ChemicalBook--->CAS DataBase List--->23141-27-7

23141-27-7

23141-27-7 Structure

23141-27-7 Structure
IdentificationBack Directory
[Name]

(1R)-1β-Ethenyl-2α-(β-D-glucopyranosyloxy)-1,2,7,8,13,13bα,14,14aα-octahydro-5H-indolo[2,3-a]pyrano[3,4-g]quinolizine-5-one
[CAS]

23141-27-7
[Synonyms]

Camptoside
Vincosamide
Vincoside lactam
Vincosamide >=90% (LC/MS-ELSD)
(3β,15β)-19,20-Didehydro-16α-ethenyl-17β-(β-D-glucopyranosyloxy)-18-oxayohimban-21-one
(3β,15β,16α,17β)-21-Oxo-16-vinyl-19,20-didehydro-18-oxayohimban-17-ylβ-D-glucopyranoside
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)-
[Molecular Formula]

C26H30N2O8
[MDL Number]

MFCD20274589
[MOL File]

23141-27-7.mol
[Molecular Weight]

498.52
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[form ]

Solid
[color ]

Off-white to light yellow
[InChIKey]

LBRPLJCNRZUXLS-AZVRXDBZSA-N
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Vincosamide(23141-27-7)1HNMR
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