New Non-Toxic Semi-Synthetic Derivatives from Natural Diterpenes Displaying Anti-Tuberculosis Activity

Author(s)

Matos, Priscilla M. ^[1] ; Mahoney, Brian ^[2] ; Chan, Yohan ^[2] ; Day, David P. ^[2] ; Cabral, Mirela M. W. ^[1] ; Martins, Carlos H. G. ^[1] ; Santos, Raquel A. ^[1] ; Bastos, Jairo K. ^[3] ; Page, Philip C. Bulman ^[2] ; Heleno, Vladimir C. G. ^[1]

Affiliation

^[1] Univ Franca, Nucleo Pesquisas Ciencias Exatas & Tecnol, BR-14404600 Franca - Brazil

^[2] Univ E Anglia, Sch Chem, Norwich NR4 7TJ, Norfolk - England

^[3] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto - Brazil

• Document type: Journal article
• Source: Molecules; v. 20, n. 10, p. 18264-18278, OCT 2015.
• Web of Science Citations: 6

Abstract

We report herein the synthesis of six diterpene derivatives, three of which are new, generated through known organic chemistry reactions that allowed structural modification of the existing natural products kaurenoic acid (1) and copalic acid (2). The new compounds were fully characterized using high resolution mass spectrometry, infrared spectroscopy, H-1- and C-13-NMR experiments. We also report the evaluation of the anti-tuberculosis potential for all compounds, which showed some promising results for Micobacterium tuberculosis inhibition. Moreover, the toxicity for each of the most active compounds was also assessed. (AU)

• FAPESP's process: 11/13630-7 - Chemical and pharmacological validation of extracts and active compounds of Copaifera species
• Grantee: Jairo Kenupp Bastos
• Support Opportunities: Research Projects - Thematic Grants
• FAPESP's process: 09/09491-1 - Structural modifications and detailed NMR studies of biologically active natural products
• Grantee: Vladimir Constantino Gomes Heleno
• Support Opportunities: Regular Research Grants