Synthesis and application in alkynylation of southwest fragment of raputindol A and D

• Grant number: 15/00264-3
• Support Opportunities: Scholarships in Brazil - Scientific Initiation
• Start date: April 01, 2015
• End date: March 31, 2016
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Luiz Fernando da Silva Júnior
• Grantee: Bruna Lacerda da Silva Abreu
• Host Institution: Instituto de Química (IQ). Universidade de São Paulo (USP). São Paulo , SP, Brazil

Abstract

Alkaloids bearing the indole moiety constitute one of the most important groups of natural products, mainly due to their remarkable biological activity. Usually, these heterocyclic compounds are substituted in the very reactive two and three positions. In 2010, raputindoles A-D were isolated from the Amazonian plant Raputia simulans Kallunki (Rutaceae), which was collected in Peru. In 2011, a Brazilian research group reported a new analogue for this class of compounds. These bisindoles possess a cyclopentyl unit fused to the benzene ring of one of the indoles and constitute a novel class of indole alkaloids. This undergrad research project aims to develop a synthetic route to the southwest fragment of Raputindole A, as well as Raputindole D, complementing a PhD project in progress.