Lunamarine

Lunamarine (punarnavine) is a quinolone alkaloid present in Boerhavia diffusa (punarnava).

Lunamarine

Names
IUPAC name 2-(1,3-Benzodioxol-5-yl)-7-methoxy-1-methylquinolin-4-one
Identifiers
CAS Number	483-52-3
3D model (JSmol)	Interactive image
ChemSpider	391225^Y
PubChem CID	442922
CompTox Dashboard (EPA)	DTXSID70332007
InChI InChI=1S/C18H15NO4/c1-19-14(11-3-6-17-18(7-11)23-10-22-17)9-16(20)13-5-4-12(21-2)8-15(13)19/h3-9H,10H2,1-2H3^Y Key: GOMVNCXQVLUIGA-UHFFFAOYSA-N^Y InChI=1S/C18H15NO4/c1-19-14(11-3-6-17-18(7-11)23-10-22-17)9-16(20)13-5-4-12(21-2)8-15(13)19/h3-9H,10H2,1-2H3 Key: GOMVNCXQVLUIGA-UHFFFAOYSA-N
SMILES Cn1c2cc(ccc2c(=O)cc1c3ccc4c(c3)OCO4)OC
Properties
Chemical formula	C18H15NO14
Molar mass	469.311 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The compound has shown some in vitro anticancer,[1] antiestrogenic,[2] immunomodulatory,[3] and anti-amoebic activity (particularly against Entamoeba histolytica).[4]

References

1. Manu K.A.; Kuttan G. (2009). "Punarnavine induces apoptosis in B16F-10 melanoma cells by inhibiting NF-kappaB signaling". Asian Pacific Journal of Cancer Prevention. 10 (6): 1031–1037. PMID 20192578.
2. Sreeja S.; Sreeja S. (2009). "An in vitro study on antiproliferative and antiestrogenic effects of Boerhaavia diffusa L. extracts". Journal of Ethnopharmacology. 126 (2): 221–225. doi:10.1016/j.jep.2009.08.041. PMID 19723573.
3. Manu K.A.; Kuttan G. (2009). "Immunomodulatory activities of Punarnavine, an alkaloid from Boerhaavia diffusa". Immunopharmacology and Immunotoxicology. 31 (3): 377–387. doi:10.1080/08923970802702036. PMID 19555203.
4. Sohni YR.; Kaimal P.; Bhatt RM. (Jan 1995). "The antiamoebic effect of a crude drug formulation of herbal extracts against Entamoeba histolytica in vitro and in vivo". Journal of Ethnopharmacology. 45 (1): 43–52. doi:10.1016/0378-8741(94)01194-5.