Stereoselective Synthesis of an Analogue of the Macrolactone of Isomigrastatin

Stereoselective Synthesis of an Analogue of the Macrolactone of Isomigrastatin

Dias, Luiz C.; Amarante, Giovanni W.; Conegero, Leila S.; Finelli, Fernanda G.; Monteiro, Gustavo C.

Abstract:

Isomigrastatin (1) was first isolated in 2002 from cultures of Streptomyces platensis (strain NRRL 18993) by Kosan Biosciences researchers (Figure 1). This natural product belongs to the glutarimide polyketide family and it is a precursor of migrastatin in its biosynthetic pathway. Recently, our group developed an approach for the synthesis of the macrolactone of migrastatin and analogues. Regarding the biological importance of these skeletons and taking into consideration that isomigrastatin analogues have not been explored yet, we decided to extend this strategy in the synthesis of an analogue of the macrolactone of isomigrastatin.

Isomigrastatin (1) was first isolated in 2002 from cultures of Streptomyces platensis (strain NRRL 18993) by Kosan Biosciences researchers (Figure 1). This natural product belongs to the glutarimide polyketide family and it is a precursor of migrastatin in its biosynthetic pathway. Recently, our group developed an approach for the synthesis of the macrolactone of migrastatin and analogues. Regarding the biological importance of these skeletons and taking into consideration that isomigrastatin analogues have not been explored yet, we decided to extend this strategy in the synthesis of an analogue of the macrolactone of isomigrastatin.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0148-1

Referências bibliográficas

• [1] 1 Woo, E. J.; Starks, C. M.; Carney, J. R.; Arslanian, R.; Cadapan, L.; Zavala, S.; Licari, P. J. Antibiot. 2002, 55, 141.
• [2] 2 Dias, L. C.; Finelli, F. G.; Conegero, L. S.; Krogh, R.; Andricopulo, A. D. Eur. J. Org. Chem. 2010, 6748.

Como citar:

Dias, Luiz C.; Amarante, Giovanni W.; Conegero, Leila S.; Finelli, Fernanda G.; Monteiro, Gustavo C.; "Stereoselective Synthesis of an Analogue of the Macrolactone of Isomigrastatin", p-148-148. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0148-1