Chemistry:Norzoanthamine

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Norzoanthamine
Norzoanthamine.png
Names
IUPAC name
(4aS,6aS,7S,7aS,9aS,11S,13R,15aR,16aS,16bR)-1,4a,5,7,7a,8,9,11,12,13,14,16,16a,16b-Tetradecahydro-2,7,7a,11,16a-pentamethyl-4H,10H-9a,13-epoxy-15a,7-(epoxyethano)azepino[1,2-a]naphtho[2,1-g]quinoline-4,6,18(6aH)-trione
Other names
Norzoanthamine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
Properties
C29H39NO5
Molar mass 481.633 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Norzoanthamine is an alkaloid found in soft corals of the genus Zoanthus

Norzoanthamine has been shown to suppress the loss of bone weight and strength in mice.[1] Some derivatives of norzoanthamine also suppress development of some kind of leukemia cell lines and human platelet aggregation.[2]

A laboratory synthesis of this compound was developed in 2004.[3]

References

  1. García-García, Patricia; Reyes, Ricardo; Évora, Carmen; Delgado, Araceli; Fernández, José J.; Daranas, Antonio Hernández (March 2022). "Osteoprotective effect of the marine alkaloid norzoanthamine on an osteoporosis model in ovariectomized rat" (in en). Biomedicine & Pharmacotherapy 147: 112631. doi:10.1016/j.biopha.2022.112631. https://linkinghub.elsevier.com/retrieve/pii/S0753332222000191. 
  2. Villar, Rosa M; Gil-Longo, José; Daranas, Antonio H; Souto, Marı́a L; Fernández, José J; Peixinho, Solange; Barral, Miguel A; Santafé, Gilmar et al. (May 2003). "Evaluation of the effects of several zoanthamine-type alkaloids on the aggregation of human platelets" (in en). Bioorganic & Medicinal Chemistry 11 (10): 2301–2306. doi:10.1016/S0968-0896(03)00107-X. https://linkinghub.elsevier.com/retrieve/pii/S096808960300107X. 
  3. Miyashita, M.; Sasaki, M; Hattori, I; Sakai, M; Tanino, K (2004). "Total Synthesis of Norzoanthamine". Science 305 (5683): 495–9. doi:10.1126/science.1098851. PMID 15205476. Bibcode2004Sci...305..495M.