Evidence map›Paper›PMID 27280936›Full record

ArticlePlanta medica2016

Isolation of Bioactive Rotenoids and Isoflavonoids from the Fruits of Millettia caerulea.

Yulin Ren, P Annécie Benatrehina, Ulyana Muñoz Acuña, Chunhua Yuan, Hee-Byung Chai, Tran Ngoc Ninh, Esperanza J Carcache de Blanco, Djaja D Soejarto, A Douglas Kinghorn

Abstract read
In one paragraph

Article in Planta medica, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Review
  2. Antiviral Rotenoids and Isoflavones Isolated fromJournal of natural products · 2024
    Article
  3. Review
  4. Article
  5. Flavonoids from the stems ofJournal of advanced research · 2019
    Article
  6. Article
  7. 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

9 authors.

Yulin RenDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, Ohio, United States.
P Annécie BenatrehinaDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, Ohio, United States.
Ulyana Muñoz AcuñaDivision of Pharmacy Practice and Science, College of Pharmacy, The Ohio State University, Columbus, Ohio, United States.
Chunhua YuanCampus Chemical Instrument Center, The Ohio State University, Columbus, Ohio, United States.
Hee-Byung ChaiDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, Ohio, United States.
Tran Ngoc NinhInstitute of Ecology and Biological Resources, Vietnam Academy of Science and Technology, Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam.
Esperanza J Carcache de BlancoDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, Ohio, United States.
Djaja D SoejartoDepartment of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois, United States.
A Douglas KinghornDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, Ohio, United States.

Funding

Project 3:Isolation Chemistry of Filamentous Fungi and Biological EvaluationP01CA125066 · NCI · OHIO STATE UNIVERSITY · PI JIMMY ORJALA · 2007 to 2026
$27.2M
NCI NIH HHS P01 CA125066
6 · The paper itself

Abstract

Three new rotenoids (1-3), two new isoflavonoids (4 and 5), and six known analogues (6-11) were isolated from an n-hexane partition of a methanol extract of the fruits of Millettia caerulea, with the structures of the new compounds elucidated by analysis of their spectroscopic data. The relative configurations of the rotenoids were determined by interpretation of their NMR spectroscopic data, and their absolute configurations were established using electronic circular dichroism spectra and specific rotation values. All compounds isolated were evaluated for their cell growth inhibitory activity against the HT-29 human colon cancer cell line, and the known compounds, (-)-3-hydroxyrotenone (6) and (-)-rotenone (7), were found to be potently active. When tested in an NF-κB inhibition assay, compound 6 showed activity. This compound, along with the new compound, (-)-caeruleanone D (1), and the known compound, ichthynone (8), exhibited K-Ras inhibitory potency. Further bioactivity studies showed that the new compounds, (-)-3-deoxycaeruleanone D (2) and (-)-3-hydroxycaeruleanone A (3), and the known compounds 8 and 11 induced quinone reductase in murine Hepa 1c1c7 cells.

Indexed as

AnimalsCell Line, TumorDrug Screening Assays, AntitumorEnzyme InductionFruitGenes, rasHeLa CellsHT29 CellsHumansIsoflavonesMiceMillettiaMolecular StructureNAD(P)H Dehydrogenase (Quinone)NF-kappa BPlant ExtractsIsoflavonesNAD(P)H Dehydrogenase (Quinone)NF-kappa BPlant ExtractsRotenone

Identifiers

PMID27280936
PMCPMC4956498

What OpenQuestion holds

Textmetadata
LicenceTDM
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.