Evidence map›Paper›PMID 41693117›Full record

ArticleAngewandte Chemie (International ed. in English)2026

On the Discorhabdins Leading to the Aleutianamine Ring System: A One-Step in Situ Transformation Characterized Through Computational and Experimental Studies and Its Implications on Biosynthesis, Synthesis, and Pharmacology.

Cody F Dickinson, Abhay Potluri, Alison M Bland, Samuel M Flipse, George S Hanna, Ryan T Wagner, Keith D Robertson, Thai H Ho, Daniel J Sprague, Gerald R Hoff and 4 more

Abstract read
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In one paragraph

Article in Angewandte Chemie (International ed. in English), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
  2. Article
  3. 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

14 authors.

Cody F DickinsonDepartment of Drug Discovery & Biomedical Sciences, Medical University of South Carolina, Charleston, South Carolina, USA.ORCID 0000-0003-1318-4438
Abhay PotluriDepartment of Chemistry and Chemical Biology, University of California Davis, Davis, California, USA.
Alison M BlandDepartment of Biochemistry and Molecular Biology, Medical University of South Carolina, Charleston, South Carolina, USA.
Samuel M FlipseDepartment of Chemistry, University of Hawaii at Manoa, Honolulu, Hawaii, USA.
George S HannaDepartment of Public Health Sciences, Medical University of South Carolina, Charleston, South Carolina, USA.
Ryan T WagnerDepartment of Molecular Pharmacology and Experimental Therapeutics, Mayo Clinic, Rochester, Minnesota, USA.
Keith D RobertsonDepartment of Molecular Pharmacology and Experimental Therapeutics, Mayo Clinic, Rochester, Minnesota, USA.
Thai H HoDivision of Hematology and Medical Oncology, Hollings Cancer Center, Medical University of South Carolina, Charleston, South Carolina, USA.
Daniel J SpragueDepartment of Biochemistry and Molecular Biology, Medical University of South Carolina, Charleston, South Carolina, USA.
Gerald R HoffResource Assessment and Conservation Division, Alaska Fisheries Science Center, National Marine Fisheries Service, National Oceanic and Atmospheric Administration, Seattle, Washington, USA.
Robert P StoneAuke Bay Laboratories, Alaska Fisheries Science Center, National Marine Fisheries Service, National Oceanic and Atmospheric Administration, Seattle, Washington, USA.
Marcus A TiusDepartment of Chemistry, University of Hawaii at Manoa, Honolulu, Hawaii, USA.
Dean J TantilloDepartment of Chemistry and Chemical Biology, University of California Davis, Davis, California, USA.ORCID 0000-0002-2992-8844
Mark T HamannDepartment of Drug Discovery & Biomedical Sciences, Medical University of South Carolina, Charleston, South Carolina, USA.ORCID 0000-0002-3798-4002

Funding

Synthesis and Optimization of the Aleutianamine Class of AlkaloidsR01GM145845 · NIGMS · MEDICAL UNIVERSITY OF SOUTH CAROLINA · PI HAMANN, MARK T, TIUS, MARCUS ANTONIUS · 2022 to 2025
$2.4M
Natural Product HCV Drugs from Rare Plant-Microbe InteractionsR01AT007318 · NCCIH · UNIVERSITY OF MISSISSIPPI · PI HAMANN, MARK T · 2012 to 2016
$1.6M
NCCIH NIH HHS R01 AT007318NIGMS NIH HHS R01 GM145845NIGMS NIH HHS R01GM145845
6 · The paper itself

Abstract

We disclose an efficient transformation of the relatively common pyrroloiminoquinone discorhabdin alkaloids from Alaskan Latrunculia spp. to the complex ring system of aleutianamine by an acid catalyzed process that mimics the proposed endogenous genesis from 3-dihydrodienyl discorhabdin precursors. The azepine ring system is formed by a concerted 1,2-alkyl shift of a proposed thiocarbenium-iminium dication and this mechanism is supported by extensive density functional theory (DFT) analysis. Additional in vitro biological data further supports the aleutianamines as novel and highly potent inhibitors of multidrug resistant cancer lines exemplified further with cytotoxicity toward chemotherapy resistant chromophobe renal cell carcinoma (IC

Indexed as

Antineoplastic AgentsPyrroloiminoquinonesCell Line, TumorDensity Functional TheoryHumansMolecular StructureAntineoplastic AgentsPyrroloiminoquinonesaleutianaminedensity functional theory reaction mechanistic analysisdiscorhabdin rearrangementnatural productspyrroloiminoquinone natural products

Identifiers

PMID41693117
PMCPMC13098300

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Registered trials

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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 OpenQuestion graph.