Catalogue Number
BN-O1424
Analysis Method
HPLC,NMR,MS
Specification
95%(HPLC)
Storage
-20℃
Molecular Weight
792.96
Appearance
Powder
Botanical Source
This product is isolated and purified from the herbs of Catharanthus roseus (L.)G. Don
Structure Type
Alkaloids
Category
Standards;Natural Pytochemical;API
SMILES
CCC1=CC2CC(C3=C(CCN(C2)C1)C4=CC=CC=C4N3)(C5=C(C=C6C(=C5)C78CCN9C7C(C=CC9)(C(C(C8N6C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC
Synonyms
Methyl (2β,3β,4β,5α,12β,19α)-4-acetoxy-15-[(13S,15S)-17-ethyl-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0.0]nonadeca-4(12),5,7,9,16-pentaen-13-yl]-3-hydroxy-16-m ethoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate/aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-[(7S,9S)-5-ethyl-1,4,7,8,9,10-hexahydro-9-(methoxycarbonyl)-2H-3,7-methanoazacycloundecino[5,4-b]indol-9-yl]-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2β,3β,4β,5α,12β,19α)-/Vincaleukoblastine, 3',4'-didehydro-4'-deoxy-6,7-dihydro-/Anhydrovinblastine/ANHYDROVINBLASTIN/Vinblastineanhydrous/3',4'-Dehydroisoleurosine/Vincaleukoblastine, 3',4'-didehydro-4'-deoxy-/Methyl (2β,3β,4β,5α,12β,19α)-4-acetoxy-15-[(13S,15S)-17-ethyl-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0.0]nonadeca-4(12),5,7,9,16-pentaen-13-yl]-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate/3',4'-Dehydrovinblastine/Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-[(7S,9S)-5-ethyl-1,4,7,8,9,10-hexahydro-9-(methoxycarbonyl)-2H-3,7-methanoazacycloundecino[5,4-b]indol-9-yl]-3-hydroxy-16-methoxy-1-m ;ethyl-, methyl ester, (2β,3β,4β,5α,12β,19α)-/Anhydrovincaleukoblastine
IUPAC Name
methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(13S,15S)-17-ethyl-13-methoxycarbonyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9,16-pentaen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
Density
1.4±0.1 g/cm3
Solubility
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Flash Point
Boiling Point
Melting Point
205-207ºC
InChl
InChI=1S/C46H56N4O8/c1-8-28-21-29-24-45(41(52)56-6,37-31(15-19-49(25-28)26-29)30-13-10-11-14-34(30)47-37)33-22-32-35(23-36(33)55-5)48(4)39-44(32)17-20-50-18-12-16-43(9-2,38(44)50)40(58-27(3)51)46(39,54)42(53)57-7/h10-14,16,21-23,29,38-40,47,54H,8-9,15,17-20,24-26H2,1-7H3/t29-,38+,39-,40-,43-,44-,45+,46+/m1/s1
InChl Key
FFRFGVHNKJYNOV-DOVUUNBWSA-N
WGK Germany
RID/ADR
HS Code Reference
2933990000
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
provides coniferyl ferulate(CAS#:38390-45-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
No Technical Documents Available For This Product.
31442047
A new triarylaminium radical cation promoted coupling of catharanthine with vindoline is disclosed, enlisting tris(4-bromophenyl)aminium hexachlororantimonate (BAHA, 1.1 equiv) in aqueous 0.05 N HCl/trifluoroethanol (1-10:1) at room temperature (25 °C), that provides anhydrovinblastine in superb yield (85%) with complete control of the newly formed quaternary C16′ stereochemistry. A definition of the scope of aromatic substrates that participate with catharanthine in the BAHA-mediated diastereoselective coupling reaction and simplified indole substrates other than catharanthine that participate in the reaction are disclosed that identify the key structural features required for participation in the reaction, providing a generalized indole functionalization reaction that bears little structural relationship to catharanthine or vindoline.
Triarylaminium Radical Cation Promoted Coupling of Catharanthine with Vindoline: Diastereospecific Synthesis of Anhydrovinblastine and Reaction Scope.
Boon BA1, Boger DL1.
2019 Sep 11
17970117
A high performance liquid chromatographic (HPLC) method with gradient elution was developed for the simultaneous determination of vindoline, catharanthine and anhydrovinblastine in Catharanthus roseus. The analytes were separated on a Waters (5)C18-MS-II column (4.6 mm x 250 mm) and detected at 220 nm. The mobile phases were methanol-1% (v/v) diethylamine solution (adjusted to pH 7.3 with phosphate) for gradient elution at temperature of 25 degrees C. The calibration curves for vindoline, catharanthine and anhydrovinblastine showed good linearity in the ranges of 0.03-1 mg/mL (r = 0.9997), 0.03-1 mg/mL (r = 0.9999) and 0.01-0.5 mg/mL (r = 0.9986), respectively. The recoveries were 96.8%, 97.0%, and 96.4% and the relative standard deviations (RSDs) were 1.53%, 1.37%, and 1.96%. The method is accurate, rapid and simple for the determination of vindoline, catharanthine and anhydrovinblastine in Catharanthus roseus.
[Simultaneous determination of vindoline, catharanthine and anhydrovinblastine in Catharanthus roseus by high performance liquid chromatography].
Yang L1, Tang Z, Zu Y.
2007 Jul
16651762
Dimeric indole alkaloid, anhydrovinblastine, which can be obtained from catharanthine and vindoline in a high yield, was converted stereoselectively into vinblastine through alternating oxidation-reduction with oxygen and NaBH(3)CN in the presence of anti-vinblastine monoclonal antibody.
Stereoselective conversion of anhydrovinblastine into vinblastine utilizing an anti-vinblastine monoclonal antibody as a chiral mould.
Shirahama T1, Kohno T, Kaijima T, Nagaoka Y, Morimoto D, Hirata K, Uesato S.
2006 May
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