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Lorenzo Caputi

2 papers in the library · 80 citations · publishing 2019-2025

Papers

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Oxidative Rearrangements of the Alkaloid Intermediate Geissoschizine.

Angewandte Chemie (International ed. in English) June 10, 2025 Mohamed O. Kamileen, Benke Hong, Klaus Gase et al. 11 citations

Plants can generate structural diversity by enzymatic rearrangement of a central intermediate. 19E-geissoschizine is one such chemically versatile intermediate that plays a central role in the biosynthesis of monoterpene indole alkaloids such as strychnine, ibogaine, and vinblastine. Here we report how 19E-geissoschizine undergoes oxidative transformations to generate four distinct alkaloid...

Biosynthesis of an Anti-Addiction Agent from the Iboga Plant.

Journal of the American Chemical Society August 21, 2019 Scott C. Farrow, Mohamed O. Kamileen, Lorenzo Caputi et al. 69 citations

(-)-Ibogaine and (-)-voacangine are plant derived psychoactives that show promise as treatments for opioid addiction. However, these compounds are produced by hard to source plants, making these chemicals difficult for broad-scale use. Here we report the complete biosynthesis of (-)-voacangine, and de-esterified voacangine, which is converted to (-)-ibogaine by heating, enabling biocatalytic...