Evidence map›Paper›PMID 24326280›Full record

ArticleBioorganic & medicinal chemistry2014

Isolation of antiplasmodial anthraquinones from Kniphofia ensifolia, and synthesis and structure-activity relationships of related compounds.

Yumin Dai, Liva Harinantenaina, Jessica D Bowman, Isabel Osorio Da Fonseca, Peggy J Brodie, Michael Goetz, Maria B Cassera, David G I Kingston

Abstract read
In one paragraph

Article in Bioorganic & medicinal chemistry, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing 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

10 citing papers in PubMed.

  1. Article
  2. Review
  3. Review
  4. Antimalarial Natural Products.Progress in the chemistry of organic natural products · 2022
    Article
  5. Article
  6. Review
  7. Review
  8. Article
  9. Article
  10. 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.

Yumin DaiDepartment of Chemistry and the Virginia Tech Center for Drug Discovery, M/C 0212, Virginia Tech, Blacksburg, VA 24061, United States.
Liva HarinantenainaDepartment of Chemistry and the Virginia Tech Center for Drug Discovery, M/C 0212, Virginia Tech, Blacksburg, VA 24061, United States.
Jessica D BowmanDepartment of Biochemistry and the Virginia Tech Center for Drug Discovery, M/C 0308, Virginia Tech, Blacksburg, VA 24061, United States.
Isabel Osorio Da FonsecaDepartment of Biochemistry and the Virginia Tech Center for Drug Discovery, M/C 0308, Virginia Tech, Blacksburg, VA 24061, United States.
Peggy J BrodieDepartment of Chemistry and the Virginia Tech Center for Drug Discovery, M/C 0212, Virginia Tech, Blacksburg, VA 24061, United States.
Michael GoetzNatural Products Discovery Institute, 3805 Old Easton Road, Doylestown, PA 18902, United States.
Maria B CasseraDepartment of Biochemistry and the Virginia Tech Center for Drug Discovery, M/C 0308, Virginia Tech, Blacksburg, VA 24061, United States.
David G I KingstonDepartment of Chemistry and the Virginia Tech Center for Drug Discovery, M/C 0212, Virginia Tech, Blacksburg, VA 24061, United States. Electronic address: dkingston@vt.edu.

Funding

BIODIVERSITY UTILIZATION IN MADAGASCAR AND SURINAMEU01TW000313 · FIC · VIRGINIA POLYTECHNIC INST AND ST UNIV · PI KINGSTON, DAVID GEORGE IAN · 1993 to 2013
$9.5M
Discovery and Mechanism of Antimalarial Natural ProductsR01AT008088 · NCCIH · VIRGINIA POLYTECHNIC INST AND ST UNIV · PI CASSERA, MARIA BELEN, CLEMENT, JASON ANDERSON · 2014 to 2018
$2.0M
FIC NIH HHS 3U01TW000313-19S1FIC NIH HHS U01 TW000313FIC NIH HHS U01 TW000313-19NCCIH NIH HHS R01 AT008088
6 · The paper itself

Abstract

Bioassay-guided separation of the South African plant Kniphofia ensifolia for antiplasmodial activity led to the isolation of two new anthraquinones, named kniphofiones A and B (3 and 4), together with three known bioactive anthraquinone monomers (1, 2 and 5), and four known bisanthraquinones (6-9). The structures of the two new compounds were elucidated based on analyses of their 1D and 2D NMR spectra and mass spectrometric data. The dimeric compounds 6 and 7 displayed the strongest antiplasmodial activity among all the isolated compounds, with IC₅₀ values of 0.4 ± 0.1 and 0.2 ± 0.1 μM, respectively. The two new compounds displayed modest activities, with IC₅₀ values of 26 ± 4 and 9 ± 1 μM, respectively. Due to the synthetic accessibility of the new compounds and the increased activity shown by the dimeric compounds, a structure-activity relationship study was conducted. As a result, one analogue of kniphofione B (4), the caffeic acid derivative of aloe-emodin, was found to have the highest activity among all the aloe-emodin derivatives, with an IC50 value of 1.3 ± 0.2 μM.

Indexed as

AntimalarialsCell ProliferationHumansMagnetic Resonance SpectroscopyMolecular StructureStructure-Activity RelationshipAntimalarialsAnthraquinoneAntiplasmodial acitivityBVTJETXSTYXTDR-VOTSOKGWSA-NBXWGUDGILDGCGB-UHFFFAOYSA-NCUKVWNAGSQVAJV-UHFFFAOYSA-NDBAJNFVKBYXSGU-DUXPYHPUSA-NDDXMLLFCNJDJDZ-FNORWQNLSA-NDVLGUQIRWOBEAE-UHFFFAOYSA-NDZIWALDLFXZKAP-VQHVLOKHSA-NFSQDQCKBPJZGSC-RMKNXTFCSA-NFUECAILUKAJTBR-UHFFFAOYSA-NGJDUVVABRMOOQT-UHFFFAOYSA-NHLOQRMGUBNDJOS-MDZDMXLPSA-NHOVDZHKFZHIEPB-UHFFFAOYSA-NIZDBQZFKJYYUGE-MDZDMXLPSA-NJNAZKJLAUIOKDJ-UHFFFAOYSA-NKCZMHHVFUMWLAY-RMKNXTFCSA-NKniphofia ensifoliaKSTMMFCURGNHNW-UHFFFAOYSA-NLQGUBLBATBMXHT-UHFFFAOYSA-NMSPWCCZZOGHZHE-UHFFFAOYSA-NNRVKYGSWTHZIQC-UHFFFAOYSA-NPCJVJTNTIXLPGR-UHFFFAOYSA-NRJHCHYHEHFGDLC-JXMROGBWSA-NROHPHZDISZCEMO-UHFFFAOYSA-NStructure–activity relationshipUMHLRYWUBPIPAY-JXMROGBWSA-NWPPHHEBOIPHPLG-VQHVLOKHSA-NYDQWDHRMZQUTBA-UHFFFAOYSA-NYRUMLFPFVRGJGH-UHFFFAOYSA-NYXSQXZFTAVZWMO-BQYQJAHWSA-NZRRZSYXEHVZHQQ-UHFFFAOYSA-N

Identifiers

PMID24326280
PMCPMC3919637

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.