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UNCARINE C is an alkaloid compound isolated from Uncaria pteropoda, a plant species from the Rubiaceae family. It is stereoisomeric with Mitraphylline and exhibits various biological activities, including immunomodulating, anti-inflammatory, and anti-cancer properties. These activities are attributed to the presence of tetra/pentacyclic oxindole alkaloids in the compound. UNCARINE C forms colorless plates when crystallized from methanol (MeOH) and has specific optical rotation and ultraviolet spectrum characteristics.

5629-60-7

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5629-60-7 Usage

Uses

Used in Pharmaceutical Industry:
UNCARINE C is used as a pharmaceutical compound for its immunomodulating, anti-inflammatory, and anti-cancer activities. The presence of tetra/pentacyclic oxindole alkaloids in UNCARINE C contributes to its potential therapeutic applications in various diseases and conditions.
Used in Cancer Treatment:
UNCARINE C is used as an anti-cancer agent, particularly for its potential to modulate various oncological signaling pathways and exhibit inhibitory effects on tumor growth and progression. It may also demonstrate synergistic anticancer effects when combined with conventional chemotherapeutic drugs, enhancing chemo-sensitivity and efficacy in resistant cases.
Used in Drug Delivery Systems:
To improve the delivery, bioavailability, and therapeutic outcomes of UNCARINE C, novel drug delivery systems have been developed. These systems employ various organic and metallic nanoparticles as carriers for the compound, aiming to enhance its overall effectiveness in treating cancer and other related conditions.

References

Yeoh, Chan, Morsingh., Tetrahedron Lett., 931 (1966) Chan, Morsingh, Yeoh., 1. Chem. Soc., C, 2245 (1966) Stereochemistry: Shamma et al., 1. Amer. Chem. Soc., 89, 1739, 2799 (1967)

Check Digit Verification of cas no

The CAS Registry Mumber 5629-60-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,6,2 and 9 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5629-60:
(6*5)+(5*6)+(4*2)+(3*9)+(2*6)+(1*0)=107
107 % 10 = 7
So 5629-60-7 is a valid CAS Registry Number.
InChI:InChI=1/C21H24N2O4/c1-12-14-10-23-8-7-21(16-5-3-4-6-17(16)22-20(21)25)18(23)9-13(14)15(11-27-12)19(24)26-2/h3-6,11-14,18H,7-10H2,1-2H3,(H,22,25)/t12-,13-,14-,18-,21+/m0/s1

5629-60-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Uncarine C

1.2 Other means of identification

Product number -
Other names Isospeciophylline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5629-60-7 SDS

5629-60-7Relevant academic research and scientific papers

Analysis of the kinetics of isomerization of spiro oxindole alkaloids

Laus, Gerhard,Broessner, Dagmar,Senn, Gilbert,Wurst, Klaus

, p. 1931 - 1936 (2007/10/03)

The isomerization of the spiro oxindole alkaloids mitraphylline, isomitraphylline, pteropodine, isopteropodine, speciophylline and uncarine F in water has been studied at several temperatures and the rate coefficients have been determined. The effect of pH on the rate of reaction and the equilibrium composition has been investigated. The rate coefficients in water and in organic solvents correlate satisfactorily with the Dimroth-Reichardt solvent polarity parameter. The present results support the existence of a zwitterionic intermediate stabilized by polar solvents and show that protonation of the alkaloids inhibits the isomerization. The crystal structure of pteropodine has been determined.

New methods for the synthesis of oxindole alkaloids. Total syntheses of isopteropodine and pteropodine

Martin, Stephen F.,Mortimore, Michael

, p. 4557 - 4560 (2007/10/02)

The 2-oxindole alkaloids isopteropodine (11) and pteropodine (12) were conveniently synthesised from the known pentacycle (9) via a new and general protocol for oxidation and rearrangement of carboline lactams into 3,3-disubstituted-2-oxindoles.

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