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[CAS NO. 104196-68-1] Manzamine A
| Ships within | Stock | Price | Qty | Total |
Please click "REQUEST A QUOTE" button if there is no stock, or you need other sizes or custom synthesis.
| Catalog: | HY-117025 |
| Brand: | MCE |
| CAS: | 104196-68-1 |
Overview
| MDL | - |
|---|---|
| Molecular Weight | 548.76 |
| Molecular Formula | C36H44N4O |
| 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 |
1 Publications Citing Use of MCE
Summary
Manzamine A, an orally active beta-carboline alkaloid, inhibits specifically GSK-3β and CDK-5 with IC 50 s 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 [1] [2] [3] [4] .
IC50 & Target
|
Plasmodium
|
GSK-3β 10.2 μM (IC 50 ) |
CDK5 1.5 μM (IC 50 ) |
vacuolar ATPases
|
Malaria
|
HSV-1
|
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 IC
50
of 8.0 nM (D6 clone) and 11 nM (W2 clone)
[5]
.
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 IC 50 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]
.
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. |
Source
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
DMSO : 10 mg/mL ( 18.22 mM ; Need ultrasonic)
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 |
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.
- [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.
- [3] Winkler JD, et al. Antimalarial activity of a new family of analogues of manzamine A. Org Lett. 2006;8(12):2591-2594.
- [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.
- [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.
- [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.
- [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.
Synonyms
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