Potent Antitubulin Tumor Cell Cytotoxins Based on 3-Aroyl Indazoles
Jian-Xin Duan
1
,
Xiaohong Cai
1
,
Fanying Meng
1
,
Leslie Lan
1
,
Charles Hart
1
,
Mark Matteucci
1
1
Threshold Pharmaceuticals, 1300 Seaport Boulevard, Redwood City, California 94063
|
Publication type: Journal Article
Publication date: 2007-02-08
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
17286393
Drug Discovery
Molecular Medicine
Abstract
A series of 3-aroyl indazoles was synthesized. Modification of the C-7 position resulted in a significant structure-activity relationship (SAR) with acetylene modifications conferring unusual potency in a tumor cell cytotoxicity assay. The most potent compounds exceeded the activity of combretastatin A4 (CA-4), showing single digit nM IC50 values against all cell lines tested including those with known efflux resistance pumps. The inhibition of in vitro tubulin polymerization was comparable to CA-4, consistent with tubulin being the target for these compounds. Competition binding experiments employing [3H]colchicine and purified tubulins demonstrated that the compound specifically binds to the colchicine site.
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Metrics
42
Total citations:
42
Citations from 2025:
1
(2.38%)
Cite this
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MLA
Cite this
GOST
Copy
Duan J. et al. Potent Antitubulin Tumor Cell Cytotoxins Based on 3-Aroyl Indazoles // Journal of Medicinal Chemistry. 2007. Vol. 50. No. 5. pp. 1001-1006.
GOST all authors (up to 50)
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Duan J., Cai X., Meng F., Lan L., Hart C., Matteucci M. Potent Antitubulin Tumor Cell Cytotoxins Based on 3-Aroyl Indazoles // Journal of Medicinal Chemistry. 2007. Vol. 50. No. 5. pp. 1001-1006.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jm061348t
UR - https://doi.org/10.1021/jm061348t
TI - Potent Antitubulin Tumor Cell Cytotoxins Based on 3-Aroyl Indazoles
T2 - Journal of Medicinal Chemistry
AU - Duan, Jian-Xin
AU - Cai, Xiaohong
AU - Meng, Fanying
AU - Lan, Leslie
AU - Hart, Charles
AU - Matteucci, Mark
PY - 2007
DA - 2007/02/08
PB - American Chemical Society (ACS)
SP - 1001-1006
IS - 5
VL - 50
PMID - 17286393
SN - 0022-2623
SN - 1520-4804
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2007_Duan,
author = {Jian-Xin Duan and Xiaohong Cai and Fanying Meng and Leslie Lan and Charles Hart and Mark Matteucci},
title = {Potent Antitubulin Tumor Cell Cytotoxins Based on 3-Aroyl Indazoles},
journal = {Journal of Medicinal Chemistry},
year = {2007},
volume = {50},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/jm061348t},
number = {5},
pages = {1001--1006},
doi = {10.1021/jm061348t}
}
Cite this
MLA
Copy
Duan, Jian-Xin, et al. “Potent Antitubulin Tumor Cell Cytotoxins Based on 3-Aroyl Indazoles.” Journal of Medicinal Chemistry, vol. 50, no. 5, Feb. 2007, pp. 1001-1006. https://doi.org/10.1021/jm061348t.