Combretastatin dinitrogen-substituted stilbene analogues as tubulin-binding and vascular-disrupting agents
(2008) In Journal of Natural Products 71(3). p.313-320- Abstract
- Several stilbenoid compounds having structural similarity to the combretastatin group of natural products and characterized by the incorporation of two nitrogen-bearing groups (amine, nitro, serinamide) have been prepared by chemical synthesis and evaluated in terms of biochemical and biological activity. The 2',3'-diamino B-ring analogue 17 demonstrated remarkable cytotoxicity against selected human cancer cell lines in vitro (average GI(50) = 13.9 nM) and also showed good activity in regard to inhibition of tubulin assembly (IC50 = 2.8 mu M). In addition, a single dose (10 mg/kg) of compound 17 caused a 40% tumor-selective blood flow shutdown in tumor-bearing SCID mice at 24 h, thus suggesting the potential value of this compound and its... (More)
- Several stilbenoid compounds having structural similarity to the combretastatin group of natural products and characterized by the incorporation of two nitrogen-bearing groups (amine, nitro, serinamide) have been prepared by chemical synthesis and evaluated in terms of biochemical and biological activity. The 2',3'-diamino B-ring analogue 17 demonstrated remarkable cytotoxicity against selected human cancer cell lines in vitro (average GI(50) = 13.9 nM) and also showed good activity in regard to inhibition of tubulin assembly (IC50 = 2.8 mu M). In addition, a single dose (10 mg/kg) of compound 17 caused a 40% tumor-selective blood flow shutdown in tumor-bearing SCID mice at 24 h, thus suggesting the potential value of this compound and its corresponding salt formulations as new vascular-disrupting agents. (Less)
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https://lup.lub.lu.se/record/1182954
- author
- organization
- publishing date
- 2008
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of Natural Products
- volume
- 71
- issue
- 3
- pages
- 313 - 320
- publisher
- The American Chemical Society (ACS)
- external identifiers
-
- wos:000254544900004
- scopus:42249093853
- pmid:18303849
- ISSN
- 0163-3864
- DOI
- 10.1021/np070377j
- language
- English
- LU publication?
- yes
- id
- c1b1f65a-b29d-4462-bac2-d1fb17232194 (old id 1182954)
- date added to LUP
- 2016-04-01 14:22:36
- date last changed
- 2022-01-28 00:18:40
@article{c1b1f65a-b29d-4462-bac2-d1fb17232194,
abstract = {{Several stilbenoid compounds having structural similarity to the combretastatin group of natural products and characterized by the incorporation of two nitrogen-bearing groups (amine, nitro, serinamide) have been prepared by chemical synthesis and evaluated in terms of biochemical and biological activity. The 2',3'-diamino B-ring analogue 17 demonstrated remarkable cytotoxicity against selected human cancer cell lines in vitro (average GI(50) = 13.9 nM) and also showed good activity in regard to inhibition of tubulin assembly (IC50 = 2.8 mu M). In addition, a single dose (10 mg/kg) of compound 17 caused a 40% tumor-selective blood flow shutdown in tumor-bearing SCID mice at 24 h, thus suggesting the potential value of this compound and its corresponding salt formulations as new vascular-disrupting agents.}},
author = {{Siles, Rogelio and Ackley, J Freeland and Hadimani, Mallinath B and Hall, John J and Mugabe, Benon E and Guddneppanavar, Rajsekhar and Monk, Keith A and Chapuis, Jean-Charles and Pettit, George R and Chaplin, David J and Edvardsen, Klaus and Trawick, Mary Lynn and Garner, Charles M and Pinney, Kevin G}},
issn = {{0163-3864}},
language = {{eng}},
number = {{3}},
pages = {{313--320}},
publisher = {{The American Chemical Society (ACS)}},
series = {{Journal of Natural Products}},
title = {{Combretastatin dinitrogen-substituted stilbene analogues as tubulin-binding and vascular-disrupting agents}},
url = {{http://dx.doi.org/10.1021/np070377j}},
doi = {{10.1021/np070377j}},
volume = {{71}},
year = {{2008}},
}