Date published: 2025-12-18

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Papuamine (CAS 112455-84-2)

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Alternate Names:
(−)-Papuamine
Application:
Papuamine is a pentacyclic alkaloid and antifungal agent
CAS Number:
112455-84-2
Molecular Weight:
368.6
Molecular Formula:
C25H40N2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Papuamine is a pentacyclic alkaloid with antifungal and antimycobacterial activity. The compound has a C2-symmetric structure and was originally isolated from marine sponges of the genus Haliclona. Papuamine may act to inhibit the growth of the dermatophyte Trichophyton mentagrophytes, and can be screened with the use of Mycobacterium marinum.


Papuamine (CAS 112455-84-2) References

  1. Total Synthesis of (+)-Papuamine: An Antifungal Pentacyclic Alkaloid from a Marine Sponge, Haliclona sp.  |  Barrett, AG., et al. 1996. J Org Chem. 61: 685-699. PMID: 11666992
  2. Total Syntheses of (-)-Papuamine and (-)-Haliclonadiamine.  |  McDermott, TS., et al. 1996. J Org Chem. 61: 700-709. PMID: 11666993
  3. A Mycobacterium marinum zone of inhibition assay as a method for screening potential antimycobacterial compounds from marine extracts.  |  Barker, LP., et al. 2007. Planta Med. 73: 559-63. PMID: 17534789
  4. 3D models of epithelial-mesenchymal transition in breast cancer metastasis: high-throughput screening assay development, validation, and pilot screen.  |  Li, Q., et al. 2011. J Biomol Screen. 16: 141-54. PMID: 21297102
  5. Papuamine and haliclonadiamine, obtained from an Indonesian sponge Haliclona sp., inhibited cell proliferation of human cancer cell lines.  |  Yamazaki, H., et al. 2013. Nat Prod Res. 27: 1012-5. PMID: 22577938
  6. Papuamine causes autophagy following the reduction of cell survival through mitochondrial damage and JNK activation in MCF-7 human breast cancer cells.  |  Kanno, S., et al. 2013. Int J Oncol. 43: 1413-9. PMID: 24026338
  7. Combined effect of papuamine and doxorubicin in human breast cancer MCF-7 cells.  |  Kanno, SI., et al. 2014. Oncol Lett. 8: 547-550. PMID: 25013468
  8. Neopetrocyclamines A and B, polycyclic diamine alkaloids from the sponge Neopetrosia cf exigua.  |  Liang, Z., et al. 2015. J Nat Prod. 78: 543-7. PMID: 25585025
  9. Haliclonadiamine Derivatives and 6-epi-Monanchorin from the Marine Sponge Halichondria panicea Collected at Iriomote Island.  |  Abdjul, DB., et al. 2016. J Nat Prod. 79: 1149-54. PMID: 27035556
  10. Papuamine Inhibits Viability of Non-small Cell Lung Cancer Cells by Inducing Mitochondrial Dysfunction.  |  Min, HY., et al. 2020. Anticancer Res. 40: 323-333. PMID: 31892583
  11. X-ray Crystallography and Unexpected Chiroptical Properties Reassign the Configuration of Haliclonadiamine.  |  Liu, HB., et al. 2020. J Am Chem Soc. 142: 2755-2759. PMID: 31986017
  12. An Artificial Intelligence Approach for Tackling Conformational Energy Uncertainties in Chiroptical Spectroscopies.  |  Marton, G., et al. 2023. Angew Chem Int Ed Engl. e202307053. PMID: 37335229

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Papuamine, 1 mg

sc-202274
1 mg
$550.00