Synthesis of diacetyl gamavuton-0 using acetyl chloride as an acylating agent

Margono, Supardjan Amir (Faculty of Pharmacy Universitas Gadjah Mada Yogyakarta)
Zendrato, Ridho Nugroho (Faculty of Pharmacy Universitas Gadjah Mada Yogyakarta)

INDONESIAN JOURNAL OF PHARMACY
Vol 17 No 1, 2006

Gamavuton-0 (GVT-0) is a curcumin-like compound, which is more stable than curcumin and still has an antioxidant property. The synthesis of diacetyl gamavuton-0 (diAcGVT-0) yielding an acetylation product that is more lipophile than GVT-0. The synthesis of diAcGVT-0 has been done by reacting GVT-0 and acetyl chloride as an acylating agent and tertiary amines as primary bases. DiAcGVT-0 was formed as the major product of synthesis but the product was not pure. Structure elucidation using UV-Vis, IR, 1H NMR and MS spectra showed that the main product was diAcGVT-0.Key words : diacetyl gamavuton-0, acetyl chloride, acylating agent, lipophile