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Antiviral API
- Arenavirus
- Cytomegalovirus (CMV)
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- Endogenous Metabolite
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- Antiviral intermediates
Manzamine A hydrochloride
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| Category | Human immunodeficiency Virus (HIV) |
| CAS | 104264-80-4 |
| Description | Manzamine A hydrochloride is an orally active beta-carboline alkaloid that has specific inhibitory effects on GSK-3β and CDK-5 with IC50s of 10.2 and 1.5 μM, respectively. It targets vacuolar ATPases and inhibits autophagy in pancreatic cancer cells. It has potent activity against HSV-1, and has antimalarial and anticancer activities. |
Product Information
| Synonyms | 3H-2,7-[3]Octeno-1H-azocino[1',2':1,5]pyrrolo[2,3-i]isoquinolin-7(7aH)-ol, 4,4a,9,10,11,12,14a,15-octahydro-5-(9H-pyrido[3,4-b]indol-1-yl)-, hydrochloride (1:1), (2S,4aR,7S,7aR,14aR,15aR)-; (1R,2R,4R,5Z,12R,13S,16Z)-25-(9H-β-Carbolin-1-yl)-13-hydroxy-22-aza-11-azoniapentacyclo[11.11.2.12,22.02,12.04,11]heptacosa-5,16,25-triene chloride |
| IUPAC Name | (1R,2R,4R,5Z,12R,13S,16Z)-25-(9H-pyrido[3,4-b]indol-1-yl)-11,22-diazapentacyclo[11.11.2.12,22.02,12.04,11]heptacosa-5,16,25-trien-13-ol;hydrochloride |
| Molecular Weight | 585.22 |
| Molecular Formula | C36H45ClN4O |
| Canonical SMILES | C1CCN2CCC3C(=CC(CCC=CC1)(C4C3(C2)CC5N4CCCCC=C5)O)C6=NC=CC7=C6NC8=CC=CC=C78.Cl |
| InChI | InChI=1S/C36H44N4O.ClH/c41-36-18-10-4-1-2-5-11-20-39-22-17-30(35(25-39)23-26-13-7-3-6-12-21-40(26)34(35)36)29(24-36)32-33-28(16-19-37-32)27-14-8-9-15-31(27)38-33;/h1,4,7-9,13-16,19,24,26,30,34,38,41H,2-3,5-6,10-12,17-18,20-23,25H2;1H/b4-1-,13-7-;/t26-,30-,34+,35-,36-;/m0./s1 |
| InChIKey | DIVWQABXFSWTEF-YTGAITGWSA-N |
| Purity | ≥95% |
| Solubility | Soluble in DMSO |
| Appearance | Light yellow to brown (Solid) |
| Storage | Store at 2-8°C, sealed storage, away from moisture and light |
| In Vitro | Manzamine A increases acidity in pancreatic cancer cells and non-malignant Vero cells. manzamine A is a potential inhibitor of Autophagy by preventing autophagosome turnover. Manzamine A (10 µM; 2 hours; AsPC-1 cells) clearly induced an accumulation of p62 confirming an inhibition of autophagosome turnover. Manzamine A represents an important lead structure for the development of novel antimalarial chemotherapies. |
| Target | GSK-3β:10.2 μM (IC50) CDK5:1.5 μM (IC50) HIV-1 vacuolar ATPases Malaria |
