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Nemorosone

Names

[ CAS No. ]:
351416-47-2

[ Name ]:
Nemorosone

[Synonym ]:
(1R,5S,7S)-5-Benzoyl-4-hydroxy-6,6-dimethyl-1,3,7-tris(3-methyl-2-buten-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione
Bicyclo[3.3.1]non-3-ene-2,9-dione, 5-benzoyl-4-hydroxy-6,6-dimethyl-1,3,7-tris(3-methyl-2-buten-1-yl)-, (1R,5S,7S)-
Nemorosone

Biological Activity

[Description]:

Nemorosone is the main component of the floral resin of Clusia rosea. Nemorosone has an antiproliferative effect on cancer cells. Nemorosone induces apoptosis in HT-29 and LoVo cells[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis
Research Areas >> Cancer

[Target]

apoptosis[1]


[In Vitro]

Nemorosone (0-50 μM; 24-72 h) inhibits the proliferation of HT-29 and LoVo cells with IC50s of 25.7-27.1 μM, 22.8-64.3 μM, respectively[1]. Nemorosone (25.7 μM for HT-29; 22.8 μM for LoVo; 24, 48 hours) increases the percentage of G0/G1 phase cells[1]. Nemorosone (25.7 μM for HT-29; 22.8 μM for LoVo; 24, 48 hours) induces apoptosis in both cell lines[1]. Cell Proliferation Assay[1] Cell Line: HT-29 and LoVo cells Concentration: 0-50 μM Incubation Time: 24-72 h Result: Inhibited the proliferation of HT-29 and LoVo cells with IC50s of 25.7-27.1 μM, 22.8-64.3 μM, respectively. Cell Cycle Analysis[1] Cell Line: HT-29 and LoVo cells Concentration: 25.7 μM for HT-29; 22.8 μM for LoVo Incubation Time: 24, 48 hours Result: Increased the percentage of G0/G1 phase cells. Apoptosis Analysis[1] Cell Line: HT-29 and LoVo cells Concentration: 25.7 μM for HT-29; 22.8 μM for LoVo Incubation Time: 24, 48 hours Result: Induced apoptosis in both cell lines.

[In Vivo]

Nemorosone (50 mg/kg; daily i.p. for 28 days) shows a significant growth-inhibitory effect in pancreatic cancer xenografts[2]. Animal Model: Athymic NMRI nu/nu nude mices (6 to 8 week old female), which had 100 mm3 MIA-PaCa-2 xenograft tumor[2] Dosage: 50 mg/kg Administration: Daily i.p. injections for 28 days Result: Showed a significant growth-inhibitory effect in pancreatic cancer xenografts[2].

[References]

[1]. Frión-Herrera Y, Gabbia D, Scaffidi M, et al. The Cuban Propolis Component Nemorosone Inhibits Proliferation and Metastatic Properties of Human Colorectal Cancer Cells. Int J Mol Sci. 2020;21(5):1827. Published 2020 Mar 6.

[2]. Wolf RJ, et al. In vivo activity and pharmacokinetics of nemorosone on pancreatic cancer xenografts. PLoS One. 2013;8(9):e74555. Published 2013 Sep 5.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
608.9±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C33H42O4

[ Molecular Weight ]:
502.684

[ Flash Point ]:
336.1±28.0 °C

[ Exact Mass ]:
502.308319

[ LogP ]:
10.69

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.553


Related Compounds

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