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

Hydride transfer and oxyanion addition equilibria of NAD+ analogs

…, ISH Lee, RMG Roberts, MM Kreevoy

Index: Ostovic, Drazen; Lee, In-Sook Han; Roberts, Roger M. G.; Kreevoy, Maurice M. Journal of Organic Chemistry, 1985 , vol. 50, # 22 p. 4206 - 4211

Full Text: HTML

Citation Number: 47

Abstract

Quilibrium constants, K, have been determined for the reduction of 10-methylacridinium ion by 15 N-heterocyclic hydride donors: acridine, quinoline, pyridine, and phenanthridine derivatives. The solvent was a mixture of 2-propanol and water in the ratio 4: l by volume. Reduction potentials have been estimated for the corresponding cations in aqueous solution by assuming that the ICs would be the same and accepting-361 mV as the reduction ...

10-Methylacridan Structure

10-Methylacridan

1-benzylquinolin-1-ium-3-carboxamide Structure

1-benzylquinoli...

~%

N-methylacridine Structure

N-methylacridine

1-benzyl-4H-quinoline-3-carboxamide Structure

1-benzyl-4H-qui...

10-Methylacridan Structure

10-Methylacridan

3-acetyl-1-benzyl-pyridinium Structure

3-acetyl-1-benz...

~%

N-methylacridine Structure

N-methylacridine

1-(1-benzyl-4H-pyridin-3-yl)ethanone Structure

1-(1-benzyl-4H-...

N-methylacridine Structure

N-methylacridine

1-methyl-4H-quinoline-3-carbonitrile Structure

1-methyl-4H-qui...

~%

10-Methylacridan Structure

10-Methylacridan

1-methylquinolin-1-ium-3-carbonitrile Structure

1-methylquinoli...

N-methylacridine Structure

N-methylacridine

10-methyl-9H-acridine-9-carbonitrile Structure

10-methyl-9H-ac...

~%

10-Methylacridan Structure

10-Methylacridan

10-methylacridin-10-ium-9-carbonitrile Structure

10-methylacridi...

10-Methylacridan Structure

10-Methylacridan

1-methylquinolin-1-ium-3-carboxamide Structure

1-methylquinoli...

~%

N-methylacridine Structure

N-methylacridine

1-methyl-4H-quinoline-3-carboxamide Structure

1-methyl-4H-qui...

N-methylacridine Structure

N-methylacridine

1,5-Dihydro-3,10-dimethyl-pyrimido(4,5-b)chinolin-2,4(3H,10H)-dion Structure

1,5-Dihydro-3,1...

~%

10-Methylacridan Structure

10-Methylacridan

Pyrimido[4,5-b]quinoline-2,4(3H,10H)-dione,3,10-dimethyl- Structure

Pyrimido[4,5-b]...

10-Methylacridan Structure

10-Methylacridan

3-acetyl-1-benzyl-pyridinium Structure

3-acetyl-1-benz...

~%

N-methylacridine Structure

N-methylacridine

1-(1-benzyl-4H-pyridin-3-yl)ethanone Structure

1-(1-benzyl-4H-...

10-Methylacridan Structure

10-Methylacridan

5-methylphenanthridinium cation Structure

5-methylphenant...

~%

N-methylacridine Structure

N-methylacridine

N/A Structure

10-Methylacridan Structure

10-Methylacridan

1-benzylpyridin-1-ium-3-carboxamide Structure

1-benzylpyridin...

~%

N-methylacridine Structure

N-methylacridine

3-Pyridinecarboxamide,1,4-dihydro-1-(phenylmethyl)- Structure

3-Pyridinecarbo...

10-Methylacridan Structure

10-Methylacridan

1-benzylquinolin-1-ium-3-carbonitrile Structure

1-benzylquinoli...

~%

N-methylacridine Structure

N-methylacridine

1-benzyl-3-cyano-1,4-dihydroquinoline Structure

1-benzyl-3-cyan...

10-Methylacridan Structure

10-Methylacridan

1-benzylquinolin-1-ium-3-carboxamide Structure

1-benzylquinoli...

~%

N-methylacridine Structure

N-methylacridine

1-benzyl-4H-quinoline-3-carboxamide Structure

1-benzyl-4H-qui...

10-Methylacridan Structure

10-Methylacridan

10-methylacridin-10-ium-9-carbonitrile Structure

10-methylacridi...

~%

N-methylacridine Structure

N-methylacridine

10-methyl-9H-acridine-9-carbonitrile Structure

10-methyl-9H-ac...

10-Methylacridan Structure

10-Methylacridan

1-methylquinolin-1-ium-3-carbonitrile Structure

1-methylquinoli...

~%

N-methylacridine Structure

N-methylacridine

1-methyl-4H-quinoline-3-carbonitrile Structure

1-methyl-4H-qui...

10-Methylacridan Structure

10-Methylacridan

1-methylquinolin-1-ium-3-carboxamide Structure

1-methylquinoli...

~%

N-methylacridine Structure

N-methylacridine

1-methyl-4H-quinoline-3-carboxamide Structure

1-methyl-4H-qui...

10-Methylacridan Structure

10-Methylacridan

1-benzylpyridin-1-ium-3-carbonitrile Structure

1-benzylpyridin...

~%

N-methylacridine Structure

N-methylacridine

1-benzyl-4H-pyridine-3-carbonitrile Structure

1-benzyl-4H-pyr...

10-Methylacridan Structure

10-Methylacridan

Pyrimido[4,5-b]quinoline-2,4(3H,10H)-dione,3,10-dimethyl- Structure

Pyrimido[4,5-b]...

~%

N-methylacridine Structure

N-methylacridine

1,5-Dihydro-3,10-dimethyl-pyrimido(4,5-b)chinolin-2,4(3H,10H)-dion Structure

1,5-Dihydro-3,1...

N-Methylacridinium iodide Structure

N-Methylacridin...

POTASSIUM CYANIDE Structure

POTASSIUM CYANIDE

~80%

10-methyl-9H-acridine-9-carbonitrile Structure

10-methyl-9H-ac...

10-Methylacridan Structure

10-Methylacridan

10-methylacridin-10-ium-9-carbonitrile Structure

10-methylacridi...

~%

N-methylacridine Structure

N-methylacridine

10-methyl-9H-acridine-9-carbonitrile Structure

10-methyl-9H-ac...

10-Methylacridan Structure

10-Methylacridan

1-benzylpyridin-1-ium-3-carbonitrile Structure

1-benzylpyridin...

~%

N-methylacridine Structure

N-methylacridine

1-benzyl-4H-pyridine-3-carbonitrile Structure

1-benzyl-4H-pyr...

N-methylacridine Structure

N-methylacridine

3-Pyridinecarboxamide,1,4-dihydro-1-(phenylmethyl)- Structure

3-Pyridinecarbo...

~%

10-Methylacridan Structure

10-Methylacridan

1-benzylpyridin-1-ium-3-carboxamide Structure

1-benzylpyridin...

10-Methylacridan Structure

10-Methylacridan

1-methylquinolin-1-ium-3-carbonitrile Structure

1-methylquinoli...

~%

N-methylacridine Structure

N-methylacridine

1-methyl-4H-quinoline-3-carbonitrile Structure

1-methyl-4H-qui...

High-and low-potential flavin mimics. 2. 3, 7, 10-Trimethyl-...

[Skibo, Edward B.; Bruice, Thomas C. Journal of the American Chemical Society, 1983 , vol. 105, # 10 p. 3316 - 3328]

Regioselectivity of hydride transfer to and between NAD+ ana...

[Roberts, R. M. G.; Ostovic, D.; Kreevoy, M. M. Journal of Organic Chemistry, 1983 , vol. 48, # 12 p. 2053 - 2056]

Regioselectivity of hydride transfer to and between NAD+ ana...

[Roberts, R. M. G.; Ostovic, D.; Kreevoy, M. M. Journal of Organic Chemistry, 1983 , vol. 48, # 12 p. 2053 - 2056]

Regioselectivity of hydride transfer to and between NAD+ ana...

[Roberts, R. M. G.; Ostovic, D.; Kreevoy, M. M. Journal of Organic Chemistry, 1983 , vol. 48, # 12 p. 2053 - 2056]

The Marcus theory of the reactions of quinolinium ions with ...

[Kim, Duckhee; Lee, In-Sook Han; Kreevoy, Maurice M. Journal of the American Chemical Society, 1990 , vol. 112, # 5 p. 1889 - 1894]