Events MOL2NET'20, Conference on Molecular, Biomed., Comput. & Network Science and Engineering, 6th ed.

Event submissions

Published

10.3390/mol2net-06-09174 (registering DOI)

This submission belongs to the session 01. CHEMBIOMOL-06: Chem. Biol. & Med. Chem. Workshop, Bilbao-Rostock, Germany-Galveston, Texas, USA, 2020 of the event MOL2NET'20, Conference on Molecular, Biomed., Comput. & Network Science and Engineering, 6th ed.

Published date

15 Jan, 2021

Citation

Iratxe Barbolla, Leidi Hernández-Suárez, Viviana Quevedo-Tumailli, Deyani Nocedo-Mena, Sonia Arrasate, María Auxiliadora Dea-Ayuela, Nuria Sotomayor, Esther Lete, Synthesis of Pyrrolo[1,2-b]isoquinolines through Carbopalladation Initiated Domino Reactions. Evaluation as New Antileishmanial Agents, in Proceedings of MOL2NET'20, Conference on Molecular, Biomed., Comput. & Network Science and Engineering, 6th ed., 30 January 2020–30 January 2021, MDPI: Basel, Switzerland, doi: 10.3390/mol2net-06-09174

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Synthesis of Pyrrolo[1,2-b]isoquinolines through Carbopalladation Initiated Domino Reactions. Evaluation as New Antileishmanial Agents

Iratxe Barbolla ¹

Leidi Hernández-Suárez ¹

Viviana Quevedo-Tumailli ^1,2,3

Deyani Nocedo-Mena ¹

Sonia Arrasate ¹

María Auxiliadora Dea-Ayuela ⁴

Nuria Sotomayor ¹

Esther Lete ¹

1. Departamento de Química Orgánica e Inorgánica, Facultad de Ciencia y Tecnología, Universidad del País Vasco / Euskal Herriko Unibertsitatea UPV/EHU, Apdo. 644, 48080, Bilbao, Spain.

2. RNASA-IMEDIR, Computer Science Faculty, University of A Coruña, 15071, A Coruña, Spain.

3. Universidad Estatal Amazónica UEA, Puyo, 160150, Pastaza, Ecuador.

4. Departamento de Farmacia, Facultad de Ciencias de la Salud, Universidad CEU Cardenal Herrera, Edificio Seminario s/n, 46113, Moncada, Valencia, Spain.

Abstract

A series of C-10 substituted pyrrolo[1,2-b]isoquinolines have been synthesized via palladium-catalyzed Heck/Suzuki and Heck/anion capture cascade reactions. These compounds have shown antileishmanial activity against cutaneous (L. amazonensis) leishmaniasis, being even 10-fold more potent and selective than the drug of reference, Miltefosine. A Perturbation Theory Machine Learning (PTML) model has also been developed for the prediction of the probability with which a query compound reaches a desired level for multiple parameters vs. different Leishmania species and target proteins.

Keywords

pyrrolo[1,2-b]isoquinolines

antileishmanial

PTML model

Manuscript

MOL2NET_IratxeBarbolla.pdf

Non canonical VSD-pore conections

Site Selective Monoacylation of Pyrroles through Palladium-Catalyzed C-H Activation with Aldehydes. Synthesis of Pyrrolomycins