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

Synthesis, antitumor activity, and mechanism of action of benzo [b] chromeno [6, 5-g][1, 8] naphthyridin-7-one analogs of acronycine

W Tian, R Yougnia, S Depauw…

Index: Reisch, Johannes; Mester, Iuliu; Aly, Samir M. El-Moghazy Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , # 2 p. 219 - 223

Full Text: HTML

Citation Number: 7

Abstract

... Journal of Medicinal ... 24), pp 10329–10342. DOI: 10.1021/jm500927d. Publication Date (Web): October 31, 2014. Copyright © 2014 American Chemical Society. ... similar reactivity toward nucleophilic agents such as acronycine epoxide but with an improved chemical stability were ...

3-Chloro-3-methyl-1-butyne Structure

3-Chloro-3-meth...

6,8-dihydroxychromeno[2,3-b]pyridin-5-one Structure

6,8-dihydroxych...

~%

6-hydroxy-3,3-dimethyl-3H-pyrano<2',3':7,8>chromeno<2,3-b>pyridin-7-one Structure

6-hydroxy-3,3-d...

3,5-Dimethoxyphenol Structure

3,5-Dimethoxyphenol

~%

6-hydroxy-3,3-dimethyl-3H-pyrano<2',3':7,8>chromeno<2,3-b>pyridin-7-one Structure

6-hydroxy-3,3-d...

2-(3',5'-dimethoxyphenoxy)nicotinic acid Structure

2-(3',5'-dimeth...

~%

6-hydroxy-3,3-dimethyl-3H-pyrano<2',3':7,8>chromeno<2,3-b>pyridin-7-one Structure

6-hydroxy-3,3-d...

6,8-dimethoxy-5H-(1)benzopyrano(2,3-b)pyridin-5-one Structure

6,8-dimethoxy-5...

~%

6-hydroxy-3,3-dimethyl-3H-pyrano<2',3':7,8>chromeno<2,3-b>pyridin-7-one Structure

6-hydroxy-3,3-d...

6-hydroxy-8-methoxy-5H-(1)benzopyrano(2,3-b)pyridin-5-one Structure

6-hydroxy-8-met...

~%

6-hydroxy-3,3-dimethyl-3H-pyrano<2',3':7,8>chromeno<2,3-b>pyridin-7-one Structure

6-hydroxy-3,3-d...

3-Chloro-3-methyl-1-butyne Structure

3-Chloro-3-meth...

6,8-dihydroxy-10-methylbenzo(b)(1,8)naphthyridin-5(10H)-one Structure

6,8-dihydroxy-1...

~%

8-(1',1'-dimethylprop-2-ynyloxy)-6-hydroxy-10-methylbenzo(b)(1,8)naphthyridin-5(10H)-one Structure

8-(1',1'-dimeth...

6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one Structure

6-hydroxy-3,3,1...

Detail

2-Chloronicotinic acid Structure

2-Chloronicotin...

~%

5-hydroxy-2,2,11-trimethylchromeno[7,6-b][1,8]naphthyridin-6-one Structure

5-hydroxy-2,2,1...

2-(3',5'-dimethoxyanilino)nicotinic acid Structure

2-(3',5'-dimeth...

~%

5-hydroxy-2,2,11-trimethylchromeno[7,6-b][1,8]naphthyridin-6-one Structure

5-hydroxy-2,2,1...

6,8-dimethoxybenzo(b)(1,8)naphthyridin-5(10H)-one Structure

6,8-dimethoxybe...

~%

5-hydroxy-2,2,11-trimethylchromeno[7,6-b][1,8]naphthyridin-6-one Structure

5-hydroxy-2,2,1...

6,8-dimethoxy-10-methylbenzo(b)(1,8)naphthyridin-5(10H)-one Structure

6,8-dimethoxy-1...

~%

5-hydroxy-2,2,11-trimethylchromeno[7,6-b][1,8]naphthyridin-6-one Structure

5-hydroxy-2,2,1...

3,5-Dimethoxyaniline Structure

3,5-Dimethoxyaniline

~%

5-hydroxy-2,2,11-trimethylchromeno[7,6-b][1,8]naphthyridin-6-one Structure

5-hydroxy-2,2,1...

6,8-dihydroxy-10-methylbenzo(b)(1,8)naphthyridin-5(10H)-one Structure

6,8-dihydroxy-1...

~%

5-hydroxy-2,2,11-trimethylchromeno[7,6-b][1,8]naphthyridin-6-one Structure

5-hydroxy-2,2,1...

8-(1',1'-dimethylprop-2-ynyloxy)-6-hydroxy-10-methylbenzo(b)(1,8)naphthyridin-5(10H)-one Structure

8-(1',1'-dimeth...

~%

6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one Structure

6-hydroxy-3,3,1...

5-hydroxy-2,2,11-trimethylchromeno[7,6-b][1,8]naphthyridin-6-one Structure

5-hydroxy-2,2,1...

3-Chloro-3-methyl-1-butyne Structure

3-Chloro-3-meth...

6,8-dihydroxy-10-methylbenzo(b)(1,8)naphthyridin-5(10H)-one Structure

6,8-dihydroxy-1...

~%

8-(1',1'-dimethylprop-2-ynyloxy)-6-hydroxy-10-methylbenzo(b)(1,8)naphthyridin-5(10H)-one Structure

8-(1',1'-dimeth...

6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one Structure

6-hydroxy-3,3,1...

Detail

2-Chloronicotinic acid Structure

2-Chloronicotin...

~%

6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one Structure

6-hydroxy-3,3,1...

2-(3',5'-dimethoxyanilino)nicotinic acid Structure

2-(3',5'-dimeth...

~%

6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one Structure

6-hydroxy-3,3,1...

6,8-dimethoxybenzo(b)(1,8)naphthyridin-5(10H)-one Structure

6,8-dimethoxybe...

~%

6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one Structure

6-hydroxy-3,3,1...

6,8-dimethoxy-10-methylbenzo(b)(1,8)naphthyridin-5(10H)-one Structure

6,8-dimethoxy-1...

~%

6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one Structure

6-hydroxy-3,3,1...

3,5-Dimethoxyaniline Structure

3,5-Dimethoxyaniline

~%

6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one Structure

6-hydroxy-3,3,1...

6,8-dihydroxy-10-methylbenzo(b)(1,8)naphthyridin-5(10H)-one Structure

6,8-dihydroxy-1...

~%

6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one Structure

6-hydroxy-3,3,1...

8-(1',1'-dimethylprop-2-ynyloxy)-6-hydroxy-10-methylbenzo(b)(1,8)naphthyridin-5(10H)-one Structure

8-(1',1'-dimeth...

~%

6-hydroxy-3,3,12-trimethylchromeno[5,6-b][1,8]naphthyridin-7-one Structure

6-hydroxy-3,3,1...

5-hydroxy-2,2,11-trimethylchromeno[7,6-b][1,8]naphthyridin-6-one Structure

5-hydroxy-2,2,1...

6-hydroxy-8-methoxy-5H-(1)benzopyrano(2,3-b)pyridin-5-one Structure

6-hydroxy-8-met...

~75%

6,8-dihydroxychromeno[2,3-b]pyridin-5-one Structure

6,8-dihydroxych...

6,8-dimethoxy-5H-(1)benzopyrano(2,3-b)pyridin-5-one Structure

6,8-dimethoxy-5...

~%

6,8-dihydroxychromeno[2,3-b]pyridin-5-one Structure

6,8-dihydroxych...

6-hydroxy-8-methoxy-5H-(1)benzopyrano(2,3-b)pyridin-5-one Structure

6-hydroxy-8-met...

3,5-Dimethoxyphenol Structure

3,5-Dimethoxyphenol

~%

6,8-dihydroxychromeno[2,3-b]pyridin-5-one Structure

6,8-dihydroxych...

2-(3',5'-dimethoxyphenoxy)nicotinic acid Structure

2-(3',5'-dimeth...

~%

6,8-dihydroxychromeno[2,3-b]pyridin-5-one Structure

6,8-dihydroxych...

6,8-dimethoxy-5H-(1)benzopyrano(2,3-b)pyridin-5-one Structure

6,8-dimethoxy-5...

~%

6,8-dihydroxychromeno[2,3-b]pyridin-5-one Structure

6,8-dihydroxych...

Synthesis and cytotoxic activity of some new azapyranoxanthe...

[Kolokythas, George; Kostakis, Ioannis K.; Pouli, Nicole; Marakos, Panagiotis; Kletsas, Dimitris; Pratsinis, Harris Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 21 p. 4591 - 4598]

Synthesis and cytotoxic activity of some new azapyranoxanthe...

[Kolokythas, George; Kostakis, Ioannis K.; Pouli, Nicole; Marakos, Panagiotis; Kletsas, Dimitris; Pratsinis, Harris Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 21 p. 4591 - 4598]

Synthesis and cytotoxic activity of some new azapyranoxanthe...

[Kolokythas, George; Kostakis, Ioannis K.; Pouli, Nicole; Marakos, Panagiotis; Kletsas, Dimitris; Pratsinis, Harris Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 21 p. 4591 - 4598]

Synthesis and cytotoxic activity of some new azapyranoxanthe...

[Kolokythas, George; Kostakis, Ioannis K.; Pouli, Nicole; Marakos, Panagiotis; Kletsas, Dimitris; Pratsinis, Harris Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 21 p. 4591 - 4598]

Synthesis and cytotoxic activity of some new azapyranoxanthe...

[Kolokythas, George; Kostakis, Ioannis K.; Pouli, Nicole; Marakos, Panagiotis; Kletsas, Dimitris; Pratsinis, Harris Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 21 p. 4591 - 4598]