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

Journal of pharmaceutical sciences

Substituted aralkyl aldehydes: Preparation and antitumor evaluation

JH Billman, JA Tonnis

Index: Billman; Tonnis Journal of pharmaceutical sciences, 1971 , vol. 60, # 8 p. 1188 - 1192

Full Text: HTML

Citation Number: 15

Abstract

Abstract A series of substituted aralkyl aldehydes—substituted phenylacetaldehydes, hydrocinnamaldehydes, and cinnamaldehydes—was prepared and tested for antitumor activity. The substituted phenylacetaldehydes were prepared from the corresponding

Benzenepropanol,2-hydroxy- Structure

Benzenepropanol...

~%

Benzenepropanal,2-methoxy- Structure

Benzenepropanal...

6-bromochroman-2-one Structure

6-bromochroman-2-one

~%

Benzenepropanol,5-bromo-2-hydroxy- Structure

Benzenepropanol...

2-Hydroxy-5-methoxybenzaldehyde Structure

2-Hydroxy-5-met...

~%

[4-methoxy-2-(3-oxoprop-1-enyl)phenyl] acetate Structure

[4-methoxy-2-(3...

Benzaldehyde,2-(acetyloxy)-5-methoxy- Structure

Benzaldehyde,2-...

Ethoxyethene Structure

~%

[4-methoxy-2-(3-oxoprop-1-enyl)phenyl] acetate Structure

[4-methoxy-2-(3...

2-Oxiranecarboxylicacid, 3-(5-chloro-2-methoxyphenyl)-, methyl ester Structure

2-Oxiranecarbox...

~%

2-(5-chloro-2-methoxy-phenyl)acetaldehyde Structure

2-(5-chloro-2-m...

2,5-Dimethoxybenzaldehyde Structure

2,5-Dimethoxybe...

Ethoxyethene Structure

~%

2-Propenal,3-(2,5-dimethoxyphenyl)- Structure

2-Propenal,3-(2...

6-methoxychroman-2-one Structure

6-methoxychroma...

~%

3-(2,5-DIMETHOXY-PHENYL)-PROPAN-1-OL Structure

3-(2,5-DIMETHOX...

2-(3-hydroxypropyl)-4-methoxy-phenol Structure

2-(3-hydroxypro...

Dimethyl sulfate Structure

Dimethyl sulfate

~%

3-(2,5-DIMETHOXY-PHENYL)-PROPAN-1-OL Structure

3-(2,5-DIMETHOX...

2H-1-Benzopyran-2-one,3,4-dihydro-6-methyl- Structure

2H-1-Benzopyran...

~%

Benzenepropanal,2-methoxy-5-methyl- Structure

Benzenepropanal...

3-(2-methoxy-5-methyl-phenyl)propan-1-ol Structure

3-(2-methoxy-5-...

~%

Benzenepropanal,2-methoxy-5-methyl- Structure

Benzenepropanal...

2-(3-hydroxypropyl)-4-methyl-phenol Structure

2-(3-hydroxypro...

~%

Benzenepropanal,2-methoxy-5-methyl- Structure

Benzenepropanal...

2-Hydroxy-5-methoxybenzaldehyde Structure

2-Hydroxy-5-met...

Ethanoic anhydride Structure

Ethanoic anhydride

~%

Benzaldehyde,2-(acetyloxy)-5-methoxy- Structure

Benzaldehyde,2-...

methyl 3-(2,5-dimethoxyphenyl)oxirane-2-carboxylate Structure

methyl 3-(2,5-d...

~%

Benzeneacetaldehyde,2,5-dimethoxy- Structure

Benzeneacetalde...

[4-methoxy-2-(3-oxoprop-1-enyl)phenyl] acetate Structure

[4-methoxy-2-(3...

~%

2-Propenal,3-(2-hydroxy-5-methoxyphenyl)- Structure

2-Propenal,3-(2...

2-Hydroxy-5-methoxybenzaldehyde Structure

2-Hydroxy-5-met...

~%

2-Propenal,3-(2-hydroxy-5-methoxyphenyl)- Structure

2-Propenal,3-(2...

Benzaldehyde,2-(acetyloxy)-5-methoxy- Structure

Benzaldehyde,2-...

~%

2-Propenal,3-(2-hydroxy-5-methoxyphenyl)- Structure

2-Propenal,3-(2...

methyl 3-(5-bromo-2-methoxy-phenyl)oxirane-2-carboxylate Structure

methyl 3-(5-bro...

~%

2-(5-bromo-2-methoxy-phenyl)acetaldehyde Structure

2-(5-bromo-2-me...

Benzenepropanol,2-hydroxy- Structure

Benzenepropanol...

Dimethyl sulfate Structure

Dimethyl sulfate

~%

3-(2-Methoxyphenyl)-1-propanol Structure

3-(2-Methoxyphe...

Ethanoic anhydride Structure

Ethanoic anhydride

Salicylaldehyde Structure

Salicylaldehyde

Ethoxyethene Structure

~%

2-Propenal,3-[2-(acetyloxy)phenyl]- Structure

2-Propenal,3-[2...

Benzenepropanol,2-hydroxy- Structure

Benzenepropanol...

~%

1-[3-(3-hydroxypropyl)-4-methoxy-phenyl]ethanone Structure

1-[3-(3-hydroxy...

3-(2-Methoxyphenyl)-1-propanol Structure

3-(2-Methoxyphe...

Ethanoic anhydride Structure

Ethanoic anhydride

~%

1-[3-(3-hydroxypropyl)-4-methoxy-phenyl]ethanone Structure

1-[3-(3-hydroxy...

6-methoxychroman-2-one Structure

6-methoxychroma...

~%

3-(2,5-DIMETHOXY-PHENYL)-PROPIONALDEHYDE Structure

3-(2,5-DIMETHOX...

2-(3-hydroxypropyl)-4-methoxy-phenol Structure

2-(3-hydroxypro...

~%

3-(2,5-DIMETHOXY-PHENYL)-PROPIONALDEHYDE Structure

3-(2,5-DIMETHOX...

5-Bromo-2-anisaldehyde Structure

5-Bromo-2-anisa...

Ethoxyethene Structure

~%

2-Propenal,3-(5-bromo-2-methoxyphenyl)- Structure

2-Propenal,3-(5...

2H-1-Benzopyran-2-one,3,4-dihydro-6-methyl- Structure

2H-1-Benzopyran...

~%

3-(2-methoxy-5-methyl-phenyl)propan-1-ol Structure

3-(2-methoxy-5-...

2-(3-hydroxypropyl)-4-methyl-phenol Structure

2-(3-hydroxypro...

Dimethyl sulfate Structure

Dimethyl sulfate

~%

3-(2-methoxy-5-methyl-phenyl)propan-1-ol Structure

3-(2-methoxy-5-...

3-(5-chloro-2-methoxy-phenyl)propan-1-ol Structure

3-(5-chloro-2-m...

~%

3-(5-chloro-2-methoxy-phenyl)propanal Structure

3-(5-chloro-2-m...

Benzenepropanol,5-chloro-2-hydroxy- Structure

Benzenepropanol...

~%

3-(5-chloro-2-methoxy-phenyl)propanal Structure

3-(5-chloro-2-m...

Benzenepropanol,5-bromo-2-hydroxy- Structure

Benzenepropanol...

~%

Benzenepropanal,5-bromo-2-methoxy- Structure

Benzenepropanal...

Benzenepropanol,5-chloro-2-hydroxy- Structure

Benzenepropanol...

Dimethyl sulfate Structure

Dimethyl sulfate

~%

3-(5-chloro-2-methoxy-phenyl)propan-1-ol Structure

3-(5-chloro-2-m...

6-methoxychroman-2-one Structure

6-methoxychroma...

~%

2-(3-hydroxypropyl)-4-methoxy-phenol Structure

2-(3-hydroxypro...

1-[3-(3-hydroxypropyl)-4-methoxy-phenyl]ethanone Structure

1-[3-(3-hydroxy...

~%

3-(5-acetyl-2-methoxy-phenyl)propanal Structure

3-(5-acetyl-2-m...

Benzenepropanol,2-hydroxy- Structure

Benzenepropanol...

~%

3-(5-acetyl-2-methoxy-phenyl)propanal Structure

3-(5-acetyl-2-m...

3-(2-Methoxyphenyl)-1-propanol Structure

3-(2-Methoxyphe...

~%

3-(5-acetyl-2-methoxy-phenyl)propanal Structure

3-(5-acetyl-2-m...

6-bromochroman-2-one Structure

6-bromochroman-2-one

~%

Benzenepropanol,5-bromo-2-methoxy- Structure

Benzenepropanol...

Benzenepropanol,5-bromo-2-hydroxy- Structure

Benzenepropanol...

Dimethyl sulfate Structure

Dimethyl sulfate

~%

Benzenepropanol,5-bromo-2-methoxy- Structure

Benzenepropanol...

6-bromochroman-2-one Structure

6-bromochroman-2-one

~%

Benzenepropanal,5-bromo-2-methoxy- Structure

Benzenepropanal...

Benzenepropanol,5-bromo-2-methoxy- Structure

Benzenepropanol...

~%

Benzenepropanal,5-bromo-2-methoxy- Structure

Benzenepropanal...

[4-chloro-2-(3-oxoprop-1-enyl)phenyl] acetate Structure

[4-chloro-2-(3-...

~%

2-Propenal,3-(5-chloro-2-hydroxyphenyl)- Structure

2-Propenal,3-(5...

5-Chloro-2-hydroxybenzaldehyde Structure

5-Chloro-2-hydr...

~%

2-Propenal,3-(5-chloro-2-hydroxyphenyl)- Structure

2-Propenal,3-(5...

Ethanoic anhydride Structure

Ethanoic anhydride

Ethoxyethene Structure

5-Chloro-2-hydroxybenzaldehyde Structure

5-Chloro-2-hydr...

~%

[4-chloro-2-(3-oxoprop-1-enyl)phenyl] acetate Structure

[4-chloro-2-(3-...

5-Chloro-2-methoxybenzaldehyde Structure

5-Chloro-2-meth...

Ethoxyethene Structure

~%

(E)-3-(5-chloro-2-methoxy-phenyl)prop-2-enal Structure

(E)-3-(5-chloro...

5-Nitro-o-anisaldehyde Structure

5-Nitro-o-anisa...

Ethoxyethene Structure

~%

(E)-3-(2-methoxy-5-nitro-phenyl)prop-2-enal Structure

(E)-3-(2-methox...

C X (X= Br, I) Bond??Tolerant Aerobic Oxidative Cross??Coup...

[Chen, Mao; Wang, Jie; Chai, Ziyi; You, Cai; Lei, Aiwen Advanced Synthesis and Catalysis, 2012 , vol. 354, # 2-3 p. 341 - 346]

Beyond Classical Reactivity Patterns: Hydroformylation of Vi...

[Dydio, Pawel; Detz, Remko J.; De Bruin, Bas; Reek, Joost N. H. Journal of the American Chemical Society, 2014 , vol. 136, # 23 p. 8418 - 8429]

Synthesis and biological activity of cinnamaldehydes as angi...

[Kwon, Byoung-Mog; Lee, Seung-Ho; Cho, Young-Kwon; Bok, Song-Hae; So, Seung-Ho; Youn, Mi-Ran; Chang, Soo-Ik Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 19 p. 2473 - 2476]

Synthesis and biological activity of cinnamaldehydes as angi...

[Kwon, Byoung-Mog; Lee, Seung-Ho; Cho, Young-Kwon; Bok, Song-Hae; So, Seung-Ho; Youn, Mi-Ran; Chang, Soo-Ik Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 19 p. 2473 - 2476]

Synthesis and biological activity of cinnamaldehydes as angi...

[Kwon, Byoung-Mog; Lee, Seung-Ho; Cho, Young-Kwon; Bok, Song-Hae; So, Seung-Ho; Youn, Mi-Ran; Chang, Soo-Ik Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 19 p. 2473 - 2476]