Evidence map›Paper›PMID 26291946›Full record

ArticleNature chemistry2015

Use of a biosynthetic intermediate to explore the chemical diversity of pseudo-natural fungal polyketides.

Teigo Asai, Kento Tsukada, Satomi Ise, Naoki Shirata, Makoto Hashimoto, Isao Fujii, Katsuya Gomi, Kosuke Nakagawara, Eiichi N Kodama, Yoshiteru Oshima

Abstract read
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In one paragraph

Article in Nature chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 29 papers.

0numbers the graph read from it
0cells of the map it votes in
29citing papers in PubMed
7.3field-weighted citation impact, top 3% 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

29 citing papers in PubMed, 94 citations in OpenAlex.

  1. Article
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  3. Article
  4. Review
  5. Review
  6. Article
  7. Article
  8. Review
  9. Article
  10. Review
  11. Article
  12. HarnessingJournal of natural products · 2022
    Review
  13. Article
  14. Pseudo Natural Products-Chemical Evolution of Natural Product Structure.Angewandte Chemie (International ed. in English) · 2021
    Review
  15. First Ring-Expanded Maytansin Lactone Accessed by a New Mutasynthetic Variant.Chembiochem : a European journal of chemical biology · 2020
    Article
  16. Article
  17. Review
  18. Review
  19. Article
  20. 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

10 authors at 3 institutions in 1 country.

Teigo AsaiGraduate School of Pharmaceutical Sciences, Tohoku University, Aoba-yama, Aoba-ku, Sendai, Japan.
Kento TsukadaGraduate School of Pharmaceutical Sciences, Tohoku University, Aoba-yama, Aoba-ku, Sendai, Japan.
Satomi IseGraduate School of Pharmaceutical Sciences, Tohoku University, Aoba-yama, Aoba-ku, Sendai, Japan.
Naoki ShirataGraduate School of Pharmaceutical Sciences, Tohoku University, Aoba-yama, Aoba-ku, Sendai, Japan.
Makoto HashimotoSchool of Pharmacy, Iwate Medical University, Nishitokuta, Yahaba, Iwate, Japan.
Isao FujiiSchool of Pharmacy, Iwate Medical University, Nishitokuta, Yahaba, Iwate, Japan.
Katsuya GomiGraduate School of Agricultural Science, Tohoku University, Sendai, Japan.
Kosuke NakagawaraGraduate School of Medicine and Tohoku Medical Megabank Organization, Tohoku University, Sendai, Japan.
Eiichi N KodamaGraduate School of Medicine and Tohoku Medical Megabank Organization, Tohoku University, Sendai, Japan.
Yoshiteru OshimaGraduate School of Pharmaceutical Sciences, Tohoku University, Aoba-yama, Aoba-ku, Sendai, Japan.
Tohoku University · JPIwate Medical University · JPTohoku Medical Megabank Organization · JP

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The structural complexity and diversity of natural products make them attractive sources for potential drug discovery, with their characteristics being derived from the multi-step combination of enzymatic and non-enzymatic conversions of intermediates in each biosynthetic pathway. Intermediates that exhibit multipotent behaviour have great potential for use as starting points in diversity-oriented synthesis. Inspired by the biosynthetic pathways that form complex metabolites from simple intermediates, we developed a semi-synthetic process that combines heterologous biosynthesis and artificial diversification. The heterologous biosynthesis of fungal polyketide intermediates led to the isolation of novel oligomers and provided evidence for ortho-quinonemethide equivalency in their isochromene form. The intrinsic reactivity of the isochromene polyketide enabled us to access various new chemical entities by modifying and remodelling the polyketide core and through coupling with indole molecules. We thus succeeded in generating exceptionally diverse pseudo-natural polyketides through this process and demonstrated an advanced method of using biosynthetic intermediates.

Indexed as

Aspergillus oryzaeBenzopyransBiological ProductsChaetomiumFungiIndolequinonesIndolesPigments, BiologicalPolyketidesPolyketide SynthasesazaphiloneBenzopyransBiological ProductsIndolequinonesIndolesPigments, BiologicalPolyketidesPolyketide Synthasesquinone methide

Identifiers

PMID26291946
OpenAlexW2108107434

What OpenQuestion holds

Textmetadata
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.