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Vincosamide

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Vincosamide Basic information

Product Name:
Vincosamide
Synonyms:
  • (3β,15β)-19,20-Didehydro-16α-ethenyl-17β-(β-D-glucopyranosyloxy)-18-oxayohimban-21-one
  • Vincosamide
  • Vincoside lactam
  • Camptoside
  • Oxayohimban-21-one,19,20-didehydro-16-ethenyl-17-(b-D-glucopyranosyloxy)-, (3b,15b,16a,17b)-
  • Oxayohimban-21-one, 19,20-didehydro-16-ethenyl-17-(β-D-glucopyranosyloxy)-, (3β,15β,16α,17β)-
  • Vincosamide >=90% (LC/MS-ELSD)
  • (3β,15β,16α,17β)-21-Oxo-16-vinyl-19,20-didehydro-18-oxayohimban-17-ylβ-D-glucopyranoside
CAS:
23141-27-7
MF:
C26H30N2O8
MW:
498.52
Mol File:
23141-27-7.mol
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Vincosamide Chemical Properties

storage temp. 
-20°C
form 
Solid
color 
Off-white to light yellow
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Safety Information

WGK Germany 
3
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Vincosamide Usage And Synthesis

Description

The alkaloids vincosamide and strictosamide are an important class of indole ring- containing alkaloids. They were extracted and differentiated from the root bark of Nauclea latifolia belonging to the family Rubiaceae. Both the compounds were tested for anti-HSV-2 activity for both acyclovir-sensitive and acyclovir-resistant HSV-2 strains and showed good anti-HSV-2 potential.

Uses

Vincosamide is an alkaloid from Psychotria leiocarpa extract, inhibits the acetylcholinesterase (AChE) activity with anti-inflammatory activity. Vincosamide can effect relaxation of the supercoiled pBR322 plasmid DNA in the presence of Cu2+.

Definition

ChEBI: Vincosamide is a monoterpenoid indole alkaloid.

References

[1] HUIHUI TI. Progress of Plant Medicine Derived Extracts and Alkaloids on Modulating Viral Infections and Inflammation.[J]. Drug Design, Development and Therapy, 2021: 1385-1408. DOI:10.2147/DDDT.S299120.
[2] ANELISE SAMARA NAZARI FORMAGIO. Psychotria leiocarpa Extract and Vincosamide Reduce Chemically-Induced Inflammation in Mice and Inhibit the Acetylcholinesterase Activity.[J]. Inflammation, 2019, 42 5: 1561-1574. DOI:10.1007/s10753-019-01018-w.
[3] MING YUE ZHU. Vincosamide Has a Function for Inhibiting Malignant Behaviors of Hepatocellular Carcinoma Cells.[J]. World Journal of Oncology, 2022, 13 5: 272-288. DOI:10.14740/wjon1514.
[4] SEGUN A. ADERIBIGBE . Bioactivity and cytotoxicity profiling of vincosamide and strictosamide, anthelmintic epimers from Sarcocephalus latifolius (Smith) Bruce leaf[J]. Journal of ethnopharmacology, 2021, 265: Article 113142. DOI:10.1016/j.jep.2020.113142.
[5] ZHU M, FENG H, LIN B, et al. Vincosamide inhibits malignant behaviors of hepatocellular carcinoma cells by activating caspase-3 activity and blocking the PI3K/AKT signaling pathway[C]. 2020. DOI:10.21203/rs.3.rs-28543/v1.

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