Manzamine A

CHF 190.00
In stock
AG-CN2-0438-C500500 µgCHF 190.00
More Information
Product Details
Synonyms Keramamine A
Product Type Chemical
Properties
Formula

C36H44N4O

MW 548.8
CAS 104196-68-1
Source/Host Chemicals Isolated from Xestospongia sp.
Purity Chemicals ≥98% (HPLC)
Appearance Yellow oil.
Solubility Soluble in DMSO, ethanol or methanol.
InChi Key CSJUQSWULVSLGK-ILRBDQACSA-N
Smiles [H][C@@]12CCN3C[C@@]11CC4(CC3)C\C=C/CC[C@](O)(C=C2C2=C3NC5=C(C=CC=C5)C3=CC=N2)[C@]1([H])N1CCCC\C=C/[C@@]41[H]
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Antibiotic. Antibacterial against Gram positive and Gram negative bacteria.
  • Exhibits chemotherapeutic activity. Blocks tumor cell invasion and restores cancer cell susceptibility to apoptosis in vitro.
  • Uncouples vacuolar ATPases, inhibiting autophagy and tumor growth.
  • Antimalaria, antifungal and antiviral agent.
  • GSK-3β inhibitor.
  • Anti-Alzheimer's agent. Decreased tau hyperphosphorylation.
  • Anti-hyperlipidemic. Inhibits cholesterol ester formation and acyl-CoA:cholesterol acyl-transferase (ACAT) activity in vitro and decreases total cholesterol, triglycerides and LDL levels.
  • Anti-atherosclerotic. Inhibits foam cell formation in macrophages.
Product References
  1. Four new bioactive manzamine-type alkaloids from the Philippine marine sponge Xestospongia ashmorica: R.A. Edrada, et al.; J. Nat. Prod. 59, 1056 (1996)
  2. In vivo antimalarial activity of the beta-carboline alkaloid manzamine A: K.K. Ang, et al.; Antimicrob. Agents Chemother. 44, 1645 (2000)
  3. Immune-mediated parasite clearance in mice infected with Plasmodium berghei following treatment with manzamine A: K.K. Ang, et al.; Parasitol. Res. 87, 715 (2001)
  4. Spectrofluorimetric determination of manzamine A in spiked human urine and plasma: A. Khalil, et al.; Pharmazie 58, 385 (2003)
  5. New manzamine alkaloids with activity against infectious and tropical parasitic diseases from an Indonesian sponge: K.V. Rao, et al.; J. Nat. Prod. 66, 823 (2003)
  6. New manzamine alkaloids from an Indo-Pacific sponge. Pharmacokinetics, oral availability, and the significant activity of several manzamines against HIV-I, AIDS opportunistic infections, and inflammatory diseases: M. Yousaf, et al.; J. Med. Chem. 47, 3512 (2004)
  7. Glycogen synthase kinase-3 (GSK-3) inhibitory activity and structure-activity relationship (SAR) studies of the manzamine alkaloids. Potential for Alzheimer's disease: M. Hamann, et al.; J. Nat. Prod. 70, 1397 (2007)
  8. Manzamine A as a novel inhibitor of herpes simplex virus type-1 replication in cultured corneal cells: J.R. Palem, et al.; Planta Med. 77, 46 (2011)
  9. A novel activity from an old compound: Manzamine A reduces the metastatic potential of AsPC-1 pancreatic cancer cells and sensitizes them to TRAIL-induced apoptosis: E.A. Guzman, et al.; Invest. New Drugs 29, 777 (2011)
  10. Manzamine A, a marine-derived alkaloid, inhibits accumulation of cholesterol ester in macrophages and suppresses hyperlipidemia and atherosclerosis in vivo: K. Eguchi, et al.; Bioorg. Med. Chem. 21, 3831 (2013)
  11. The marine natural product manzamine A targets vacuolar ATPases and inhibits autophagy in pancreatic cancer cells: G. Kallifatidis, et al.; Mar. Drugs 11, 3500 (2013)
  12. AR-A 014418 used against GSK3beta downregulates expression of hnRNPA1 and SF2/ASF splicing factors: A.K. Yadav, et al.; J. Oncol. 2014, 695325 (2014)
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