Evidence map›Paper›PMID 37651399›Full record

ArticlePloS one2023

cis-Decalin-containing tetramic acids as inhibitors of insect steroidogenic glutathione S-transferase Noppera-bo.

Naoki Kato, Kana Ebihara, Toshihiko Nogawa, Yushi Futamura, Kazue Inaba, Akiko Okano, Harumi Aono, Yuuta Fujikawa, Hideshi Inoue, Kazuhiko Matsuda and 3 more

Open access · goldAbstract read
In one paragraph

Article in PloS one, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
1.0field-weighted citation impact, top 24% 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

1 citing paper in PubMed, 4 citations in OpenAlex.

  1. 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 5 institutions in 1 country.

Naoki KatoNatural Product Biosynthesis Research Unit, RIKEN Center for Sustainable Research Science, Wako, Saitama, Japan.ORCID 0000-0003-4410-4090
Kana EbiharaDegree Programs in Life and Earth Sciences, Graduate School of Science and Technology, University of Tsukuba, Tsukuba, Ibaraki, Japan.
Toshihiko NogawaChemical Biology Research Group, RIKEN Center for Sustainable Research Science, Wako, Saitama, Japan.
Yushi FutamuraChemical Biology Research Group, RIKEN Center for Sustainable Research Science, Wako, Saitama, Japan.
Kazue InabaDegree Programs in Life and Earth Sciences, Graduate School of Science and Technology, University of Tsukuba, Tsukuba, Ibaraki, Japan.
Akiko OkanoChemical Biology Research Group, RIKEN Center for Sustainable Research Science, Wako, Saitama, Japan.
Harumi AonoChemical Biology Research Group, RIKEN Center for Sustainable Research Science, Wako, Saitama, Japan.
Yuuta FujikawaSchool of Life Sciences, Tokyo University of Pharmacy and Life Sciences, Hachioji, Tokyo, Japan.
Hideshi InoueSchool of Life Sciences, Tokyo University of Pharmacy and Life Sciences, Hachioji, Tokyo, Japan.
Kazuhiko MatsudaDepartment of Applied Biological Chemistry, Faculty of Agriculture, Kindai University, Nara, Nara, Japan.
Hiroyuki OsadaChemical Biology Research Group, RIKEN Center for Sustainable Research Science, Wako, Saitama, Japan.
Ryusuke NiwaLife Science Center for Survival Dynamics, Tsukuba Advanced Research Alliance (TARA), University of Tsukuba, Tsukuba, Ibaraki, Japan.ORCID 0000-0002-1716-455X
Shunji TakahashiNatural Product Biosynthesis Research Unit, RIKEN Center for Sustainable Research Science, Wako, Saitama, Japan.
RIKEN Center for Sustainable Resource Science · JPUniversity of Tsukuba · JPTokyo University of Pharmacy and Life Sciences · JPKindai University · JPSetsunan University · JP

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Decalin-containing tetramic acid is a bioactive scaffold primarily produced by filamentous fungi. The structural diversity of this group of compounds is generated by characteristic enzymes of fungal biosynthetic pathways, including polyketide synthase/nonribosomal peptide synthetase hybrid enzymes and decalin synthase, which are responsible for the construction of a linear polyenoyl tetramic acid structure and stereoselective decalin formation via the intramolecular Diels-Alder reaction, respectively. Compounds that differed only in the decalin configuration were collected from genetically engineered mutants derived from decalin-containing tetramic acid-producing fungi and used for a structure-activity relationship study. Our evaluation of biological activities, such as cytotoxicity against several cancer cell lines and antibacterial, antifungal, antimalarial, and mitochondrial inhibitory activities, demonstrated that the activity for each assay varies depending on the decalin configurations. In addition to these known biological activities, we revealed that the compounds showed inhibitory activity against the insect steroidogenic glutathione S-transferase Noppera-bo. Engineering the decalin configurations would be useful not only to find derivatives with better biological activities but also to discover overlooked biological activities.

Indexed as

Anti-Bacterial AgentsGlutathione TransferaseAnimalsInsectaNaphthalenesPyrrolidinonesAnti-Bacterial AgentsdecalinGlutathione TransferaseNaphthalenesPyrrolidinonestetramic acid

Identifiers

PMID37651399
PMCPMC10470909
OpenAlexW4386324204

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.