Abstract |
A series of phenanthroindolizidine and phenanthroquinolizidine alkaloids and their 14-amino-derivatives (1-44) were prepared and systematically evaluated for their anti- tumor activities against A549 and HL60 cell lines. The bioassay results showed that most of these alkaloids possess good anti- tumor activities. Especially, compounds 15, 22, 28, 33-36, 40 and 42 displayed low nanomolar or subnanomolar levels of anti- tumor activity. The configuration of (13aS,14S)-14-hydroxyphenanthroindolizidines and (14aR,15R)-15-hydroxyphenanthroquinolizidines was confirmed to be optimal. 14-Amino-phenanthroindolizidines with increased polarity possess good anti- tumor activity, especially for compounds 26 and 28. Most of the phenanthroquinolizidine alkaloids exhibited higher anti- tumor activity than that of phenanthroindolizidine alkaloids. Our present study provides fundamental support for development and optimization of phenanthroindolizidine and phenanthroquinolizidine alkaloids as potential anti- tumor drugs.
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Authors | Ziwen Wang, Meng Wu, Yi Wang, Zheng Li, Lei Wang, Guifang Han, Fazhong Chen, Yuxiu Liu, Kailiang Wang, Ao Zhang, Linghua Meng, Qingmin Wang |
Journal | European journal of medicinal chemistry
(Eur J Med Chem)
Vol. 51
Pg. 250-8
(May 2012)
ISSN: 1768-3254 [Electronic] France |
PMID | 22417638
(Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
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Copyright | Copyright © 2012 Elsevier Masson SAS. All rights reserved. |
Chemical References |
- Alkaloids
- Antineoplastic Agents
- Indolizines
- Phenanthrolines
- Quinolizines
- phenanthroindolizidine
- phenanthroquinolizidine
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Topics |
- Alkaloids
(chemical synthesis, chemistry, pharmacology)
- Antineoplastic Agents
(chemical synthesis, chemistry, pharmacology)
- Cell Line, Tumor
- Chemistry Techniques, Synthetic
- Humans
- Indolizines
(chemistry)
- Phenanthrolines
(chemistry)
- Quinolizines
(chemistry)
- Structure-Activity Relationship
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