Nemorosone

Modify Date: 2024-01-11 16:41:27

Nemorosone Structure
Nemorosone structure
Common Name Nemorosone
CAS Number 351416-47-2 Molecular Weight 502.684
Density 1.1±0.1 g/cm3 Boiling Point 608.9±55.0 °C at 760 mmHg
Molecular Formula C33H42O4 Melting Point N/A
MSDS N/A Flash Point 336.1±28.0 °C

 Use of Nemorosone


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].

 Names

Name Nemorosone
Synonym More Synonyms

 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
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

 Synonyms

(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
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