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Neophytadiene

Names

[ CAS No. ]:
504-96-1

[ Name ]:
Neophytadiene

[Synonym ]:
Neophytadien
3-Methylene-7,11,15-trimethylhexadec-1-ene
7,11,15-Trimethyl-3-methylene-1-hexadecene
3-Methylen-7,11,15-trimethyl-hexadecen-(1)
2,6,10-trimethyl-14-ethylene-14-pentadecene
neophytadiene
2-(4,8,12-Trimethyltridecyl)buta-1,3-diene

Biological Activity

[Description]:

Neophytadiene is a diterpene found in Turbinaria ornate, with anti-inflammatory antioxidant and cardioprotective properties[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease
Signaling Pathways >> Others >> Others
Research Areas >> Inflammation/Immunology

[In Vitro]

Neophytadiene has cytotoxic on RAW 264.7 cells with an IC50 of 50 μM[1]. Neophytadiene (50-100 μM; 30 min) successfully inhibits the NO production level and downregulated inducible nitric oxide synthase (iNOS) production in LPS (1 μg/mL)-induced RAW264.7 cells[1]. Neophytadiene (25-100 μM; 22 hours) significantly inhibits the NO production and inflammatory cytokines TNF-α, IL-6 and IL-10 and IL-10 in LPS (1 μg/mL)-induced RAW264.7 cells[1].

[In Vivo]

Neophytadiene (50 mg/kg; p.o.) shows dose-dependent reduction in the alanine aminotransferase (ALT) level[1]. Neophytadiene (25-50 mg/kg; p.o.) significantly reduces LPS (10 mg/kg)-increased IL6 and 1L10 levels and in heart tissue[1]. Neophytadiene (25-50 mg/kg; p.o.) significantly reduces LPS (10 mg/kg)-increased PGE2mRNA expression in heart tissue[1]. Neophytadiene significantly inhibits LPS (10 mg/kg)-induced NO production and inflammatory cytokines TNF-α, IL-6 and IL-10 and IL-10 in vivo[1]. Animal Model: Adult male Sprague Dawley rats (6-8 weeks)[1] Dosage: 12 mg/kg, 25 mg/kg, 50 mg/kg Administration: Oral administration, daily, for 7 days Result: Decreased haemoglobin (HGB) level, ALT level, and heart tissue TNF-α, IL1β, NF-κB, iNOS, PI3k/AktandMAPK in LPS (10 mg/kg)-treat rats.

[References]

[1]. Meenakshi Bhardwaj, et al. Neophytadiene from Turbinaria ornata Suppresses LPS-Induced Inflammatory Response in RAW 264.7 Macrophages and Sprague Dawley Rats. Inflammation. 2020 Jun;43(3):937-950.

Chemical & Physical Properties

[ Density]:
0.796g/cm3

[ Boiling Point ]:
344.5ºC at 760mmHg

[ Molecular Formula ]:
C20H38

[ Molecular Weight ]:
278.51600

[ Flash Point ]:
160.2ºC

[ Exact Mass ]:
278.29700

[ LogP ]:
7.16770

[ Index of Refraction ]:
1.449

[ Storage condition ]:
20°C

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds