Manzamine A (Synonyms: Keramamine A)

Name: Manzamine A
Brand: MedChemExpress
SKU: HY-117025
Rating: 5.0 (3 reviews)

Cat. No.: HY-117025: FAQs
Data Sheet Handling Instructions Technical Support

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.

Manzamine A Chemical Structure

CAS No. : 104196-68-1

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1 mg	Get quote 3 - 4 weeks 4 - 5 weeks 2 - 3 weeks	Estimated Time of Arrival: December 31
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10 mg	Get quote

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Customer Review

Based on 3 publication(s) in Google Scholar

Other Forms of Manzamine A:

Manzamine A hydrochloride Get quote

1 Publications Citing Use of MCE Manzamine A

•Mar Drugs. 2023, 21(3), 151.

Cell Viability Assay

Proliferation Assay

: Manzamine A purchased from MedChemExpress. Usage Cited in: Mar Drugs. 2023, 21(3), 151.; 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, 21(3), 151.; 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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Biological Activity
Purity & Documentation
References
Customer Review

Description

IC₅₀ & Target^[1]^[2]^[3]

Plasmodium

GSK-3β

10.2 μM (IC₅₀)

CDK5

1.5 μM (IC₅₀)

vacuolar ATPases

Malaria

HSV-1

Cellular Effect

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	[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	[PMID: 27650927]
A549	IC₅₀	5.8 μM Compound: Manzamine A	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	[PMID: 34536668]
C-33-A	IC₅₀	1.6 μM Compound: 1	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	[PMID: 32022559]
C-33-A	IC₅₀	2.1 μM Compound: 1	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	[PMID: 32022559]
C-33-A	IC₅₀	5.2 μM Compound: 1	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	[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	[PMID: 32022559]
Ca-Ski	IC₅₀	33.6 μM Compound: 1	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	[PMID: 32022559]
Ca-Ski	IC₅₀	9.4 μM Compound: 1	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	[PMID: 32022559]
CHO	IC₅₀	4.8 μM Compound: 1	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	[PMID: 23665143]
CHO	IC₅₀	6.2 μM Compound: 1	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	[PMID: 23665143]
HeLa	IC₅₀	11.8 μM Compound: 1	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	[PMID: 32022559]
HeLa	IC₅₀	13 μM Compound: 1	Cytotoxicity against human HeLa cells after 3 days by MTT assay Cytotoxicity against human HeLa cells after 3 days by MTT assay	[PMID: 24902064]
HeLa	IC₅₀	4 μM Compound: 1	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	[PMID: 32022559]
HeLa	IC₅₀	5.3 μM Compound: 1	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	[PMID: 32022559]
HT-29	IC₅₀	0.8 μg/mL Compound: manzamine A	Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay	[PMID: 8350092]
IMR-90	IC₅₀	6.8 μM Compound: 3	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	[PMID: 27650927]
K562	IC₅₀	5.2 μM Compound: Manzamine A	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	[PMID: 34536668]
L5178Y	ED₅₀	1.8 μg/mL Compound: 7	Cytotoxicity against mouse L5178Y cells after 72 hrs by MTT assay Cytotoxicity against mouse L5178Y cells after 72 hrs by MTT assay	[PMID: 8946747]
Microglia	IC₅₀	< 0.1 μM Compound: 1	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	[PMID: 20017491]
Microglia	IC₅₀	0.1 μM Compound: 1	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	[PMID: 20017491]
NCI-H1299	IC₅₀	1.5 μM Compound: 3	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	[PMID: 27650927]
NCI-H1373	IC₅₀	2.1 μM Compound: 3	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	[PMID: 27650927]
NCI-H1993	IC₅₀	3.9 μM Compound: 3	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	[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	[PMID: 27650927]
NCI-H441	IC₅₀	1.1 μM Compound: 3	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	[PMID: 27650927]
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	[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]
SiHa	IC₅₀	19.9 μM Compound: 1	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	[PMID: 32022559]
SiHa	IC₅₀	4.1 μM Compound: 1	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	[PMID: 32022559]
SiHa	IC₅₀	9.9 μM Compound: 1	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	[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	[PMID: 20017491]
Vero	IC₅₀	0.501 μM 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	[PMID: 18595720]
Vero	IC₅₀	1.2 μg/mL Compound: 1	Cytotoxicity against african green monkey Vero cells by neutral red assay Cytotoxicity against african green monkey Vero cells by neutral red assay	[PMID: 16872140]
Vero	IC₅₀	11 nM Compound: 1	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	[PMID: 19833520]
Vero	IC₅₀	8 nM Compound: 1	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	[PMID: 19833520]

In Vitro

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.

Cell Viability Assay^[4]

Cell Line:	SIRC cell
Concentration:	0.1, 0.5, 1, 2, 3, 5, and 10 µM
Incubation Time:	72 h
Result:	Inhibited SIRC cell viability with an IC₅₀ of 5.6 µM.

In Vivo

Manzamine A (50 and 100 mol/kg, p.o. or i.p.) inhibits the growth of the rodent malaria parasite Plasmodium berghei in infected mice^[6].
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.

Animal Model:	Plasmodium berghei in infected mice^[6]
Dosage:	50 or 100 mol/kg
Administration:	Intraperitoneal injection (i.p.) or oral administration (p.o.)
Result:	Inhibited the growth of the rodent malaria parasite Plasmodium berghei. Prolonged the survival of highly parasitaemic mice.

Molecular Weight

548.76

Formula

C₃₆H₄₄N₄O

CAS No.

104196-68-1

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

Structure Classification

Alkaloids

Initial Source

Animals

Okinawan marine sponge

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

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

Solvent & Solubility

In Vitro:

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)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	1.8223 mL	9.1115 mL	18.2229 mL
5 mM	0.3645 mL	1.8223 mL	3.6446 mL
10 mM	0.1822 mL	0.9111 mL	1.8223 mL

View the Complete Stock Solution Preparation Table

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

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In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

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Purity & Documentation

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

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

Manzamine A Related Classifications

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Manzamine A (Synonyms: Keramamine A)

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Other Forms of Manzamine A:

1 Publications Citing Use of MCE Manzamine A

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Manzamine A (Synonyms: Keramamine A)

Customer Review

Other Forms of Manzamine A:

Manzamine A Related Antibodies

1 Publications Citing Use of MCE Manzamine A

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Manzamine A Related Antibodies

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Manzamine A Related Classifications

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