Total Synthesis of Natural Dihydropyranones: A Contribution to the Structural Elucidation of Natural Products. Coibacins A and B, Cryptomoscatones D1, D2 and E3

Author(s)

Pilli, Ronaldo Aloise ^[1] ; Toneto Novaes, Luiz Fernando ^[1] ; Teixeira Carneiro, Vania Maria ^[1] ; Drekener, Roberta Lopes ^[1] ; Avila, Carolina Martins ^[1]

Affiliation

^[1] Univ Estadual Campinas, UNICAMP, Inst Chem, Campinas, SP - Brazil

• Document type: Journal article
• Source: CURRENT ORGANIC SYNTHESIS; v. 12, n. 5, p. 523-529, 2015.
• Web of Science Citations: 2

Abstract

Cryptomoscatones D1 and D2, dihydropyranones isolated from C. mandiocanna, had their stereochemistry solved after total syntheses and comparison of spectroscopic data of natural and synthetic samples. Natural dihydropyranones coibacins A and B, metabolites isolated from marine cyanobacterium cf. Oscillatoria sp, which display antileishmanial activity and anti-inflammatory properties, were synthesized and had their absolute configuration determined. Our efforts towards the synthesis of cryptomoscatone E3, natural dihydropyranone with unknown absolute configuration, are also discussed. (AU)

• FAPESP's process: 11/00457-5 - Synthesis of Dihydropyranones, evaluation of the inhibitory activity of CDC25 and cytotoxicity in tumor cells and structural studies
• Grantee: Vânia Maria Teixeira Carneiro
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 09/51602-5 - Chemical biology: new natural and synthetic molecular targets against cancer, structural studies, biological evaluation and mode of action
• Grantee: Ronaldo Aloise Pilli
• Support Opportunities: Research Projects - Thematic Grants
• FAPESP's process: 10/08673-6 - Studies toward the Synthesis of Analogues of Fostriecin and Total Synthesis and Structural Elucidation of Coibacinas A and B
• Grantee: Carolina Martins Avila de Sant'Ana
• Support Opportunities: Scholarships in Brazil - Doctorate