Evidence map›Paper›PMID 40623044›Full record

ArticleJournal of medicinal chemistry2025

Total Synthesis of Aporphine Alkaloids via Photocatalytic Oxidative Phenol Coupling and Biological Evaluation at the Serotonin 5-HT

Matthew C Carson, Jorge de Lima Neto, Kalyana B Duggal, Paulo H Menezes, Marisa C Kozlowski

Abstract read
In one paragraph

Article in Journal of medicinal chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

2 citing papers in PubMed.

  1. Article
  2. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

5 authors.

Matthew C CarsonDepartment of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States.ORCID 0000-0002-5821-8681
Jorge de Lima NetoDepartment of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States.ORCID 0000-0002-3898-0791
Kalyana B DuggalDepartment of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States.ORCID 0009-0003-8405-5323
Paulo H MenezesDepartamento de Química Fundamental, Universidade Federal de Pernambuco, Cidade Universitária, Recife, Pernambuco 50670-90, Brazil.ORCID 0000-0002-0327-6032
Marisa C KozlowskiDepartment of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States.ORCID 0000-0002-4225-7125

Funding

TO AWARD THE BASE PERIOD FOR NIMH PSYCHOACTIVE DRUG SCREENING PROGRAM (PDSP). BASE POP: 08/30/2023-08/29/2024.75N95023C00021 · NIDA · UNIV OF NORTH CAROLINA CHAPEL HILL · PI ROTH, BRYAN · 2023 to 2025
$9.0M
Computation and Development of New, Enabling Synthetic MethodsR35GM131902 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI Marisa C Kozlowski · 2019 to 2026
$4.5M
Computational Methods for Selective CatalysisR01GM087605 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI KOZLOWSKI, MARISA C · 2010 to 2019
$2.4M
Targeting Nucleic Acid Junctions with Small MoleculesR01GM118510 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI CHENOWETH, DAVID MICHAEL · 2016 to 2020
$1.6M
NIDA NIH HHS 75N95023C00021NIGMS NIH HHS R01 GM087605NIGMS NIH HHS R01 GM118510NIGMS NIH HHS R35 GM131902
6 · The paper itself

Abstract

Aporphine alkaloids are important natural products with uses ranging from traditional Chinese herbal medicine to modern clinical applications. These compounds are isolated from a variety of plants and possess many powerful biological properties. Inspired by the biomimetic coupling of reticuline, we designed a novel synthetic approach to construct the corytuberine (8-2' coupling) and isoboldine (8-6' coupling) aporphine cores using a key photochemical intermolecular oxidative phenol coupling. With a short and efficient synthetic sequence telescoping of several intermediates (no chromatography) and minimal use of transition metals, we were able to functionalize these natural products into a variety of synthetic analogues. This fueled biological evaluation of the natural products and their derivatives for binding affinity at the serotonin 5-HT

Indexed as

AlkaloidsAporphinesReceptors, Adrenergic, alpha-1AnimalsCatalysisHumansOxidation-ReductionPhenolStructure-Activity RelationshipAlkaloidsAporphinesPhenolReceptors, Adrenergic, alpha-1

Identifiers

PMID40623044
PMCPMC12284343

What Socratic holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the Socratic graph.