Synthesis of a potential angiogenesis inhibitor compound: 2-benzylidene cyclohexane-1,3-dione

Main Author: Istyastono, Enade; Laboratorium Kimia Farmasi, Fakultas Farmasi, Universitas Sanata Dharma, Paingan, Maguwohardjo, Yogyakarta
Format: Article info eJournal
Bahasa: eng
Terbitan: Faculty of Pharmacy Universitas Gadjah Mada, Yogyakarta, Skip Utara, 55281, Indonesia , 2016
Online Access: http://indonesianjpharm.farmasi.ugm.ac.id/index.php/3/article/view/50
Daftar Isi:
  • Synthesis of an aromatic cyclic enadione, 2-benzylidene-cyclohexane-1,3-dione (a potential angiogenesis inhibitor), has been done using benzaldehide (50 mmole) and cyclohexane-1,3-dione (50 mmole) as starting materials and NaOH 1.0 N as a catalyst. Odorless and white needle-shape powder has been achieved. The powder was 252.7 mg (2.53 %) and the purity of the powder was 88.81 %. Its melting point was 214.8 oC. The purity of the product was examined by gas chromatography, while the structure elucidation was done using IR spectrometer, 1H-NMR spectrometer, and GC-MS.IR spectrometer showed that the compound had a -C=O bond conjugated to an alkene or a phenyl moiety, methylen groups, and alkene’s -C–H bonds. 1H-NMR spectrometer showed that the compound had benzene moiety and methylen moieties, which were in α and β position to a carbonyl group. GC-MS showed that the molecular weight of the compound was 200 atomic mass unit.Key words: Angiogenesis inhibitor, synthesis, 2-benzylidene-cyclohexane-1,3-dione.