Manzamine A
Based on 2 publication(s) in Google Scholar
Manzamine A, an orally active beta-carboline alkaloid, inhibits specifically GSK-3β and CDK-5 with IC50s of 10.2 μM and 1.5 μM, respectively. Manzamine A targets vacuolar ATPases and inhibits autophagy in pancreatic cancer cells. Manzamine A has antimalarial and anticancer activities. Manzamine A also shows potent activity against HSV-1.
For research use only. We do not sell to patients.
- Purity: 98.2%
- CAS No.: 104196-68-1
- Formula: C36H44N4O
- Molecular Weight:548.76
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Publications Citing Use of MedChemExpress (MCE) Manzamine A
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Cell Proliferation/Viability Assay
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Cell Proliferation/Viability Assay
All Parasite Isoforms
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Biological Activity
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Plasmodium |
GSK-3β 10.2 μM (IC50) |
CDK5 1.5 μM (IC50) |
vacuolar ATPases |
Malaria |
HSV-1 |
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Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
1.3 μg/mL
Compound: manzamine A
|
Cytotoxicity against human A549 cells after 48 hrs by MTT assay
Cytotoxicity against human A549 cells after 48 hrs by MTT assay
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[PMID: 8350092] |
| A549 | IC50 |
2.3 μM
Compound: 3
|
Cytotoxicity against human A549 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
Cytotoxicity against human A549 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
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[PMID: 27650927] |
| A549 | IC50 |
5.8 μM
Compound: Manzamine A
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Cytotoxicity against human A549 cells assessed as cell growth inhibition incubated for 72 hrs by MTT assay
Cytotoxicity against human A549 cells assessed as cell growth inhibition incubated for 72 hrs by MTT assay
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[PMID: 34536668] |
| C-33-A | IC50 |
1.6 μM
Compound: 1
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Antiproliferative activity against human C33A cells assessed as reduction in cell viability after 72 hrs by CellTiter-Glo assay
Antiproliferative activity against human C33A cells assessed as reduction in cell viability after 72 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| C-33-A | IC50 |
2.1 μM
Compound: 1
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Antiproliferative activity against human C33A cells assessed as reduction in cell viability after 48 hrs by CellTiter-Glo assay
Antiproliferative activity against human C33A cells assessed as reduction in cell viability after 48 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| C-33-A | IC50 |
5.2 μM
Compound: 1
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Antiproliferative activity against human C33A cells assessed as reduction in cell viability after 24 hrs by CellTiter-Glo assay
Antiproliferative activity against human C33A cells assessed as reduction in cell viability after 24 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| Ca-Ski | IC50 |
19.9 μM
Compound: 1
|
Antiproliferative activity against human CaSki cells assessed as reduction in cell viability after 48 hrs by CellTiter-Glo assay
Antiproliferative activity against human CaSki cells assessed as reduction in cell viability after 48 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| Ca-Ski | IC50 |
33.6 μM
Compound: 1
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Antiproliferative activity against human CaSki cells assessed as reduction in cell viability after 24 hrs by CellTiter-Glo assay
Antiproliferative activity against human CaSki cells assessed as reduction in cell viability after 24 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| Ca-Ski | IC50 |
9.4 μM
Compound: 1
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Antiproliferative activity against human CaSki cells assessed as reduction in cell viability after 72 hrs by CellTiter-Glo assay
Antiproliferative activity against human CaSki cells assessed as reduction in cell viability after 72 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| CHO | IC50 |
4.8 μM
Compound: 1
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Non-competitive inhibition of human microsomal ACAT2 overexpressed in CHO cells using [14C]oleoyl-CoA as substrate assessed as formation of cholesteryl [14C]-oleate after 24 hrs
Non-competitive inhibition of human microsomal ACAT2 overexpressed in CHO cells using [14C]oleoyl-CoA as substrate assessed as formation of cholesteryl [14C]-oleate after 24 hrs
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[PMID: 23665143] |
| CHO | IC50 |
6.2 μM
Compound: 1
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Non-competitive inhibition of human microsomal ACAT1 overexpressed in CHO cells using [14C]oleoyl-CoA as substrate assessed as formation of cholesteryl [14C]-oleate after 24 hrs
Non-competitive inhibition of human microsomal ACAT1 overexpressed in CHO cells using [14C]oleoyl-CoA as substrate assessed as formation of cholesteryl [14C]-oleate after 24 hrs
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[PMID: 23665143] |
| HeLa | IC50 |
11.8 μM
Compound: 1
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Antiproliferative activity against human HeLa cells assessed as reduction in cell viability after 24 hrs by CellTiter-Glo assay
Antiproliferative activity against human HeLa cells assessed as reduction in cell viability after 24 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| HeLa | IC50 |
13 μM
Compound: 1
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Cytotoxicity against human HeLa cells after 3 days by MTT assay
Cytotoxicity against human HeLa cells after 3 days by MTT assay
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[PMID: 24902064] |
| HeLa | IC50 |
4 μM
Compound: 1
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Antiproliferative activity against human HeLa cells assessed as reduction in cell viability after 48 hrs by CellTiter-Glo assay
Antiproliferative activity against human HeLa cells assessed as reduction in cell viability after 48 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| HeLa | IC50 |
5.3 μM
Compound: 1
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Antiproliferative activity against human HeLa cells assessed as reduction in cell viability after 72 hrs by CellTiter-Glo assay
Antiproliferative activity against human HeLa cells assessed as reduction in cell viability after 72 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| HT-29 | IC50 |
0.8 μg/mL
Compound: manzamine A
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Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay
Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay
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[PMID: 8350092] |
| IMR-90 | IC50 |
6.8 μM
Compound: 3
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Cytotoxicity against human IMR90 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
Cytotoxicity against human IMR90 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
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[PMID: 27650927] |
| K562 | IC50 |
5.2 μM
Compound: Manzamine A
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Cytotoxicity against human K562 cells assessed as cell growth inhibition incubated for 72 hrs by MTT assay
Cytotoxicity against human K562 cells assessed as cell growth inhibition incubated for 72 hrs by MTT assay
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[PMID: 34536668] |
| KB | IC50 |
0.05 μg/mL
Compound: 1
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Cytotoxicity against human KB cells
Cytotoxicity against human KB cells
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[PMID: 8158160] |
| L1210 | IC50 |
1.4 μg/mL
Compound: 1
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Cytotoxicity against mouse L1210 cells
Cytotoxicity against mouse L1210 cells
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[PMID: 9599281] |
| L5178Y | ED50 |
1.8 μg/mL
Compound: 7
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Cytotoxicity against mouse L5178Y cells after 72 hrs by MTT assay
Cytotoxicity against mouse L5178Y cells after 72 hrs by MTT assay
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[PMID: 8946747] |
| LoVo | IC50 |
0.15 μg/mL
Compound: 1
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Cytotoxicity against human LoVo cells
Cytotoxicity against human LoVo cells
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[PMID: 8158160] |
| Microglia | IC50 |
<0.1 μM
Compound: 1
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Antineuroinflammatory activity in LPS-stimulated rat neonatal microglia assessed as inhibition of PMA-induced TXB2 production preincubated 15 mins prior to PMA challenge measured after 70 mins
Antineuroinflammatory activity in LPS-stimulated rat neonatal microglia assessed as inhibition of PMA-induced TXB2 production preincubated 15 mins prior to PMA challenge measured after 70 mins
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[PMID: 20017491] |
| Microglia | IC50 |
<0.1 μM
Compound: 3
|
Antiinflammatory activity in Escherichia coli lipopolysaccharide-activated rat neonatal microglia assessed as inhibition of eicosanoid thromboxane B2
Antiinflammatory activity in Escherichia coli lipopolysaccharide-activated rat neonatal microglia assessed as inhibition of eicosanoid thromboxane B2
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[PMID: 18198837] |
| Microglia | IC50 |
0.1 μM
Compound: 1
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Antineuroinflammatory activity in LPS-stimulated rat neonatal microglia assessed as inhibition of PMA-induced superoxide anion production preincubated 15 mins prior to PMA challenge measured after 70 mins
Antineuroinflammatory activity in LPS-stimulated rat neonatal microglia assessed as inhibition of PMA-induced superoxide anion production preincubated 15 mins prior to PMA challenge measured after 70 mins
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[PMID: 20017491] |
| NCI-H1299 | IC50 |
1.5 μM
Compound: 3
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Cytotoxicity against human NCI-H1299 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
Cytotoxicity against human NCI-H1299 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
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[PMID: 27650927] |
| NCI-H1373 | IC50 |
2.1 μM
Compound: 3
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Cytotoxicity against human NCI-H1373 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
Cytotoxicity against human NCI-H1373 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
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[PMID: 27650927] |
| NCI-H1993 | IC50 |
3.9 μM
Compound: 3
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Cytotoxicity against human NCI-H1993 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
Cytotoxicity against human NCI-H1993 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
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[PMID: 27650927] |
| NCI-H2009 | IC50 |
1.6 μM
Compound: 3
|
Cytotoxicity against human NCI-H2009 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
Cytotoxicity against human NCI-H2009 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
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[PMID: 27650927] |
| NCI-H441 | IC50 |
1.1 μM
Compound: 3
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Cytotoxicity against human NCI-H441 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
Cytotoxicity against human NCI-H441 cells assessed as decrease in cell viability after 48 hrs by Alamar blue assay
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[PMID: 27650927] |
| P388 | IC50 |
0.07 μg/mL
Compound: 1
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Cytotoxicity against mouse P388 cells
Cytotoxicity against mouse P388 cells
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[PMID: 8158160] |
| P388 | IC50 |
0.07 μg/mL
Compound: 119
|
Cytotoxicity against mouse P388 cells assessed as cell growth inhibition
Cytotoxicity against mouse P388 cells assessed as cell growth inhibition
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[PMID: 34923389] |
| P388 | IC50 |
2.4 μg/mL
Compound: manzamine A
|
Cytotoxicity against mouse P388 cells after 48 hrs by MTT assay
Cytotoxicity against mouse P388 cells after 48 hrs by MTT assay
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[PMID: 8350092] |
| Peritoneal macrophage cell | IC50 |
6.2 μM
Compound: 1
|
Antihyperlipidemic activity in apoE-deficient mouse peritoneal macrophages assessed as inhibition of acetylated LDL-induced [3H]-cholesterol ester accumulation after 24 hrs by radioscanner analysis in presence of [3H]-oleate-conjugated BSA
Antihyperlipidemic activity in apoE-deficient mouse peritoneal macrophages assessed as inhibition of acetylated LDL-induced [3H]-cholesterol ester accumulation after 24 hrs by radioscanner analysis in presence of [3H]-oleate-conjugated BSA
|
[PMID: 23665143] |
| RAW264.7 | IC50 |
1.6 μM
Compound: MA
|
Antiproliferative activity against mouse differentiated RAW 264.7 osteoclast cells assessed as reduction in cell viability incubated for 24 hrs by MTS viability assay
Antiproliferative activity against mouse differentiated RAW 264.7 osteoclast cells assessed as reduction in cell viability incubated for 24 hrs by MTS viability assay
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[PMID: 38383319] |
| RAW264.7 | IC50 |
1.9 μM
Compound: MA
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Antiproliferative activity against mouse RAW 264.7 preosteoclast cells assessed as reduction in cell viability incubated for 72 hrs by MTS viability assay
Antiproliferative activity against mouse RAW 264.7 preosteoclast cells assessed as reduction in cell viability incubated for 72 hrs by MTS viability assay
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[PMID: 38383319] |
| RAW264.7 | IC50 |
120 μM
Compound: MA
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Antiproliferative activity against mouse differentiated RAW 264.7 osteoclast cells assessed as reduction in cell viability incubated for 48 hrs by MTS viability assay
Antiproliferative activity against mouse differentiated RAW 264.7 osteoclast cells assessed as reduction in cell viability incubated for 48 hrs by MTS viability assay
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[PMID: 38383319] |
| RAW264.7 | IC50 |
2.2 μM
Compound: MA
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Antiproliferative activity against mouse RAW 264.7 preosteoclast cells assessed as reduction in cell viability incubated for 48 hrs by MTS viability assay
Antiproliferative activity against mouse RAW 264.7 preosteoclast cells assessed as reduction in cell viability incubated for 48 hrs by MTS viability assay
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[PMID: 38383319] |
| RAW264.7 | IC50 |
2.5 μM
Compound: MA
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Antiproliferative activity against mouse RAW 264.7 preosteoclast cells assessed as reduction in cell viability incubated for 24 hrs by MTS viability assay
Antiproliferative activity against mouse RAW 264.7 preosteoclast cells assessed as reduction in cell viability incubated for 24 hrs by MTS viability assay
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[PMID: 38383319] |
| RAW264.7 | IC50 |
47 μM
Compound: MA
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Antiproliferative activity against mouse differentiated RAW 264.7 osteoclast cells assessed as reduction in cell viability incubated for 72 hrs by MTS viability assay
Antiproliferative activity against mouse differentiated RAW 264.7 osteoclast cells assessed as reduction in cell viability incubated for 72 hrs by MTS viability assay
|
[PMID: 38383319] |
| SiHa | IC50 |
19.9 μM
Compound: 1
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Antiproliferative activity against human SiHa cells assessed as reduction in cell viability after 24 hrs by CellTiter-Glo assay
Antiproliferative activity against human SiHa cells assessed as reduction in cell viability after 24 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| SiHa | IC50 |
4.1 μM
Compound: 1
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Antiproliferative activity against human SiHa cells assessed as reduction in cell viability after 72 hrs by CellTiter-Glo assay
Antiproliferative activity against human SiHa cells assessed as reduction in cell viability after 72 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| SiHa | IC50 |
9.9 μM
Compound: 1
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Antiproliferative activity against human SiHa cells assessed as reduction in cell viability after 48 hrs by CellTiter-Glo assay
Antiproliferative activity against human SiHa cells assessed as reduction in cell viability after 48 hrs by CellTiter-Glo assay
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[PMID: 32022559] |
| Vero | IC50 |
0.2 μg/mL
Compound: 1
|
Cytotoxicity against african green monkey Vero cells after 48 hrs by neutral red assay
Cytotoxicity against african green monkey Vero cells after 48 hrs by neutral red assay
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[PMID: 20017491] |
| Vero | IC50 |
0.501 μM
Compound: 1
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Cytotoxicity against african green monkey Vero cells after 48 hrs by neutral red assay
Cytotoxicity against african green monkey Vero cells after 48 hrs by neutral red assay
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[PMID: 18595720] |
| Vero | IC50 |
1.2 μg/mL
Compound: 1
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Cytotoxicity against african green monkey Vero cells by neutral red assay
Cytotoxicity against african green monkey Vero cells by neutral red assay
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[PMID: 16872140] |
| Vero | IC50 |
11 nM
Compound: 1
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Antimalarial activity against chloroquine-resistant Plasmodium falciparum W2 infected in African green monkey (Cercopithecus aethiops) (Cercopithecus aethiops) Vero cells assessed as parasite LDH activity after 72 hrs
Antimalarial activity against chloroquine-resistant Plasmodium falciparum W2 infected in African green monkey (Cercopithecus aethiops) (Cercopithecus aethiops) Vero cells assessed as parasite LDH activity after 72 hrs
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[PMID: 19833520] |
| Vero | IC50 |
8 nM
Compound: 1
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Antimalarial activity against chloroquine-sensitive Plasmodium falciparum D6 infected in African green monkey (Cercopithecus aethiops) Vero cells assessed as parasite LDH activity after 72 hrs
Antimalarial activity against chloroquine-sensitive Plasmodium falciparum D6 infected in African green monkey (Cercopithecus aethiops) Vero cells assessed as parasite LDH activity after 72 hrs
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[PMID: 19833520] |
Manzamine A (5-50 µM, 18 h) decreases tau phosphorylation, measured with ELISA[1].
Manzamine A (10 µM) inhibits yeast S. cerevisiae growth by 30%[2].
Manzamine A displays a few enlarged vacuoles in yeast[2].
Manzamine A (2.5-10 µM, 24 h) increases acidity in pancreatic cancer cells and non-malignant Vero cells[2].
Manzamine A (1 µM, 24 h) inhibits HSV-1 infection in SIRC cells[4].
Manzamine A shows antimalarial activity with an IC50 of 8.0 nM (D6 clone) and 11 nM (W2 clone)[5].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:SIRC cell
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Concentration:0.1, 0.5, 1, 2, 3, 5, and 10 µM
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Incubation Time:72 h
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Result:Inhibited SIRC cell viability with an IC50 of 5.6 µM.
Manzamine A (8 mg/kg, i.p., daily for 8 consecutive days) prolongs the survival of SW mice to 20 days[7].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Plasmodium berghei in infected mice[6]
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Dosage:50 or 100 mol/kg
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Administration:Intraperitoneal injection (i.p.) or oral administration (p.o.)
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Result:Inhibited the growth of the rodent malaria parasite Plasmodium berghei.
Prolonged the survival of highly parasitaemic mice.
Chemical Information
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CAS No. 104196-68-1
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Appearance Solid
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Molecular Weight 548.76
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Formula C36H44N4O
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Color White to off-white
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SMILES
O[C@]1(CC/C=C\CCCC2)[C@@]3([H])[C@@](C[C@@]4([H])N3CCCC/C=C\4)(C[N@@]2CC5)[C@]5([H])C(C6=C(NC7=CC=CC=C87)C8=CC=N6)=C1
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Synonyms
Keramamine A
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Publications (2)
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Journal Impact Factor
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Most Recent
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Mar Drugs
2023 Feb 25;21(3):151. PMID: 36976201
Manzamine A purchased from MedChemExpress. Usage Cited in: Mar Drugs. 2023 Feb 25;21(3):151. [Abstract]
Manzamine A (MA; 0, 0.5, 1, 2, 4, 8 μM; 24 h) shows cytotoxic effects on MDA-MB-231 and MCF-7 cells but is non-toxic to normal breast epithelial MCF-10A cells in a dose-dependent manner.
Manzamine A purchased from MedChemExpress. Usage Cited in: Mar Drugs. 2023 Feb 25;21(3):151. [Abstract]
Manzamine A (MA) shows a long-term ability to inhibit both MCF-7 and MDA-MB-231 cells growth. The MA (0, 2, 4 μM; 24 h)-treated cells are seeded in 6-well plates and then cultured for 2 weeks.
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Solvent & Solubility
DMSO : 10 mg/mL (18.22 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (286 KB)
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SDS (453 KB)
- English - EN (453 KB)
- Français - FR (453 KB)
- Deutsch - DE (453 KB)
- Norwegian - NO (453 KB)
- Español - ES (453 KB)
- Swedish - SV (453 KB)
- Italian - IT (453 KB)
- Portuguese - PT (453 KB)
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Handling Instructions (2659 KB)
References
[1]. Hamann M, et al. Glycogen synthase kinase-3 (GSK-3) inhibitory activity and structure-activity relationship (SAR) studies of the manzamine alkaloids. Potential for Alzheimer's disease. J Nat Prod. 2007;70(9):1397-1405. [Content Brief]
[2]. Kallifatidis G, et al. The marine natural product manzamine A targets vacuolar ATPases and inhibits autophagy in pancreatic cancer cells [published correction appears in Mar Drugs. 2014;12(4):2305-7]. Mar Drugs. 2013;11(9):3500-3516. Published 2013 Sep 17. [Content Brief]
[3]. Winkler JD, et al. Antimalarial activity of a new family of analogues of manzamine A. Org Lett. 2006;8(12):2591-2594. [Content Brief]
[4]. Palem JR, et al. Manzamine A as a novel inhibitor of herpes simplex virus type-1 replication in cultured corneal cells. Planta Med. 2011;77(1):46-51. [Content Brief]
[5]. Wahba AE, et al. Structure-activity relationship studies of manzamine A: amidation of positions 6 and 8 of the beta-carboline moiety. Bioorg Med Chem. 2009 Nov 15;17(22):7775-82. [Content Brief]
[6]. Donia M, et al. Marine natural products and their potential applications as anti-infective agents. Lancet Infect Dis. 2003 Jun;3(6):338-48. [Content Brief]
[7]. El Sayed KA, et al. New manzamine alkaloids with potent activity against infectious diseases. J Am Chem Soc. 2001 Mar 7;123(9):1804-8. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 1.8223 mL | 9.1115 mL | 18.2229 mL | 45.5573 mL |
| 5 mM | 0.3645 mL | 1.8223 mL | 3.6446 mL | 9.1115 mL | |
| 10 mM | 0.1822 mL | 0.9111 mL | 1.8223 mL | 4.5557 mL | |
| 15 mM | 0.1215 mL | 0.6074 mL | 1.2149 mL | 3.0372 mL |