Development of natural product-derived receptor tyrosine kinase inhibitors based on conservation of protein domain fold

L Kissau, P Stahl, R Mazitschek, A Giannis…

Index: Stahl; Kissau; Mazitschek; Huwe; Furet; Giannis; Waldmann Journal of the American Chemical Society, 2001 , vol. 123, # 47 p. 11586 - 11593

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Citation Number: 74

Abstract

Receptor tyrosine kinases (RTKs) such as Tie-2, IGF1R, Her-2/Neu, EGFR, and VEGFR1-3 play crucial roles in the control of cell growth and differentiation. Inhibition of such RTKs has become a major focus of current anticancer drug development, and therefore the discovery of new classes of inhibitors for these signal-transducing proteins is of prime importance. We have recently proposed a novel concept for improving the hit-finding process by ...

 Related Synthetic Route
Formaldehyde Structure

50-00-0

Formaldehyde

Benzene,1,2,4,5-tetramethoxy- Structure

2441-46-5

Benzene,1,2,4,5...

~75%

3-(Bromomethyl)-1,2,4,5-tetramethoxybenzene Structure

86489-89-6

3-(Bromomethyl)...

2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

3117-03-1

2,5-dimethoxycy...

~%

3-(Bromomethyl)-1,2,4,5-tetramethoxybenzene Structure

86489-89-6

3-(Bromomethyl)...

2,5-dimethoxybenzene-1,4-diol Structure

13239-13-9

2,5-dimethoxybe...

~%

3-(Bromomethyl)-1,2,4,5-tetramethoxybenzene Structure

86489-89-6

3-(Bromomethyl)...

2-benzoquinone Structure

583-63-1

2-benzoquinone

~%

3-(Bromomethyl)-1,2,4,5-tetramethoxybenzene Structure

86489-89-6

3-(Bromomethyl)...

3,4-Dimethoxycyclohexa-2,4-diene-1,6-dione Structure

21086-65-7

3,4-Dimethoxycy...

~%

3-(Bromomethyl)-1,2,4,5-tetramethoxybenzene Structure

86489-89-6

3-(Bromomethyl)...

4,5-DIMETHOXYBENZENE-1,2-DIOL Structure

1664-27-3

4,5-DIMETHOXYBE...

~%

3-(Bromomethyl)-1,2,4,5-tetramethoxybenzene Structure

86489-89-6

3-(Bromomethyl)...

2-benzoquinone Structure

583-63-1

2-benzoquinone

~%

Benzene,1,2,4,5-tetramethoxy- Structure

2441-46-5

Benzene,1,2,4,5...

3,4-Dimethoxycyclohexa-2,4-diene-1,6-dione Structure

21086-65-7

3,4-Dimethoxycy...

~%

Benzene,1,2,4,5-tetramethoxy- Structure

2441-46-5

Benzene,1,2,4,5...

4,5-DIMETHOXYBENZENE-1,2-DIOL Structure

1664-27-3

4,5-DIMETHOXYBE...

~%

Benzene,1,2,4,5-tetramethoxy- Structure

2441-46-5

Benzene,1,2,4,5...

2-benzoquinone Structure

583-63-1

2-benzoquinone

~%

2,5-dimethoxybenzene-1,4-diol Structure

13239-13-9

2,5-dimethoxybe...

3,4-Dimethoxycyclohexa-2,4-diene-1,6-dione Structure

21086-65-7

3,4-Dimethoxycy...

~%

2,5-dimethoxybenzene-1,4-diol Structure

13239-13-9

2,5-dimethoxybe...

4,5-DIMETHOXYBENZENE-1,2-DIOL Structure

1664-27-3

4,5-DIMETHOXYBE...

~%

2,5-dimethoxybenzene-1,4-diol Structure

13239-13-9

2,5-dimethoxybe...

3,4-Dimethoxycyclohexa-2,4-diene-1,6-dione Structure

21086-65-7

3,4-Dimethoxycy...

~97%

2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

3117-03-1

2,5-dimethoxycy...

(1R,2S,4aS)-trans-decahydro-1α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,2β,4aβ-trimethyl-5-methylene-naphthalene Structure

213026-18-7

(1R,2S,4aS)-tra...

~26%

Ilimaquinone Structure

71678-03-0

Ilimaquinone

3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

121994-56-7

3-[[(1R,2S,4aS,...

4,5-dimethoxy-3-(((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)methyl)cyclohexa-3,5-diene-1,2-dione Structure

388120-48-7

4,5-dimethoxy-3...

2-benzoquinone Structure

583-63-1

2-benzoquinone

~%

3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

121994-56-7

3-[[(1R,2S,4aS,...

2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

3117-03-1

2,5-dimethoxycy...

~%

3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

121994-56-7

3-[[(1R,2S,4aS,...

2,5-dimethoxybenzene-1,4-diol Structure

13239-13-9

2,5-dimethoxybe...

~%

3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

121994-56-7

3-[[(1R,2S,4aS,...

3,4-Dimethoxycyclohexa-2,4-diene-1,6-dione Structure

21086-65-7

3,4-Dimethoxycy...

~%

3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

121994-56-7

3-[[(1R,2S,4aS,...

4,5-DIMETHOXYBENZENE-1,2-DIOL Structure

1664-27-3

4,5-DIMETHOXYBE...

~%

3,4-Dimethoxycyclohexa-2,4-diene-1,6-dione Structure

21086-65-7

3,4-Dimethoxycy...

2-benzoquinone Structure

583-63-1

2-benzoquinone

~%

3,4-Dimethoxycyclohexa-2,4-diene-1,6-dione Structure

21086-65-7

3,4-Dimethoxycy...

4,5-dimethoxy-3-(((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)methyl)cyclohexa-3,5-diene-1,2-dione Structure

388120-48-7

4,5-dimethoxy-3...

~93%

3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

121994-56-7

3-[[(1R,2S,4aS,...

4,5-DIMETHOXYBENZENE-1,2-DIOL Structure

1664-27-3

4,5-DIMETHOXYBE...

~%

3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

121994-56-7

3-[[(1R,2S,4aS,...

N/A Structure

259194-83-7

N/A

~%

3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

121994-56-7

3-[[(1R,2S,4aS,...

(1R,2S,4aS)-trans-decahydro-1α-[(2,3,5,6-tetramethoxyphenyl)methyl]-1β,2β,4aβ-trimethyl-5-methylene-naphthalene Structure

213026-18-7

(1R,2S,4aS)-tra...

~%

3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]-2,5-dimethoxycyclohexa-2,5-diene-1,4-dione Structure

121994-56-7

3-[[(1R,2S,4aS,...


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