Evidence map›Paper›PMID 31374932›Full record

ArticlePharmaceutics2019

Scale-Up Synthesis and In Vivo Anti-Tumor Activity of Curcumin Diethyl Disuccinate, an Ester Prodrug of Curcumin, in HepG2-Xenograft Mice.

Chawanphat Muangnoi, Pahweenvaj Ratnatilaka Na Bhuket, Ponsiree Jithavech, Wisut Wichitnithad, Onsiri Srikun, Chakkrapan Nerungsi, Suthiluk Patumraj, Pornchai Rojsitthisak

Abstract read
In one paragraph

Article in Pharmaceutics, 2019. 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. Article
  2. Article
  3. Review
  4. Article
  5. Article
  6. Frontiers in pharmacology · 2020
    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

8 authors.

Chawanphat MuangnoiPharmaceutical Chemistry and Natural Products Program, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok 10330, Thailand.
Pahweenvaj Ratnatilaka Na BhuketNatural Products for Ageing and Chronic Diseases Research Unit, Chulalongkorn University, Bangkok 10330, Thailand.ORCID 0000-0001-9506-4477
Ponsiree JithavechNatural Products for Ageing and Chronic Diseases Research Unit, Chulalongkorn University, Bangkok 10330, Thailand.ORCID 0000-0002-5475-9755
Wisut WichitnithadNatural Products for Ageing and Chronic Diseases Research Unit, Chulalongkorn University, Bangkok 10330, Thailand.
Onsiri SrikunPharmaceutical Ingredient Research Group, Research and Development Institute, The Government Pharmaceutical Organization, Bangkok 10400, Thailand.
Chakkrapan NerungsiPharmaceutical Ingredient Research Group, Research and Development Institute, The Government Pharmaceutical Organization, Bangkok 10400, Thailand.
Suthiluk PatumrajCenter of Excellence for Microcirculation, Department of Physiology, Faculty of Medicine, Chulalongkorn University, Bangkok 10300, Thailand.
Pornchai RojsitthisakNatural Products for Ageing and Chronic Diseases Research Unit, Chulalongkorn University, Bangkok 10330, Thailand. pornchai.r@chula.ac.th.ORCID 0000-0003-1391-6993

Funding

Chulalongkorn University, Government Budget Pornchai Rojsitthisak; GB-A_60_017_33_02Ratchadaphiseksomphot Endowment Fund for the Natural Products for Ageing and Chronic Diseases GRU 61011633004-1Ratchadaphiseksomphot Endowment Fund of Chulalongkorn University for Article Processing Charge Pornchai RojsitthisakThe 90th Anniversary Chulalongkorn University Fund, Ratchadaphiseksomphot Endowment Fund Chawanphat Muangnoi; GCUGR1125602002DThe Annual Research Fund of The Asia Research Center (ARC), Chulalongkorn University Pornchai Rojsitthisak; 005/2558The Overseas Research Experience Scholarship from the Graduate School and Faculty of Pharmaceutical Sciences, Chulalongkorn University Chawanphat Muangnoi
6 · The paper itself

Abstract

Previously, we synthesized curcumin and a succinate ester prodrug of curcumin namely curcumin diethyl disuccinate (CurDD) in the lab scale, which yielded hundred milligrams to few grams of the compounds. CurDD was found to be more stable in a phosphate buffer pH 7.4 and exhibited better cytotoxicity against Caco-2 cells than curcumin. Here, the one-pot syntheses of curcumin and CurDD were scaled up to afford multigram quantities of both compounds for preclinical studies using a 10-L chemical reactor. The key steps for the synthesis of curcumin were the formation of boron-acetylacetone complex and the decomplexation of boron-curcumin complex. The synthesis of CurDD could be achieved via a one-step esterification between curcumin and succinic acid monoethyl ester chloride using 4-(

Indexed as

anti-tumor activitycurcumincurcumin diethyl disuccinateHepG2-xenograft micescale-up synthesis

Identifiers

PMID31374932
PMCPMC6723761

What OpenQuestion holds

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Registered trials

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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.