Evidence map›Paper›PMID 29426768›Full record

ArticleBioorganic & medicinal chemistry letters2018

O6C-20-nor-salvinorin A is a stable and potent KOR agonist.

Shun Hirasawa, Min Cho, Tarsis F Brust, Jeremy J Roach, Laura M Bohn, Ryan A Shenvi

Open access · greenAbstract read
In one paragraph

Article in Bioorganic & medicinal chemistry letters, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing papers in PubMed
1.0field-weighted citation impact, top 30% 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

10 citing papers in PubMed, 16 citations in OpenAlex.

  1. Article
  2. Review
  3. Article
  4. Article
  5. A Protecting-Group-Free Synthesis of (-)-Salvinorin A.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021
    Article
  6. Review
  7. Review
  8. Review
  9. Article
  10. A review of salvinorin analogs and their kappa-opioid receptor activity.Bioorganic & medicinal chemistry letters · 2018
    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

6 authors at 1 institution in 1 country.

Shun HirasawaThe Scripps Research Institute, Department of Chemistry, La Jolla, CA 92037, United States.
Min ChoThe Scripps Research Institute, Department of Chemistry, La Jolla, CA 92037, United States.
Tarsis F BrustThe Scripps Research Institute, Departments of Molecular Medicine and Neuroscience,Jupiter, FL 33458, United States.
Jeremy J RoachThe Scripps Research Institute, Department of Chemistry, La Jolla, CA 92037, United States.
Laura M BohnThe Scripps Research Institute, Departments of Molecular Medicine and Neuroscience,Jupiter, FL 33458, United States.
Ryan A ShenviThe Scripps Research Institute, Department of Chemistry, La Jolla, CA 92037, United States. Electronic address: rshenvi@scripps.edu.
Scripps Research Institute · US

Funding

Novel Probes of the Kappa Opioid Receptor: Chemistry, Pharmacology, and BiologyR01DA031927 · NIDA · UNIVERSITY OF SOUTH FLORIDA · PI Jeffrey Aube, Laura M. Bohn · 2011 to 2026
$8.4M
Unusual Pharmacophores and New Tools for Cross-CouplingR35GM122606 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI Ryan Ashok Shenvi · 2017 to 2026
$7.1M
Synthesis and Evaluation of Functionally Biased Opioid AnalgesicsR01DA033073 · NIDA · UNIVERSITY OF FLORIDA · PI BANNISTER, THOMAS D, BOHN, LAURA M. · 2012 to 2022
$6.9M
NIDA NIH HHS R01 DA031927NIDA NIH HHS R01 DA033073NIGMS NIH HHS R35 GM122606
6 · The paper itself

Abstract

Salvinorin A (SalA) is a potent and selective agonist of the kappa-opioid receptor (KOR), but its instability has frustrated medicinal chemistry efforts. Treatment of SalA with weak bases like DBU leads to C8 epimerization with loss of receptor affinity and signaling potency. Here we show that replacement of C20 with H and replacement of O6 with CH

Indexed as

CarbonDiterpenes, ClerodaneHumansMolecular ConformationOxygenReceptors, Opioid, kappaStereoisomerismStructure-Activity RelationshipCarbonDiterpenes, ClerodaneOxygenReceptors, Opioid, kappasalvinorin AConformational analysisHeck reactionKappa opioid receptorSalvinorinTotal synthesis

Identifiers

PMID29426768
PMCPMC6067998
OpenAlexW2791843373

What OpenQuestion holds

Textmetadata
LicenceTDM
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.