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4-Des­oxy-4β-[(5-meth­oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate

The main mol­ecule of the title solvate, C(33)H(30)N(2)O(10)·CH(3)OH, is a new anti­tumor agent, which shows cytotoxicity against MDR cancer cell lines. It has been synthesized by coupling 4β-amino­podophyllotoxin with (5-meth­oxy-1H-indol-3-yl)glyoxyl chloride and structurally characterized. There...

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Detalles Bibliográficos
Autores principales: Feng, Min, Zhao, Ming, Zhang, Jingze, Yang, Zaixin, Chen, Hong
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959988/
https://www.ncbi.nlm.nih.gov/pubmed/21581314
http://dx.doi.org/10.1107/S1600536808035319
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author Feng, Min
Zhao, Ming
Zhang, Jingze
Yang, Zaixin
Chen, Hong
author_facet Feng, Min
Zhao, Ming
Zhang, Jingze
Yang, Zaixin
Chen, Hong
author_sort Feng, Min
collection PubMed
description The main mol­ecule of the title solvate, C(33)H(30)N(2)O(10)·CH(3)OH, is a new anti­tumor agent, which shows cytotoxicity against MDR cancer cell lines. It has been synthesized by coupling 4β-amino­podophyllotoxin with (5-meth­oxy-1H-indol-3-yl)glyoxyl chloride and structurally characterized. There are two crystallographically independent mol­ecules in the asymmetric unit, which differ in the dihedral angles between the aromatic rings. The dihedral angles between the benzene ring of the benzo[d][1,3]dioxole and the benzene ring of the 5-meth­oxy-1H-indole are 85.08 (3) and 76.88 (3)° and reflect the main conformational difference between the two independent mol­ecules. The asymmetric unit is completed with two methanol solvent mol­ecules, one of which is disordered over two positions, with occupancies close to 0.5.
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spelling pubmed-29599882010-12-30 4-Des­oxy-4β-[(5-meth­oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate Feng, Min Zhao, Ming Zhang, Jingze Yang, Zaixin Chen, Hong Acta Crystallogr Sect E Struct Rep Online Organic Papers The main mol­ecule of the title solvate, C(33)H(30)N(2)O(10)·CH(3)OH, is a new anti­tumor agent, which shows cytotoxicity against MDR cancer cell lines. It has been synthesized by coupling 4β-amino­podophyllotoxin with (5-meth­oxy-1H-indol-3-yl)glyoxyl chloride and structurally characterized. There are two crystallographically independent mol­ecules in the asymmetric unit, which differ in the dihedral angles between the aromatic rings. The dihedral angles between the benzene ring of the benzo[d][1,3]dioxole and the benzene ring of the 5-meth­oxy-1H-indole are 85.08 (3) and 76.88 (3)° and reflect the main conformational difference between the two independent mol­ecules. The asymmetric unit is completed with two methanol solvent mol­ecules, one of which is disordered over two positions, with occupancies close to 0.5. International Union of Crystallography 2008-11-13 /pmc/articles/PMC2959988/ /pubmed/21581314 http://dx.doi.org/10.1107/S1600536808035319 Text en © Feng et al. 2008 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Feng, Min
Zhao, Ming
Zhang, Jingze
Yang, Zaixin
Chen, Hong
4-Des­oxy-4β-[(5-meth­oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate
title 4-Des­oxy-4β-[(5-meth­oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate
title_full 4-Des­oxy-4β-[(5-meth­oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate
title_fullStr 4-Des­oxy-4β-[(5-meth­oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate
title_full_unstemmed 4-Des­oxy-4β-[(5-meth­oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate
title_short 4-Des­oxy-4β-[(5-meth­oxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate
title_sort 4-des­oxy-4β-[(5-meth­oxy-1h-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959988/
https://www.ncbi.nlm.nih.gov/pubmed/21581314
http://dx.doi.org/10.1107/S1600536808035319
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