Synthesis of Pimarane-type Diterpenes from Constituents of Copaiba Oil.

Synthesis of Pimarane-type Diterpenes from Constituents of Copaiba Oil.

Sass, Daiane Cristina; Heleno, Vladimir C. G.; Silva, Aline Nazaré; Silva, Simone Cavalcante; Constantino., Mauricio Gomes

Abstract:

Pimarane-type diterpenes, such as pimara- 8,15-diene (1) and pimaradienoic acid (5) (figure 1), are mainly isolated from conifer oleoresin. This class of compounds has shown interesting biological activities, e.g. analgesic, anti-tumor, antiinflammatory, vasorelaxant, antimicrobial activities, anti-Alzheimer and antioxidant effects. Due to the importance of this class, several research groups have already proposed total synthesis of those substances. Thus, we decided to study the synthesis of these compounds from two main constituents of Copaiba oil, copalic acid (7) and ent-agathic acid (8) (figure 2).

Pimarane-type diterpenes, such as pimara- 8,15-diene (1) and pimaradienoic acid (5) (figure 1), are mainly isolated from conifer oleoresin. This class of compounds has shown interesting biological activities, e.g. analgesic, anti-tumor, antiinflammatory, vasorelaxant, antimicrobial activities, anti-Alzheimer and antioxidant effects. Due to the importance of this class, several research groups have already proposed total synthesis of those substances. Thus, we decided to study the synthesis of these compounds from two main constituents of Copaiba oil, copalic acid (7) and ent-agathic acid (8) (figure 2).

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DOI: 10.5151/chempro-14bmos-R0132-2

Referências bibliográficas

• [1] 1 Jung, H. A. et al. Arch Pharm Res 2009, 32, 1399-1408.
• [2] 2 .McCreadie, T. et al. J. Chem. Soc. 1971, 312-316.

Como citar:

Sass, Daiane Cristina; Heleno, Vladimir C. G.; Silva, Aline Nazaré; Silva, Simone Cavalcante; Constantino., Mauricio Gomes; "Synthesis of Pimarane-type Diterpenes from Constituents of Copaiba Oil.", p-132-132. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0132-2