Abstract
Dibenzo[def,p]chrysene (DBC) (1), is by far the most mutagenic and toxic polycyclic aromatic hydrocarbon identified. Its metabolic activation leads to trans-11,12-dihydroxy-11,12-dihydro-DBC (2), which is further metabolized to the ultimate metabolite, anti-trans-11,12-dihydroxy-13,14-epoxy-11,12,13,14-tetrahydro-DBC (3), that binds to DNA causing mutations and ultimately tumor induction. We report a facile route for the syntheses of DBC (1) and its 12-methoxy derivative (12-methoxy-DBC) (13), a key intermediate for the synthesis of 2 and 3, using a Suzuki cross-coupling approach.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 3979-3982 |
| Number of pages | 4 |
| Journal | Journal of Organic Chemistry |
| Volume | 69 |
| Issue number | 11 |
| DOIs | |
| State | Published - May 28 2004 |
All Science Journal Classification (ASJC) codes
- Organic Chemistry
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