PhD Scientific Days 2024

Budapest, 9-10 July 2024

Pharmaceutical Sciences and Health Technologies I.

Studies on the Total Syntheses of β‑carboline Alkaloids Orthoscuticellines A and B

Előadó neve

Pollák, Patrik, MSc

Neptun code

QDQ5IR

Előadó munkahelye

Directorate of Drug Substance Development, Egis Pharmaceuticals PLC, Budapest, Hungary; Department of Organic Chemistry, Faculty of Pharmacy, Semmelweis University, Budapest, Hungary

Előadó telefonszáma

06203791333

Előadó e-mail címe

pollakpatrik.chem@gmail.com

Az előadás címe

Studies on the Total Syntheses of β‑carboline Alkaloids Orthoscuticellines A and B

Szerző(k) neve és munkahelye

Patrik Pollák1,2, Balázs Volk1, Mátyás Milen1

1: Directorate of Drug Substance Development, Egis Pharmaceuticals PLC, Budapest, Hungary
2: Department of Organic Chemistry, Faculty of Pharmacy, Semmelweis University, Budapest, Hungary

Bemutatás módja

Szóbeli

Szekció

Pharmaceutical Sciences and Health Technologies I.

Language of the presentation

English

Preferred session

Pharmaceutical Sciences and Health Technologies

Összefoglaló szövege

Orthoscuticellines A and B are newly isolated natural β-carboline alkaloids from the moss animal Orthoscuticella ventricosa. Herein, we report the first targeted total synthesis of orthoscuticelline B and an analogous synthetic method for the preparation of dihydro derivate of orthoscuticelline A. The new synthetic approach is based on commercially available and inexpensive reagents leading to a practical synthesis of the target molecules. The reaction sequence consisting of a T3P®-catalyzed amide formation followed by a Bischler–Napieralski cyclisation and a DDQ-assisted dehydrogenation step ensures a practical access to orthoscuticelline B in three steps with 58% overall yield.

This work was prepared in the framework of 2020-1.1.2-PIACI-KFI-2020-00039 project with the support of the Ministry of Culture and Innovation from National Research Development and Innovation Fund.

University

Semmelweis University

Supervisor

Balázs Volk, Mátyás Milen

Publication of my abstract

I give consent to the publication of my abstract on the website of the congress.

Kind

Szabad

Status

elfogadva

Accepted presentation method

szóbeli

Előadás fájl jóváhagyás

nem rendelkezett róla

Előadó

7362

Start

16:15

End

16:25