Opendata, web and dolomites

CATKERB SIGNED

Total Syntheses of Catharanthine and Keramaphidin B by an Iridium-Catalyzed Reductive Cyclization Cascade

Total Cost €

0

EC-Contrib. €

0

Partnership

0

Views

0

 CATKERB project word cloud

Explore the words cloud of the CATKERB project. It provides you a very rough idea of what is the project "CATKERB" about.

consists    bridged    compound    belongs    group    microtubules    dienes    manzamine    course    enantioselective    fellowship    catalyzed    agents    total    intended    dixon    rings    kb    optimization    centers    first    perfect    macrocycles    substrate    catharanthine    reaction    motif    structural    keramaphidin    valuable    time    shows    corresponding    electron    cyclization    direct    ing    dihydropyridinones    scope    solvent    octene    subsequent    iboga    cells    ic50    stage    methodology    chiral    mice    iridium    class    vinblastine    cycloaddition    piperidine    double    suitable    azabicyclo    acids    reductive    alkaloids    additional    configured    treatment    temperature    cascade    42    indoline    unbridged    mitosis    stereogenic    leukaemia    pentacyclic    epidermal    28       humans    precursor    catharanthus    natural    triple    proof    bond    feasibility    indole    mu    quaternary    establishing    dimeric    ml    clinically    inhibit    diels    marine    lewis    alder    structurally    comprising    catalysts    acid    during    syntheses    varying    vincristine    transformation    amine    cancer    usually    carry    substituted    alkaloid    cytotoxicity    moiety    variant    powerful    p388    family   

Project "CATKERB" data sheet

The following table provides information about the project.

Coordinator
THE CHANCELLOR, MASTERS AND SCHOLARS OF THE UNIVERSITY OF OXFORD 

Organization address
address: WELLINGTON SQUARE UNIVERSITY OFFICES
city: OXFORD
postcode: OX1 2JD
website: www.ox.ac.uk

contact info
title: n.a.
name: n.a.
surname: n.a.
function: n.a.
email: n.a.
telephone: n.a.
fax: n.a.

 Coordinator Country United Kingdom [UK]
 Total cost 212˙933 €
 EC max contribution 212˙933 € (100%)
 Programme 1. H2020-EU.1.3.2. (Nurturing excellence by means of cross-border and cross-sector mobility)
 Code Call H2020-MSCA-IF-2019
 Funding Scheme MSCA-IF-EF-ST
 Starting year 2020
 Duration (year-month-day) from 2020-06-01   to  2022-05-31

 Partnership

Take a look of project's partnership.

# participants  country  role  EC contrib. [€] 
1    THE CHANCELLOR, MASTERS AND SCHOLARS OF THE UNIVERSITY OF OXFORD UK (OXFORD) coordinator 212˙933.00

Map

 Project objective

During the course of this Fellowship a reductive cyclization cascade for dihydropyridinones, which consists of an iridium-catalyzed reduction to the corresponding electron-rich dienes and subsequent [42] cycloaddition (Diels-Alder reaction) will be developed. A first promising proof of concept study establishing the feasibility of this powerful transformation has already been carried out in the Dixon group; however further optimization by varying the solvent, the reaction time, the temperature or by using suitable Lewis acids is required to perfect the methodology. The additional use of chiral Lewis acid or chiral amine catalysts is also intended to develop an enantioselective variant of this method. The methodology development should then be completed by determining the substrate scope. The resulting azabicyclo[2.2.2]octene motif is an important structural component of various alkaloids. Therefore, this reaction cascade should then be used as a late stage key step in the total syntheses of the natural products catharanthine and keramaphidin B.

Catharanthine is an important member of the large class of iboga alkaloids, which usually carry as common structural feature an indole or an indoline moiety. Catharanthine can be considered as a direct precursor of the dimeric Catharanthus alkaloids vinblastine and vincristine, both of which are clinically valuable agents in the treatment of cancer due to their ability to inhibit mitosis the formation of microtubules.

The marine alkaloid keramaphidin B belongs to the manzamine family and shows cytotoxicity against P388 leukaemia cells in mice (IC50 0.28 μg/mL) and against epidermal KB cancer cells in humans (IC50 0.30 μg/mL). Structurally, keramaphidin B is a pentacyclic compound comprising two piperidine rings (one bridged and one unbridged) and two macrocycles. Furthermore, this alkaloid has two (Z)-configured and one triple-substituted double bond, as well as four stereogenic centers, one of which is quaternary.

Are you the coordinator (or a participant) of this project? Plaese send me more information about the "CATKERB" project.

For instance: the website url (it has not provided by EU-opendata yet), the logo, a more detailed description of the project (in plain text as a rtf file or a word file), some pictures (as picture files, not embedded into any word file), twitter account, linkedin page, etc.

Send me an  email (fabio@fabiodisconzi.com) and I put them in your project's page as son as possible.

Thanks. And then put a link of this page into your project's website.

The information about "CATKERB" are provided by the European Opendata Portal: CORDIS opendata.

More projects from the same programme (H2020-EU.1.3.2.)

EMPaTHY (2019)

use of multiscale modElling to Minimize coke ProducTion during the methanol-to- HYdrocarbon process

Read More  

WIRED (2019)

Wired: The Role of Infrastructure in the Tibetan Buddhist Revival in Contemporary China

Read More  

Cartesian Networks (2020)

Cartesian Networks in Early Modern Europe: A Quantitative and Interdisciplinary Approach

Read More