Evidence map›Paper›PMID 31488839›Full record

ArticleNature communications2019

A general strategy for diversifying complex natural products to polycyclic scaffolds with medium-sized rings.

Changgui Zhao, Zhengqing Ye, Zhi-Xiong Ma, Scott A Wildman, Stephanie A Blaszczyk, Lihong Hu, Ilia A Guizei, Weiping Tang

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.

0numbers the graph read from it
0cells of the map it votes in
27citing papers in PubMed
9.2field-weighted citation impact, top 1% 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

27 citing papers in PubMed, 105 citations in OpenAlex.

  1. Article
  2. Review
  3. Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Review
  9. Article
  10. Review
  11. Article
  12. 3-[International journal of molecular sciences · 2023
    Article
  13. Article
  14. Article
  15. Synthetic studies on the indane SHIP1 agonist AQX-1125.Organic & biomolecular chemistry · 2022
    Article
  16. Article
  17. Article
  18. Review
  19. Article
  20. A versatile way for the synthesis of monomethylamines by reduction ofBeilstein journal of organic chemistry · 2022
    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

8 authors at 2 institutions in 2 countries.

Changgui ZhaoSchool of Pharmacy, University of Wisconsin-Madison, Madison, WI, 53705, USA.ORCID http://orcid.org/0000-0003-1920-0443
Zhengqing YeSchool of Pharmacy, University of Wisconsin-Madison, Madison, WI, 53705, USA.ORCID http://orcid.org/0000-0002-7242-1504
Zhi-Xiong MaSchool of Pharmacy, University of Wisconsin-Madison, Madison, WI, 53705, USA.ORCID http://orcid.org/0000-0002-9971-5158
Scott A WildmanCarbone Cancer Center, School of Medicine and Public Health, University of Wisconsin, Madison, WI, 53705, USA.ORCID http://orcid.org/0000-0002-8598-0751
Stephanie A BlaszczykDepartment of Chemistry, University of Wisconsin-Madison, Madison, WI, 53706, USA.ORCID http://orcid.org/0000-0002-1006-8725
Lihong HuJiangsu Key Laboratory for Functional Substance of Chinese Medicine, School of Pharmacy, Nanjing University of Chinese Medicine, 210023, Nanjing, P. R. China.
Ilia A GuizeiDepartment of Chemistry, University of Wisconsin-Madison, Madison, WI, 53706, USA.ORCID http://orcid.org/0000-0003-1976-7386
Weiping TangSchool of Pharmacy, University of Wisconsin-Madison, Madison, WI, 53705, USA. wtang@pharmacy.wisc.edu.ORCID http://orcid.org/0000-0002-0039-3196
University of Wisconsin–Madison · USNanjing University of Chinese Medicine · CN

Funding

WATER DISTRIB:PHYSICAL PROPERT:PIZZA &LMPS MOZZARELLA CHEESES:EARLY STAGE MATURP41RR002301 · NCRR · UNIVERSITY OF WISCONSIN-MADISON · PI MARKLEY, JOHN LUTE · 1985 to 2011
$13.0M
Chemistry-Biology Interface Training ProgramT32GM008505 · NIGMS · UNIVERSITY OF WISCONSIN-MADISON · PI BLACKWELL, HELEN E. · 1993 to 2023
$9.8M
NCRR NIH HHS P41 RR002301NIGMS NIH HHS T32 GM008505
6 · The paper itself

Abstract

The interrogation of complex biological pathways demands diverse small molecule tool compounds, which can often lead to important therapeutics for the treatment of human diseases. Since natural products are the most valuable source for the discovery of therapeutics, the derivatization of natural products has been extensively investigated to generate molecules for biological screenings. However, most previous approaches only modified a limited number of functional groups, which resulted in a limited number of skeleta. Here we show a general strategy for the preparation of a library of complex small molecules by combining state-of-the-art chemistry - the site-selective oxidation of C-H bonds - with reactions that expand rigid, small rings in polycyclic steroids to medium-sized rings. This library occupies a unique chemical space compared to selected diverse reference compounds. The diversification strategy developed herein for steroids can also be expanded to other types of natural products.

Indexed as

AlkylationBiological ProductsChemical EngineeringCheminformaticsDrug DiscoveryDrug Evaluation, PreclinicalHumansImidesMolecular StructureOxidation-ReductionSmall Molecule LibrariesBiological ProductsImidesSmall Molecule Libraries

Identifiers

PMID31488839
PMCPMC6728360
OpenAlexW2971533775

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.