2182-14-1 Vindoline AKSci O453
 
 
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  O453    
Vindoline
, 98% (HPLC)
 
Vindolin
Methyl (2β,3β,4β,5α,12R,19α)-4-(Acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylate




IDENTITY
CAS Number:2182-14-1
MDL Number:MFCD27991347
MF:C25H32N2O6
MW:456.53
EINECS:218-558-0
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:98% (HPLC)
Physical Form (at 20°C):Solid
Melting Point:164-165°C
Optical Rotation:-65±3°, (c=1.5, in methanol)
Long-Term Storage:Store long-term at 2-8°C
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

BIOLOGICAL INFO
Solubility:Soluble in chloroform or ethanol

REVIEW

 Vindoline is a monomeric vinca-alkaloid from the leaves of C. roseus, and biosynthetically forms the lower portion of the lead anti-tumor agents, vinblastine and vincristine. Catharanthus roseus (L). Don (Catharanthus roseus) is a traditional anti-diabetic herb widely used in many countries, and the alkaloids of Catharanthus roseus are considered to possess hypoglycemic ability. Vindoline might contribute to the anti-diabetic effects of Catharanthus roseus, and this natural product may find its more applications in the improvement of beta-cell dysfunction and further the potential treatment of type 2 diabetes. Vindoline has been shown to dilate renal arteries in vitro through one or more pathways, including inhibition of calcium entry, TEA positive sensitive potassium channel or protein kinase pathways in vascular smooth muscle cells.

REFERENCES
[1]Money T, Wright IG, McCapra F, Hall ES, Scott AI. Biosynthesis of indole alkaloids. Vindoline. J Am Chem Soc. 1968 Jul 17;90(15):4144-50.
[2] Hong, Jian; Chen, Shu-Hui Edited by Zhang, Lixin; Demain, Arnold Case studies in natural-product optimization: novel antitumor agents derived from Taxus brevifolia and Catharanthus roseus. Natural Products (2005), 169-196.
[3] De Luca, Vincenzo. Biochemistry and molecular biology of indole alkaloid biosynthesis: the implication of recent discoveries Recent Advances in Phytochemistry (2003), 37(Integrative Phytochemistry: from Ethnobotany to Molecular Ecology), 181-202.
[4] Yao XG, Chen F, Li P, Quan L, Chen J, Yu L, Ding H, Li C, Chen L, Gao Z, Wan P, Hu L, Jiang H, Shen X. Natural product vindoline stimulates insulin secretion and efficiently ameliorates glucose homeostasis in diabetic murine models. J Ethnopharmacol. 2013 Oct 28;150(1):285-97.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H341

Precautionary Statements
P201; P202; P281; P308+P313; P405; P501


Current as of May 10, 2024


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CATEGORIES

 APIs and Bioactives > Alkaloids, Chemotherapeutics


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