Aegeline

Names

[ CAS No. ]:
456-12-2

[ Name ]:
Aegeline

[Synonym ]:
UNII:60T59LN3SG
Aegelin
(2E)-N-[2-Hydroxy-2-(4-methoxyphenyl)ethyl]-3-phenylacrylamide
2-Propenamide, N-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3-phenyl-, (2E)-
2-propenamide

Biological Activity

[Description]:

Aegeline, a main alkaloid, mimics the yeast SNARE protein Sec22p in suppressing α-synuclein and Bax toxicity in yeast. Aegeline restores growth of yeast cells suppressed by either αsyn or Bax. Antioxidant activity[1].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Fungal

Research Areas >> Neurological Disease

[In Vitro]

Aegeline also prevents growth block in cells expressing the more toxic A53T α-synuclein mutant. Restoration of cell growth occurred through inhibition of increased ROS levels, mitochondrial membrane potential loss and nuclear DNA fragmentation, characteristics of apoptosis manifested in α-synuclein orBax-expressing cells[1]. Aegeline shows weak inhibitory effects on the histamine release from RPMCs, even though still succeed to inhibit when the histamine release induced by thapsigargin[2].

[References]

[1]. Derf A, et al. a natural product from the plant Aegle marmelos, mimics the yeast SNARE protein Sec22p in suppressing α-synuclein and Bax toxicity in yeast [published correction appears in Bioorg Med Chem Lett. 2019 Aug 15;29(16):2437-2438]. Bioorg Med Chem Lett. 2019;29(3):454‐460.

[2]. Nugroho AE, et al. Effects of aegeline, a main alkaloid of Aegle Marmelos Correa leaves, on the histamine release from mast cells. Pak J Pharm Sci. 2011;24(3):359‐367.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
567.7±50.0 °C at 760 mmHg

[ Melting Point ]:
180 °C

[ Molecular Formula ]:
C₁₈H₁₉NO₃

[ Molecular Weight ]:
297.348

[ Flash Point ]:
297.1±30.1 °C

[ Exact Mass ]:
297.136505

[ PSA ]:
62.05000

[ LogP ]:
2.45

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.612

[ Storage condition ]:
2-8°C

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2924299090

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%