing syndromein mice and by pressure method of inflamed paws of arts and inflamed tails of mmice, and showed a hypothermic effect. However, no anti-inflammatory activity was shown.

• 약학회지
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• 제38권3호
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• pp.345-350
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• 1994

Fourteen melandrin derivatives(I-XIV) were investigated on analgesic, anti-inflammatory and antiviral activities . Compound I [N-(p-hydroxybenzoyl)-5-hydroxyanthranilic acid methvl ester], Xll [N-(2-phenoxypropionyl)-5-hydroxy anthranilic acid propyl ester and XIV [N-(2-phenoxypropionyl)-5-hydroxyanthranilic acid exhibited analgesic activity in tail pressure and Randall-Selitto method. But no anti-inflammatory activity was shown. Compound I exhibited weak antiviral activity on Herpes simplex virus type I F strain by virus-induced cytopathic effect(CPE) assay and it's selectivity index(Sl) was 8.17.

• 약학회지
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• 제37권3호
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• pp.243-246
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• 1993

Six N-substituted-5-hydroxyanthranilic acids were synthesized by the coupling reaction of 5-tosyloxyanthranilic acid ethyl ester with corresponding acid chlorides. The structure of the obtained compounds was proved by NMR and IR. These compounds did not inhibit the growth of micro-organisms while suppressed HSV-1 replication in vero cell at 100 $\mu\textrm{g}$/ml.