Sarpagine | CAS:482-68-8 | Manufacturer ChemFaces

Sarpagine

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Description:

Sarpagine is effective in reversing multidrug-resistance (MDR) in vincristine-resistant KB cells.

In vitro:

Phytochemistry. 2014 Feb;98:204-15.

Macroline, akuammiline, sarpagine, and ajmaline alkaloids from Alstonia macrophylla.[Pubmed: 24342109]

METHODS AND RESULTS:
A total of seventeen alkaloids, comprising six macroline (including alstofolinine A, a macroline indole incorporating a butyrolactone ring-E), two ajmaline, one Sarpagine, and eight akuammiline alkaloids, were isolated from the stem-bark and leaf extracts of the Malayan Alstonia macrophylla. The structure and relative configurations of these alkaloids were established using NMR, MS and in several instances, confirmed by X-ray diffraction analysis.
CONCLUSIONS:
Six of these alkaloids were effective in reversing multidrug-resistance (MDR) in vincristine-resistant KB cells.

Sarpagine Description

Source:	The roots of Alstonia yunnanensis Diels
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Angew Chem Int Ed Engl. 2015 Jan 2;54(1):315-7.

Enantioselective, protecting-group-free total synthesis of sarpagine alkaloids--a generalized approach.[Pubmed: 25346454]

METHODS AND RESULTS:
A generalized synthetic access to Sarpagine alkaloids through a joint synthetic sequence has been accomplished. Its applicability is showcased by the enantioselective total syntheses of vellosimine (1), N-methylvellosimine (3), and 10-methoxyvellosimine (8). The synthetic sequence is concise (eight steps) from known compound 13, and requires no protecting groups. The indole heterocycle was introduced in the last step. This strategy allows access to Sarpagine alkaloids through a shared synthetic route leading to precursor 10, which we term "privileged intermediate". Starting from this intermediate, all Sarpagine alkaloids can be synthesized using phenylhydrazines with different substitution patterns (15-17).
CONCLUSIONS:
Our approach brings about the advantage, that synthesis optimization only needs to be performed once for many natural products. The key features of the synthesis are a [5+2]-cycloaddition and a ring enlargement.

Product Name	Sarpagine
Price:
CAS No.:	482-68-8
Catalog No.:	CFN98759
Molecular Formula:	C₁₉H₂₂N₂O₂
Molecular Weight:	310.4 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The roots of Alstonia yunnanensis Diels
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Anti-multidrug resistance Compound Library Alkaloids Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.2216 mL	16.1082 mL	32.2165 mL	64.433 mL	80.5412 mL
5 mM	0.6443 mL	3.2216 mL	6.4433 mL	12.8866 mL	16.1082 mL
10 mM	0.3222 mL	1.6108 mL	3.2216 mL	6.4433 mL	8.0541 mL
50 mM	0.0644 mL	0.3222 mL	0.6443 mL	1.2887 mL	1.6108 mL
100 mM	0.0322 mL	0.1611 mL	0.3222 mL	0.6443 mL	0.8054 mL

CFN99677	Dihydroperaksine	16100-84-8	312.4	C₁₉H₂₄N₂O₂
CFN99655	Peraksine	15527-80-7	310.4	C₁₉H₂₂N₂O₂
CFN89449	Rauvovertine B	2055073-72-6	326.38	C₁₉H₂₂N₂O₃
CFN89450	Rauvovertine C	2055073-74-8	321.41	C₂₀H₂₃N₃O
CFN89451	Rauvovertine A	2055073-75-9	326.38	C₁₉H₂₂N₂O₃
CFN97607	3-Hydroxysarpagine	857297-90-6	326.39	C₁₉H₂₂N₂O₃
CFN98684	10-Hydroxydihydroperaksine	451478-47-0	328.4	C₁₉H₂₄N₂O₃
CFN98712	N-Methylsarpagine methosalt	47418-70-2	339.5	C₂₁H₂₇N₂O₂
CFN98759	Sarpagine	482-68-8	310.4	C₁₉H₂₂N₂O₂
CFN98852	Lochnerine	522-47-4	324.4	C₂₀H₂₄N₂O₂