Charles R. Hamelink’s research while affiliated with Vanderbilt University and other places

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Publications (1)


Representative structures of noted iboga alkaloids.
18‐MC, oxa‐noribogaine, and TBG.
Mischaracterized azepine 15 and possible TS 16.
Buchi's total synthesis of (±)‐ibogamine.
Mechanism of zinc reduction of 13.

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Disrupting Substance Use Disorder: The Chemistry of Iboga Alkaloids
  • Article
  • Full-text available

September 2024

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266 Reads

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2 Citations

Alexander J. Hughes

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Charles R. Hamelink

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Steven D. Townsend

The iboga alkaloids are a family of monoterpene indole alkaloids first discovered from the root of Tabernanthe iboga. The major alkaloid constituent in the root, ibogaine, has garnered interest for its anti‐addictive properties. Ibogaine has been shown to reduce opiate, amphetamine, alcohol, and nicotine self‐administration in rodents. However, ibogaine itself is less than optimal as a treatment in humans for Substance Abuse Disorder (SUD) due to its cardiotoxicity and hallucinogenic potential. Instead, ibogaine is an attractive lead for drug discovery efforts. Indeed, several notable programs have been launched to both elucidate ibogaine's mechanism of action and reduce its toxicity. While there have been over 20 total syntheses of ibogamine, ibogaine, and closely related family members, there are far fewer syntheses of recently isolated iboga alkaloids. In this targeted review, we discuss the synthetic strategies applied to the synthesis of classical and non‐classical iboga alkaloids.

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