Phytochemistry of Zanthoxylum chiloperone var. angustifolium (Rutaceae). Chemistry and pharmacochemistry of canthin-6-one
type: Dataset
description: The alkaloids canthin-6-one, 5-methoxy-canthin-6-one and canthin-6-one Noxide,as well as the alkylamide sanshool and three known coumarines were identified and quantified from stem bark, leaves (in this case an annual analysis was conducted), fruits and roots of Zanthoxylum chiloperone var. angustifolium (Rutaceae) collected in South America. Some canthin-6-one derivates were prepared by hemisynthesis by exploring the N-3 reactivity of the pyridine nitrogen. Other new derivates were prepared from different tryptamines and some functionalized anhydrides by an efficient new synthetic route (3 or 4 steps) in good overall yields. The biosynthetic pathway of the canthin-6-one was also chemically explored.Furthermore, this work has prompted us to explore the reactivity of some prenylated derivates of canthin-6-one and serotonin. The antitubercular activity, the antiproliferative activity on cancer stem cells and several antiparasitic activities (Chagas disease, malaria, nematicidal activity) were studied and various mechanisms of action proposed. Finally, an original study of the electrochemical behaviour of canthinones has been investigated and a pharmaceutical formulation was achieved.
identifier: NNT: 2011PA114844
issued: 2026-05-07T16:22:17.692751
language: fr
modified: 2026-05-07T16:22:17.692756
contact point: Organization
  fn: CCSD
keyword: alkaloids
keyword: biomomethic-chemistry
keyword: bischler-napieraslki
keyword: bischler-napierlaski
keyword: cancer
keyword: canthin-6-one
keyword: chagas
keyword: eta-carbolines
keyword: indoles
keyword: infoeu-reposemanticsdoctoralthesis
keyword: natural-products
keyword: nematicide
keyword: prenylation
keyword: rutaceae
keyword: sdvmheplife-sciences-q-biohuman-health-and-pathology
keyword: substances-naturelles
keyword: theses
keyword: tuberculosis
landing page: https://theses.hal.science/tel-00923141

Phytochemistry of Zanthoxylum chiloperone var. angustifolium (Rutaceae). Chemistry and pharmacochemistry of canthin-6-one
type: Distribution
format: HTML
issued: 2026-05-07T16:22:17.704470
modified: 2026-05-07T16:22:17.675841
access URL: https://theses.hal.science/tel-00923141

test_moissonnage_selune
type: Agent