Biological Activities and Cytotoxicity of Diterpenes from Copaifera spp. Oleoresins

Molecules

Fabiano de S. Vargas³  Patrໜia D. O. de Almeida¹  Elenn Suzany P. Aranha¹  Ana Paula de A. Boleti¹  Peter Newton²  Marne C. de Vasconcellos¹  Valdir F. Veiga Junior³  Emerson S. Lima¹ 

[1] Faculty of Pharmaceutical Sciences, Federal University of Amazonas, Manaus, Av. Gal. Rodrigo Octávio, 6.200, Japiim, Manaus-AM 69080-900, Brazil; E-Mails:;Environmental Studies Program, University of Colorado, Boulder, CO 80309, USA; E-Mail:;Chemistry Department, Federal University of Amazonas, Av. Gal. Rodrigo Octávio, 6.200, Japiim, Manaus-AM 69080-900, Brazil; E-Mails:

关键词: Copaifera L.;    diterpenic acids;    anti-inflammatory;    antitumoral;   

DOI  :  10.3390/molecules20046194

来源: mdpi

【 摘 要 】

Copaifera spp. are Amazonian species widely studied and whose oleoresins are used by local people for various medicinal purposes. However, a detailed study of the activity of the main phytochemical components of these oleoresins remains to be done. Here, we studied the cytotoxicity and in vitro anti-inflammatory effects of six diterpene acids: copalic, 3-hydroxy-copalic, 3-acetoxy-copalic, hardwickiic, kolavic-15-metyl ester, and kaurenoic, isolated from the oleoresins of Copaifera spp. The diterpenes did not show cytotoxicity in normal cell lines, nor did they show significant changes in viability of tumoral line cells. The 3-hydroxy-copalic was able to inhibit the enzyme tyrosinase (64% ± 1.5%) at 250 µM. The kolavic-15-metyl ester at 200 µM showed high inhibitory effect on lipoxygenase (89.5% ± 1.2%). Among the diterpenes tested, only kaurenoic and copalic acids showed significant hemolytic activities with 61.7% and 38.4% at 100 µM, respectively. In addition, it was observed that only the copalic acid (98.5% ± 1.3%) and hardwickiic acid (92.7% ± 4.9%) at 100 mM inhibited nitric oxide production in macrophages activated by lipopolysaccharide. In this assay, the diterpenes did not inhibit tumor necrosis factor-α production. The acids inhibited the production of IL-6, 3-acetoxy-copalic (23.8% ± 8.2%), kaurenoic (11.2% ± 5.7%), kolavic-15-methyl ester (17.3% ± 4.2%), and copalic (4.2% ± 1.8%), respectively, at 25 µM. The kaurenoic, 3-acetoxy-copalic and copalic acids increased IL-10 production. This study may provide a basis for future studies on the therapeutic role of diterpenic acids in treating acute injuries such as inflammation or skin disorders.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.