• 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.

• 생명과학회지
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• 제21권2호
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• pp.316-321
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• 2011

Indoleamine 2,3-dioxygenase (IDO)에 의한 트립토판 대사체의 생성은 T 세포에 강력한 억제효과를 미치지만 여전히 그 작용기전에 대한 연구보고는 미비한 실정이다. 본 연구자는 트립토판 대사체 3-HAA가 선택적으로 활성 T 세포의 사멸을 촉진시키는 효과가 있음을 확인하였고, 이는 세포주기 억제와는 관련이 없었다. 3-HAA 처리 시 활성 T 세포에서 TRAIL과 그의 수용체의 발현이 현저히 증가하고, 이들 상호작용을 차단하였을 때 3-HAA-매개 활성 T 세포사멸 효과가 유의하게 낮아졌다. 본 연구를 통해 트립토판 대사체 3-HAA의 선택적 T 세포 억제 효과가 TRAIL-유도 세포사멸과 관련됨을 알 수 있다.

• 미생물학회지
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• 제44권2호
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• pp.110-115
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• 2008

Acridine은 fungal laccase의 기질이 아님에도 불구하고 acridine을 Pycnoporus cinnabarinus SCH-3 배양액에 첨가했을 때 acridone으로 산화되었다. P. cinnabarinus SCH-3균주는 배양 중에 다량의 laccase와 3-hydroxyanthranilic acid (3-HAA)와 cinnabarinic acid (CA)를 생성했다. 정제된 laccase와 acridine을 완충용액에서 직접 반응시켰을 때 acridine은 변화되지 않았다. 그러나 laccase의 기질인 2,2'-azino-bis-(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS)나 3-HAA를 laccase와 acridine 혼합액에 첨가했을 경우에는 acridine이 acridone으로 산화되었다. 특히 ABTS 첨가구는 3-HAA 첨가구보다 acridine 산화율이 2배 이상 높았다. 한편 정제된 laccase와 3-HAA를 완충액에서 반응시켰을 때 3-HAA는 CA로 전환되었다. 이와 같은 실험결과들은 P. cinnabarinus SCH-3의 laccase가 배양중에 생산된 3-HAA를 매개체로 사용하여 acridine을 acridone으로 산화하고 CA는 laccase에 의하여 3-HAA로부터 합성됨을 나타낸다.

• 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.

• BMB Reports
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• 제34권4호
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• pp.299-304
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• 2001

The 3-Deoxy-D-arabinoheptulosonate 7-phosphate (DAHP) synthase is the first enzyme of aromatic amino acid-, folic acid-, and phenazine-1-carboxylic acid biosynthetic pathways. DAHP synthase of Bacillus sp. B-6 that produces phenazine-1-carboxylic acid was feedback inhibited by two intermediary metabolites of aromatic amino acid biosynthetic pathways, prephenate and chorismate, but not by other metabolites, such as anthranilic acid, shikimic acid, p-aminobenzoic acid, and 3-hydroxyanthranilic acid. DAHP synthase of Bacillus sp. B-6 was not inhibited by end products, such as aromatic amino acids, folic acid, and phenazine-1-carboxylic acid. The inhibition of DAHP synthase by prephenate and chorismate was non-competitive with respect to erythrose 4-phosphate and phosphoenolpyruvate. Prephenate and chorismate inhibited 50% of the DAHP synthase activity at concentrations of $2{\times}10^{-5}\;M$ and $1.2{\times}10^{-4}\;M$, respectively The synthesis of DAHP synthase of Bacillus sp. B-6 was not repressed by exogenous aromatic amino acids, folic acid, and phenazine 1-carboxylic acid, single or in combinations.

• 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.

• Asian-Australasian Journal of Animal Sciences
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• 제33권1호
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• pp.79-90
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• 2020

Objective: In the present study, an liquid chromatography/mass spectrometry (LC/MS) metabolomics approach was performed to investigate potential biomarkers of milk production in high- and low-milk-yield dairy cows and to establish correlations among rumen fluid metabolites. Methods: Sixteen lactating dairy cows with similar parity and days in milk were divided into high-yield (HY) and low-yield (LY) groups based on milk yield. On day 21, rumen fluid metabolites were quantified applying LC/MS. Results: The principal component analysis and orthogonal correction partial least squares discriminant analysis showed significantly separated clusters of the ruminal metabolite profiles of HY and LY groups. Compared with HY group, a total of 24 ruminal metabolites were significantly greater in LY group, such as 3-hydroxyanthranilic acid, carboxylic acids, carboxylic acid derivatives (L-isoleucine, L-valine, L-tyrosine, etc.), diazines (uracil, thymine, cytosine), and palmitic acid, while the concentrations of 30 metabolites were dramatically decreased in LY group compared to HY group, included gentisic acid, caprylic acid, and myristic acid. The metabolite enrichment analysis indicated that protein digestion and absorption, ABC transporters and unsaturated fatty acid biosynthesis were significantly different between the two groups. Correlation analysis between the ruminal microbiome and metabolites revealed that certain typical metabolites were exceedingly associated with definite ruminal bacteria; Firmicutes, Actinobacteria, and Synergistetes phyla were highly correlated with most metabolites. Conclusion: These findings revealed that the ruminal metabolite profiles were significantly different between HY and LY groups, and these results may provide novel insights to evaluate biomarkers for a better feed digestion and may reveal the potential mechanism underlying the difference in milk yield in dairy cows.