Abstract
A novel series of dihydronaphthalene and benzosuberene analogs bearing structural similarity to the combretastatins in terms of 1,2-diarylethene, trimethoxyphenyl, and biaryl functionality has been synthesized. The compounds have been evaluated in regard to their ability to inhibit tubulin assembly and for their cytotoxicity against selected human cancer cell lines. From this series of compounds, benzosuberene analogs 2 and 4 inhibited tubulin assembly at concentrations comparable to that of combretastatin A-4 (CA4) and combretastatin A-1 (CA1). Furthermore, analog 4 demonstrated remarkable cytotoxicity against the three human cancer cell lines evaluated (for example GI50 = 0.0000032 μM against DU-145 prostate carcinoma).
Original language | English (US) |
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Pages (from-to) | 8161-8171 |
Number of pages | 11 |
Journal | Bioorganic and Medicinal Chemistry |
Volume | 16 |
Issue number | 17 |
DOIs | |
State | Published - Sep 1 2008 |
Externally published | Yes |
Keywords
- Benzosuberenes
- Cancer Chemotherapy
- Combretastatins
- Dihydronaphthalenes
- Tubulin
- Vascular disrupting agents
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry