Copalic acid explained

Copalic acid is a chemical compound that is a constituent of copaiba oil, an oleoresin extracted from trees in the genus Copaifera.^[1] It is a diterpenoid of the labdane class.^[2]

Because copaiba oil has some uses in traditional herbal medicine, there has been scientific interest in investigating the potential pharmacology of its constituents, including copalic acid.^{[2] [3]} In addition, synthetic derivatives of copalic acid have been investigated for their potential pharmacology as well.^[4]

Several laboratory syntheses of copalic acid have been reported.^{[5] [6]}

Notes and References

1. 10.1002/bmc.2788 . Development and validation of a rapid RP-HPLC method for analysis of (−)-copalic acid in copaíba oleoresin . 2012 . Souza . Ariana Borges . Moreira . Monique Rodrigues . Borges . Carly Henrique Gambeta . Simão . Marília Rodrigues . Bastos . Jairo Kenupp . Sousa . João Paulo Barreto . Ambrosio . Sérgio Ricardo . Veneziani . Rodrigo Cassio Sola . Biomedical Chromatography . 27 . 3 . 280–283 . 22847230 .
2. 10.1007/s43450-021-00173-2 . Copalic Acid: Occurrence, Chemistry, and Biological Activities . 2021 . Medeiros . Vanessa Gonçalves . Durán . Fernando Javier . Lang . Karen Luise . Revista Brasileira de Farmacognosia . 31 . 4 . 375–386 . 258704922 .
3. 10.21577/0103-5053.20160309 . Copaiba Oil and Its Constituent Copalic Acid as Chemotherapeutic Agents against Dermatophytes . 2016 . Nakamura . Marcela . Endo . Eliana . De Sousa . João Paulo . Callejon . Daniel . Ueda-Nakamura . Tânia . Dias Filho . Benedito . De Freitas . Osvaldo . Nakamura . Celso . Lopes . Norberto . Journal of the Brazilian Chemical Society . free .
4. 10.1016/j.bmcl.2017.04.046 . Copalic acid analogs down-regulate androgen receptor and inhibit small chaperone protein . 2017 . Idippily . Nethrie D. . Zheng . Qiaoyun . Gan . Chunfang . Quamine . Aicha . Ashcraft . Morgan M. . Zhong . Bo . Su . Bin . Bioorganic & Medicinal Chemistry Letters . 27 . 11 . 2292–2295 . 28442254 .
5. 10.1016/j.molcatb.2008.07.004 . Enzymatic resolution of albicanol and its application to the synthesis of (−)-copalic acid . 2009 . Fujii . Mikio . Ishii . Sadayuki . Saito . Ryota . Akita . Hiroyuki . Journal of Molecular Catalysis B: Enzymatic . 59 . 4 . 254–260 .
6. 10.1016/j.tet.2015.12.022 . Synthesis of (−)-agathic acid and (−)-copalic acid from andrographolide via a regioselective Barton-McCombie reaction . 2016 . Xin . Zhengyuan . Lu . Yunlong . Xing . Xiaolan . Long . Jingjie . Li . Jiabin . Xue . Xiaowen . Tetrahedron . 72 . 4 . 555–562 .