Evidence map›Paper›PMID 40691095›Full record

ArticleProceedings of the Japan Academy. Series B, Physical and biological sciences2025

Syntheses and biological evaluation of M-COPA analogs derived from pentadienoic Weinreb amide.

Hisazumi Tsutsui, Daiki Usukura, Fumiya Watabe, Hiroki Okano, Ryo Hirata, Ryunosuke Shiogama, Yamato Kanai, Saki Kato, Yuki Asahara, Sayaka Chogi and 8 more

Abstract read
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Article in Proceedings of the Japan Academy. Series B, Physical and biological sciences, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

0numbers the graph read from it
0cells of the map it votes in
0citing papers in PubMed
–field-weighted citation impact
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

0 citing papers in PubMed.

No citing paper in PubMed yet.

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

18 authors.

Hisazumi TsutsuiDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.ORCID http://orcid.org/0009-0009-2371-8035
Daiki UsukuraDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.ORCID http://orcid.org/0009-0004-3465-4552
Fumiya WatabeDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Hiroki OkanoDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Ryo HirataDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Ryunosuke ShiogamaDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Yamato KanaiDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Saki KatoDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Yuki AsaharaDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Sayaka ChogiDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Yingjia LuDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Haruka HiraiDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Mai KitamotoDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Miho KojimaDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Yuuki ObataLaboratory of Intracellular Traffic & Oncology, National Cancer Center Research Institute.
Motoyuki ShimonakaDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.
Takatsugu MurataDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.ORCID http://orcid.org/0000-0002-3933-8928
Isamu ShiinaDepartment of Applied Chemistry, Faculty of Science, Tokyo University of Science.ORCID http://orcid.org/0000-0002-8749-2540

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

M-COPA (1), which contains diene and 3-picolylamine moieties in its side chain and seven stereogenic centers in a multisubstituted octalin skeleton, strongly inhibits the growth of several cancer cell lines. Expecting the improvement of conformational flexibility of basic and coordinating 3-pyridylmethylamino group on M-COPA and its physical properties, we efficiently synthesized its amine analogs by replacing its amide group with an amino group through the Weinreb amide-type Horner-Wadsworth-Emmons reaction. The cytotoxic properties of 1 and its analogs were evaluated against NCI-H226, a lung cancer cell line, HeLa, a cervical cancer cell line, and GIST-T1, a gastrointestinal stromal tumor cell line. The evaluation results indicated that the structural alteration from amide moiety to amine moiety lowered the pharmacological activity but remained strong cytotoxicity.

Indexed as

AmidesAntineoplastic AgentsCell Line, TumorCell ProliferationChemistry Techniques, SyntheticHeLa CellsHumansStructure-Activity RelationshipAmidesAntineoplastic AgentscytotoxicityHorner–Wadsworth–Emmons reactionM-COPA

Identifiers

PMID40691095
PMCPMC12674992

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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.