Evidence map›Paper›PMID 34447558›Full record

ArticleChemical science2021

Adapting decarbonylation chemistry for the development of prodrugs capable of

Ladie Kimberly De La Cruz, Xiaoxiao Yang, Anna Menshikh, Maya Brewer, Wen Lu, Minjia Wang, Siming Wang, Xingyue Ji, Alyssa Cachuela, Haichun Yang and 5 more

Open access · diamondAbstract read
In one paragraph

Article in Chemical science, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.

0numbers the graph read from it
0cells of the map it votes in
20citing papers in PubMed
2.6field-weighted citation impact, top 9% of its field
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

20 citing papers in PubMed, 41 citations in OpenAlex.

  1. Oral Delivery Systems for Gasotransmitters in Therapeutic Applications.Polymer science & technology (Washington, D.C.) · 2026
    Review
  2. Review
  3. Article
  4. Review
  5. Article
  6. Iron Porphyrin-mediated Production of Carbon Monoxide from Phenylpyruvic Acid: From Potential Therapeutic and Diagnostic Use to Physiological Implications.Medicinal chemistry research : an international journal for rapid communications on design and mechanisms of action of biologically active agents · 2024
    Article
  7. Review
  8. Review
  9. Article
  10. Review
  11. Click chemistry and drug delivery: A bird's-eye view.Acta pharmaceutica Sinica. B · 2023
    Review
  12. Article
  13. Article
  14. Article
  15. Article
  16. Article
  17. Review
  18. Article
  19. RSC medicinal chemistry · 2021
    Article
  20. "CO in a pill": Towards oral delivery of carbon monoxide for therapeutic applications.Journal of controlled release : official journal of the Controlled Release Society · 2021
    Review
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

15 authors at 5 institutions in 3 countries.

Ladie Kimberly De La CruzDepartment of Chemistry, Georgia State University Atlanta GA 30303 USA wang@gsu.edu.
Xiaoxiao YangDepartment of Chemistry, Georgia State University Atlanta GA 30303 USA wang@gsu.edu.
Anna MenshikhDepartment of Medicine, Division of Nephrology, Vanderbilt University Medical Center Nashville TN 37232 USA.
Maya BrewerDepartment of Medicine, Division of Nephrology, Vanderbilt University Medical Center Nashville TN 37232 USA.
Wen LuDepartment of Chemistry, Georgia State University Atlanta GA 30303 USA wang@gsu.edu.
Minjia WangDepartment of Pharmaceutics and Drug Delivery, University of Mississippi MS 38677 USA.
Siming WangDepartment of Chemistry, Georgia State University Atlanta GA 30303 USA wang@gsu.edu.
Xingyue JiDepartment of Chemistry, Georgia State University Atlanta GA 30303 USA wang@gsu.edu.
Alyssa CachuelaDepartment of Chemistry, Georgia State University Atlanta GA 30303 USA wang@gsu.edu.
Haichun YangDepartment of Pathology, Microbiology, and Immunology, Vanderbilt University Medical Center Nashville TN 37232 USA.
David GalloDepartment of Surgery, Beth Israel Deaconess Medical Center, Harvard Medical School Boston MA 02115 USA.
Chalet TanDepartment of Pharmaceutics and Drug Delivery, University of Mississippi MS 38677 USA.
Leo OtterbeinDepartment of Surgery, Beth Israel Deaconess Medical Center, Harvard Medical School Boston MA 02115 USA.
Mark de CaesteckerDepartment of Medicine, Division of Nephrology, Vanderbilt University Medical Center Nashville TN 37232 USA.
Binghe WangDepartment of Chemistry, Georgia State University Atlanta GA 30303 USA wang@gsu.edu.ORCID https://orcid.org/0000-0002-2200-5270
Georgia State University · USNashville Oncology Associates · USBeth Israel Deaconess Medical Center · USUniversity of Mississippi · USBipar · FR

Funding

Examining Carbon Monoxide to Treat Inflammatory Conditions using Experimental Colitis ModelsR01DK119202 · NIDDK · GEORGIA STATE UNIVERSITY · PI OTTERBEIN, LEO E, TAN, CHALET · 2019 to 2023
$3.6M
Early-Stage Preclinical Validation of Carbon Monoxide Prodrugs for Acute Kidney InjuryR01DK128823 · NIDDK · GEORGIA STATE UNIVERSITY · PI LEO E OTTERBEIN, Binghe Wang · 2022 to 2026
$3.5M
Mechanisms and therapeutic manipulation of retinoic acid signaling in Acute Kidney InjuryR01DK112688 · NIDDK · VANDERBILT UNIVERSITY MEDICAL CENTER · PI DE CAESTECKER, MARK P. · 2017 to 2020
$1.7M
NIDDK NIH HHS R01 DK112688NIDDK NIH HHS R01 DK119202NIDDK NIH HHS R01 DK128823
6 · The paper itself

Abstract

Carbon monoxide as an endogenous signaling molecule exhibits pharmacological efficacy in various animal models of organ injury. To address the difficulty in using CO gas as a therapeutic agent for widespread applications, we are interested in developing CO prodrugs through bioreversible caging of CO in an organic compound. Specifically, we have explored the decarboxylation-decarbonylation chemistry of 1,2-dicarbonyl compounds. Examination and optimization of factors favorable for maximal CO release under physiological conditions led to organic CO prodrugs using non-calorific sweeteners as leaving groups attached to the 1,2-dicarbonyl core. Attaching a leaving group with appropriate properties promotes the desired hydrolysis-decarboxylation-decarbonylation sequence of reactions that leads to CO generation. One such CO prodrug was selected to recapitulate the anti-inflammatory effects of CO against LPS-induced TNF-α production in cell culture studies. Oral administration in mice elevated COHb levels to the safe and efficacious levels established in various preclinical and clinical studies. Furthermore, its pharmacological efficacy was demonstrated in mouse models of acute kidney injury. These studies demonstrate the potential of these prodrugs with benign carriers as orally active CO-based therapeutics. This represents the very first example of orally active organic CO prodrugs with a benign carrier that is an FDA-approved sweetener with demonstrated safety profiles

Identifiers

PMID34447558
PMCPMC8356820
OpenAlexW3186686528

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC
Read underepoch 390

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 OpenQuestion graph.