e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Syntheses of NAMDA derivatives inhibiting NO production in BV-2 cells stimulated with lipopolysaccharide

JW Seo, E Srisook, HJ Son, O Hwang, YN Cha…

Index: Jai, Woong Seo; Srisook, Ekaruth; Hyo, Jin Son; Hwang, Onyou; Cha, Young-Nam; Dae, Yoon Chi Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 14 p. 3369 - 3373

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Citation Number: 9

Abstract

Sixteen derivatives of N-acetyl-3-O-methyldopamine (NAMDA), an inhibitor of BH4 synthesis, were designed and synthesized. The ability of these derivatives to inhibit NO and BH4 production by lipopolysaccharide-stimulated BV-2 microglial cells was determined. While NAMDA at 100μM inhibited NO and BH4 production by only about 20%, its catecholamide 8, indole 23 derivative, 13, and N-acetyl tetrahydroisoquinoline 25 ...

Formaldehyde Structure

3-Methoxytyramine hydrochloride Structure

3-Methoxytyrami...

~70%

6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol hydrochloride (en) Structure

6-methoxy-1,2,3...

Vanillyl alcohol Structure

Vanillyl alcohol

~%

6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol hydrochloride (en) Structure

6-methoxy-1,2,3...

4-Hydroxy-3-methoxyphenylacetonitrile Structure

4-Hydroxy-3-met...

~%

6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol hydrochloride (en) Structure

6-methoxy-1,2,3...

4-hydroxy-3-methoxy-trans-cinnamic acid nitrile Structure

4-hydroxy-3-met...

~59%

4-(3-Aminopropyl)-2-methoxyphenol Structure

4-(3-Aminopropy...

Vanillin Structure

~%

4-(3-Aminopropyl)-2-methoxyphenol Structure

4-(3-Aminopropy...

Piperidine Structure

Homovanillic acid Structure

Homovanillic acid

~77%

2-(4-hydroxy-3-methoxyphenyl)-1-piperidin-1-ylethanone Structure

2-(4-hydroxy-3-...

Vanillyl alcohol Structure

Vanillyl alcohol

~%

2-(4-hydroxy-3-methoxyphenyl)-1-piperidin-1-ylethanone Structure

2-(4-hydroxy-3-...

4-Hydroxy-3-methoxyphenylacetonitrile Structure

4-Hydroxy-3-met...

~%

2-(4-hydroxy-3-methoxyphenyl)-1-piperidin-1-ylethanone Structure

2-(4-hydroxy-3-...

Vanillyl alcohol Structure

Vanillyl alcohol

~%

N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]formamide Structure

N-[2-(4-hydroxy...

3-Methoxytyramine hydrochloride Structure

3-Methoxytyrami...

Trimethyl orthoformate Structure

Trimethyl ortho...

~69%

N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]formamide Structure

N-[2-(4-hydroxy...

4-Hydroxy-3-methoxyphenylacetonitrile Structure

4-Hydroxy-3-met...

~%

N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]formamide Structure

N-[2-(4-hydroxy...

4-Hydroxy-3-methoxyphenylacetonitrile Structure

4-Hydroxy-3-met...

~74%

Homovanillic acid Structure

Homovanillic acid

1-benzyloxy-2-methoxy-5-nitro-4-(2-nitrovinyl)benzene Structure

1-benzyloxy-2-m...

~30%

6-hydroxy-5-methoxyindole Structure

6-hydroxy-5-met...

4-(Benzyloxy)-3-methoxybenzaldehyde Structure

4-(Benzyloxy)-3...

~%

6-hydroxy-5-methoxyindole Structure

6-hydroxy-5-met...

4-(BENZYLOXY)-5-METHOXY-2-NITROBENZALDEHYDE Structure

4-(BENZYLOXY)-5...

~%

6-hydroxy-5-methoxyindole Structure

6-hydroxy-5-met...

Vanillin Structure

~%

6-hydroxy-5-methoxyindole Structure

6-hydroxy-5-met...

Dopamine hydrochloride Structure

Dopamine hydroc...

Ethanoic anhydride Structure

Ethanoic anhydride

~87%

N-acetyldopamine Structure

N-acetyldopamine

Vanillyl alcohol Structure

Vanillyl alcohol

~%

N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide Structure

N-[2-(4-hydroxy...

4-Hydroxy-3-methoxyphenylacetonitrile Structure

4-Hydroxy-3-met...

~%

N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]acetamide Structure

N-[2-(4-hydroxy...

4-Hydroxy-3-methoxyphenylacetonitrile Structure

4-Hydroxy-3-met...

~82%

3-Methoxytyramine hydrochloride Structure

3-Methoxytyrami...