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Reserpine

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-R3005

  • Specification : 98%

  • CAS number : 50-55-5

  • Formula : C33H40N2O9

  • Molecular Weight : 608.68

  • PUBCHEM ID : 5770

  • Volume : 25mg

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Catalogue Number

BF-R3005

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

608.68

Appearance

White powder

Botanical Source

Rauvolfia verticillata

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC

Synonyms

methyl (1S,2R,3R,4aS,13bR,14aS)-2,11-dimethoxy-3-{[(3,4,5-trimethoxyphenyl)carbonyl]oxy}-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylate/methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate/Hiserpia/Yohimban-16-carboxylic acid, 11,17-dimethoxy-18-((3,4,5-trimethoxybenzoyl)oxy)-, methyl ester, (3β,16β,17α,18β,20α)-/Methyl 18b-Hydroxy-11,17a-dimethoxy-3b,20a-yohimban-16b-carboxylate 3,4,5-Trimethoxybenzoate (Ester)/Serpipur/Raunervil/Serpanray/Methyl (3β,16β,17α,18β,20α)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate/Methyl-(1S,2R,3R,4aS,13bR,14aS)-2,11-dimethoxy-3-{[(3,4,5-trimethoxyphenyl)carbonyl]oxy}-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isochinolin-1-carboxylat/methyl reserpate 3,4,5-trimethoxybenzoic acid ester/Raupasil/SERPASIL/Rausedil/rivasin/reserpine/Yohimban-16-carboxylic acid, 11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-, methyl ester, (3β,16β,17α,18β,20α)-/[3H]-Reserpine/Serpivite/(-)-reserpine/4-25-00-01319/Reserpine Base/serpentina/Serp-AFD/Serpalan/Apoplon

IUPAC Name

methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

Density

1.3±0.1 g/cm3

Solubility

Chloroform; Acetone

Flash Point

377.2±32.9 °C

Boiling Point

700.1±60.0 °C at 760 mmHg

Melting Point

265ºC (dec.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2939800000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:50-55-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

32244635

Abstract

Alzheimer’s disease (AD) is a multifactorial disorder characterized by exponential loss of memory and cognitive deficit involving several disease modifying targets (amyloid beta, beta-secretase, monoaminoxidase-B, and cholinesterase). The present study explores multi-target directed ligand approach using secondary metabolite reserpine (RES) and ajmalicine (AJM) obtained from Rauwolfia serpentina roots. Novel LCMS and HPLC methods were developed for identification and quantification of reserpine and ajmalicine. In vitro enzyme inhibition assays were performed to evaluate anti-cholinesterase, β-site amyloid cleaving enzyme (BACE-1) inhibition and monoamine oxidase-B (MAO-B) inhibition, further analyzed with in silico analysis. Anti-amyloidogenic potential was studied using anti-aggregation studies along with TEM and circular dichroism (CD) analysis. In vitro neuroprotective potential against Aβ toxicity and anti-oxidative stress was demonstrated using PC12 cell cultures. Reserpine is a more potent dual cholinesterase inhibitor than ajmalicine (IC50 values of 1.7 μM (AChE) and 2.8 μM (BuChE)). The anti-aggregation activity of reserpine (68%) was more than ajmalicine (56%). Both compounds demonstrated neuroprotective activity against Aβ42 (92%) and H2O2 (93%) induced toxicity in PC12 cells against controls. Phytocompounds also inhibited MAO-B and BACE-1 enzymes in concentration dependent manner. Molecular docking studies indicated the strong binding of compounds to the catalytic site of targets. This novel study demonstrated that reserpine and ajmalicine as a multi-target directed ligand that have disease modifying potential for amelioration of AD.

KEYWORDS

Alzheimer’s disease; Aβ; BACE-1; MAO-B; ajmalicine; molecular docking; multi target directed ligand; rauwolfia serpentina; reserpine

Title

Ajmalicine and Reserpine: Indole Alkaloids as Multi-Target Directed Ligands Towards Factors Implicated in Alzheimer's Disease.

Author

Kashyap P1, Kalaiselvan V2, Kumar R2, Kumar S1.

Publish date

2020 Apr 1

PMID

32179903

Abstract

BACKGROUND:
Refractory hypertension (RfHTN), a phenotype of antihypertensive treatment failure, is defined as uncontrolled automated office BP [AOBP] ≥130/80 mmHg and awake ambulatory BP [ABP] ≥130/80 mmHg on ≥5 antihypertensive medications, including chlorthalidone and a mineralocorticoid receptor antagonist. Previous studies suggest that RfHTN is attributable to heightened sympathetic tone. The current study tested whether reserpine, a potent sympatholytic agent, lowers BP in patients with RfHTN.

METHODS:
Twenty-one out of 45 consecutive patients with suspected RfHTN were determined to be fully adherent with their antihypertensive regimen. Seven patients agreed to participate in the current clinical trial with reserpine and six patients completed the study. Other sympatholytic medications, such as clonidine or guanfacine were tapered and discontinued before starting reserpine. Reserpine 0.1 mg daily was administered in an open-label fashion for 4 weeks. All patients were evaluated by AOBP and 24-hour ABP at baseline and after 4 weeks of treatment.

RESULTS:
Reserpine lowered mean systolic and diastolic AOBP by 29.3±22.2 and 22.0±15.8 mmHg, respectively. Mean 24-hr systolic and diastolic ABP was reduced by 21.8±13.4 and 15.3±9.6 mmHg, mean awake systolic diastolic ABP by 23.8±11.8 and 17.8±9.2 mmHg, and mean asleep systolic and diastolic ABP by 21.5±11.4 and 13.7±6.4 mmHg, respectively.

CONCLUSIONS:
Reserpine, a potent sympatholytic agent, lowers BP in patients whose BP remained uncontrolled on maximal antihypertensive therapy, lending support to the hypothesis that excess sympathetic output contributes importantly to the development of RfHTN.

© American Journal of Hypertension, Ltd 2020. All rights reserved. For Permissions, please email: journals.permissions@oup.com.

KEYWORDS

refractory hypertension; reserpine; sympathetic activity

Title

Reserpine Substantially Lowers Blood Pressure in Patients with Refractory Hypertension: A Proof of Concept Study.

Author

Siddiqui M1, Bhatt H2, Judd EK3, Oparil S1, Calhoun DA1.

Publish date

2020 Mar 17

PMID

31605761

Abstract

This study investigated the effects of reserpine, the main bioactive compound of Rauwolfia serpentina, on biofilm formation and biofilm-associated virulence factors production in a Gram-positive pathogen, Staphylococcus aureus. Crystal violet assay, MTT assay, Congo red binding, CLSM studies were performed to assess the antibiofilm activity. Molecular docking was performed to explain the possible mode of action, catheter model was used to evaluate its application potential and the combinatorial study was performed in search of an improved therapeutic formulation. Reserpine affected biofilm formation, EPS production, biofilm cell viability and virulence factor production. It could eradicate 72.7% biofilm at ½ × MIC dose and could also stop the metabolic activity of 50.6% bacterial cells in a biofilm. Staphylococcus aureus biofilm- and virulence-regulatory proteins like AgrA, AtlE, Bap, IcaA, SarA and SasG were found to interact with reserpine which might lead to the attenuation of its pathogenicity. Reserpine along with other commercial antibiotics could generate a hightened antibiofilm response, and also eradicated a good percentage of bacterial biofilm from a urinary catheter model. These findings suggested reserpine as a good alternative entity to generate new improved therapeutic formulations.

Copyright © 2019 Elsevier Ltd. All rights reserved.

KEYWORDS

Biofilm; CLSM; Combinatorial assay; Molecular docking; Reserpine; Staphylococcus aureus

Title

Reserpine attenuates biofilm formation and virulence of Staphylococcus aureus.

Author

Parai D1, Banerjee M1, Dey P1, Mukherjee SK2.

Publish date

2020 Jan


Description :

Reserpine is an inhibitor of the vesicular monoamine transporter 2 (VMAT2).