Evidence map›Paper›PMID 34946622›Full record

ArticleMolecules (Basel, Switzerland)2021

Novel Bispidine-Monoterpene Conjugates-Synthesis and Application as Ligands for the Catalytic Ethylation of Chalcones.

Evgeniy V Suslov, Konstantin Y Ponomarev, Oxana S Patrusheva, Sergey O Kuranov, Alina A Okhina, Artem D Rogachev, Aldar A Munkuev, Roman V Ottenbacher, Alexander I Dalinger, Mikhail A Kalinin and 3 more

Open access · goldAbstract read
In one paragraph

Article in Molecules (Basel, Switzerland), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing papers in PubMed
0.9field-weighted citation impact, top 27% 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

4 citing papers in PubMed, 15 citations in OpenAlex.

  1. Article
  2. Review
  3. Novel Complexes of 3-[3-(1Molecules (Basel, Switzerland) · 2022
    Article
  4. 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

13 authors at 4 institutions in 1 country.

Evgeniy V SuslovDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrent'ev Av., 9, 630090 Novosibirsk, Russia.ORCID 0000-0003-0988-0502
Konstantin Y PonomarevDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrent'ev Av., 9, 630090 Novosibirsk, Russia.
Oxana S PatrushevaDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrent'ev Av., 9, 630090 Novosibirsk, Russia.
Sergey O KuranovDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrent'ev Av., 9, 630090 Novosibirsk, Russia.
Alina A OkhinaDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrent'ev Av., 9, 630090 Novosibirsk, Russia.
Artem D RogachevDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrent'ev Av., 9, 630090 Novosibirsk, Russia.ORCID 0000-0002-3338-8529
Aldar A MunkuevDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrent'ev Av., 9, 630090 Novosibirsk, Russia.ORCID 0000-0002-1504-5880
Roman V OttenbacherBoreskov Institute of Catalysis SB RAS, Lavrent'ev Av., 5, 630090 Novosibirsk, Russia.
Alexander I DalingerChemistry Department, Lomonosov Moscow State University, Leninskie Gory, MSU, 1-3, 119991 Moscow, Russia.
Mikhail A KalininChemistry Department, Lomonosov Moscow State University, Leninskie Gory, MSU, 1-3, 119991 Moscow, Russia.ORCID 0000-0002-0056-4813
Sergey Z VatsadzeChemistry Department, Lomonosov Moscow State University, Leninskie Gory, MSU, 1-3, 119991 Moscow, Russia.ORCID 0000-0001-7884-8579
Konstantin P VolchoDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrent'ev Av., 9, 630090 Novosibirsk, Russia.ORCID 0000-0002-4083-9324
Nariman F SalakhutdinovDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrent'ev Av., 9, 630090 Novosibirsk, Russia.
Novosibirsk Institute of Organic Chemistry · RULomonosov Moscow State University · RUNovosibirsk State University · RUBoreskov Institute of Catalysis · RU

Funding

Russian Science Foundation 19-73-20090
6 · The paper itself

Abstract

A number of new chiral bispidines containing monoterpenoid fragments have been obtained. The bispidines were studied as ligands for Ni-catalyzed addition of diethylzinc to chalcones. The conditions for chromatographic analysis by HPLC-UV were developed, in which the peaks of the enantiomers of all synthesized chiral products were separated, which made it possible to determine the enantiomeric excess of the resulting mixture. It was demonstrated that bispidine-monoterpenoid conjugates can be used as the ligands for diethylzinc addition to chalcone C=C double bond but not as inducers of chirality. Besides products of ethylation, formation of products of formal hydrogenation of the chalcone C=C double bond was observed in all cases. Note, that this formation of hydrogenation products in significant amounts in the presence of such catalytic systems was found for the first time. A tentative scheme explaining the formation of all products was proposed.

Indexed as

bispidinescatalysischalconeschiral ligandsdialkylzincs additionethylationmonoterpenoidsnatural compoundsnickel complexes

Identifiers

PMID34946622
PMCPMC8703799
OpenAlexW4200463881

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.