1. Anti-infection
  2. Parasite
  3. Chaparrinone

Chaparrinone is a quassinoid that can be isolated from the root of Eurycoma harmandiana. Chaparrinone has antimalarial and cytotoxic activities against Plasmodium falciparum and P-388 cells (IC50: 0.037 and 0.34 μg/mL respectively).

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Chaparrinone Chemical Structure

Chaparrinone Chemical Structure

CAS No. : 22611-34-3

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Description

Chaparrinone is a quassinoid that can be isolated from the root of Eurycoma harmandiana. Chaparrinone has antimalarial and cytotoxic activities against Plasmodium falciparum and P-388 cells (IC50: 0.037 and 0.34 μg/mL respectively)[1][2].

Cellular Effect
Cell Line Type Value Description References
BT-549 IC50
0.8 μg/mL
Compound: chaparrinone
Cytotoxicity against human BT549 cells after 2 to 7 days by neutral red assay
Cytotoxicity against human BT549 cells after 2 to 7 days by neutral red assay
[PMID: 8984156]
Hep 3B2 IC50
2.17 μM
Compound: 4
Cytotoxicity against human Hep3B cells measured after 48 hrs by MTT assay
Cytotoxicity against human Hep3B cells measured after 48 hrs by MTT assay
[PMID: 23290052]
HepG2 IC50
> 50 μM
Compound: 4
Cytotoxicity against human adriamycin-resistant HepG2 cells measured after 48 hrs by MTT assay
Cytotoxicity against human adriamycin-resistant HepG2 cells measured after 48 hrs by MTT assay
[PMID: 23290052]
HepG2 IC50
1.2 μM
Compound: 4
Cytotoxicity against human HepG2 cells measured after 48 hrs by MTT assay
Cytotoxicity against human HepG2 cells measured after 48 hrs by MTT assay
[PMID: 23290052]
HL-60 IC50
1.2 μM
Compound: 26
Antiproliferative activity against human HL60 cells assessed as inhibition of [3H]thymidine incorporation after 4 days by liquid scintillation counter
Antiproliferative activity against human HL60 cells assessed as inhibition of [3H]thymidine incorporation after 4 days by liquid scintillation counter
[PMID: 11754601]
HL-60 EC50
2.4 μM
Compound: 26
Induction of cell differentiation in human HL60 cells assessed as superoxide anion production after 4 days by NBT reduction assay
Induction of cell differentiation in human HL60 cells assessed as superoxide anion production after 4 days by NBT reduction assay
[PMID: 11754601]
HL-60 IC50
5 μM
Compound: 26
Cytotoxicity against human HL60 cells assessed as loss of membrane integrity after 4 days by trypan blue exclusion assay
Cytotoxicity against human HL60 cells assessed as loss of membrane integrity after 4 days by trypan blue exclusion assay
[PMID: 11754601]
K562 IC50
1.8 μg/mL
Compound: chaparrinone
Cytotoxicity against human K562 cells after 2 to 7 days by neutral red assay
Cytotoxicity against human K562 cells after 2 to 7 days by neutral red assay
[PMID: 8984156]
KB ED50
0.025 μg/mL
Compound: 2, NSC-288754
Cytotoxicity against human KB cells by NCI method
Cytotoxicity against human KB cells by NCI method
[PMID: 6875576]
KB IC50
1.2 μg/mL
Compound: chaparrinone
Cytotoxicity against human KB cells after 2 to 7 days by neutral red assay
Cytotoxicity against human KB cells after 2 to 7 days by neutral red assay
[PMID: 8984156]
P388 IC50
0.92 μg/mL
Compound: 6
Cytotoxicity against mouse P388 cells after 3 days by MTT assay
Cytotoxicity against mouse P388 cells after 3 days by MTT assay
[PMID: 9644063]
SK-OV-3 IC50
0.5 μg/mL
Compound: chaparrinone
Cytotoxicity against human SKOV3 cells after 2 to 7 days by neutral red assay
Cytotoxicity against human SKOV3 cells after 2 to 7 days by neutral red assay
[PMID: 8984156]
Vero IC50
1.5 μg/mL
Compound: chaparrinone
Cytotoxicity against african green monkey Vero cells after 2 to 7 days by neutral red assay
Cytotoxicity against african green monkey Vero cells after 2 to 7 days by neutral red assay
[PMID: 8984156]
Molecular Weight

378.42

Formula

C20H26O7

CAS No.
SMILES

C[C@@]12[C@]3([H])[C@@]45[C@@](OC(C[C@@]4([H])[C@H]([C@H]([C@@]3(OC5)O)O)C)=O)([H])C[C@@]1([H])C(C)=CC([C@H]2O)=O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation
References
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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Chaparrinone
Cat. No.:
HY-N12151
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