Affinisine
Nama | |
---|---|
Nama IUPAC (preferensi) [(6S,9E,10R,11R,12S)-9-Ethylidene-5-methyl-5,6,7,8,9,10,11,11a,12-decahydro-6,10-methanoindolo[2,3-g]quinolizin-11-yl]methanol | |
Nama lain 1-Methylsarpagan-17-ol, De(hydroxymethyl)voachalotinol | |
Penanda | |
Nomor CAS |
|
Model 3D (JSmol) |
|
3DMet | {{{3DMet}}} |
ChemSpider |
|
Nomor EC | |
PubChem CID |
|
Nomor RTECS | {{{value}}} |
CompTox Dashboard (EPA) |
|
InChI
| |
SMILES
| |
Sifat | |
Rumus kimia | C20H24N2O |
Massa molar | 308,43 g·mol−1 |
Kecuali dinyatakan lain, data di atas berlaku pada suhu dan tekanan standar (25 °C [77 °F], 100 kPa). | |
Referensi | |
Affinisine adalah alkaloid indol monoterpena yang dapat diisolasi dari tanaman genus Tabernaemontana.[1][2] Secara struktural, Affinisine dapat dianggap sebagai anggota keluarga alkaloid sarpagine dan dapat disintesis dari triptofan melalui reaksi Pictet-Spengler.[3][4]
Farmakologi
Pengujian farmakologis terbatas telah menunjukkan bahwa affinisine dapat secara efektif menghambat asetilkolinesterase dan butirilkolinesterase.[1][5]
Referensi
- ^ a b Andrade, Marcelo T.; Lima, Josélia A.; Pinto, Angelo C.; Rezende, Claudia M.; Carvalho, Meriane P.; Epifanio, Rosângela A. (Juni 2005). "Indole alkaloids from Tabernaemontana australis (Müell. Arg) Miers that inhibit acetylcholinesterase enzyme". Bioorganic & Medicinal Chemistry. 13 (12): 4092–4095. doi:10.1016/j.bmc.2005.03.045. PMID 15911323.
- ^ Clivio, Pascale; Richard, Bernard; Deverre, Jean-Robert; Sevenet, Thierry; Zeches, Monique; Le Men-Oliver, Louisette (Januari 1991). "Alkaloids from leaves and root bark ofErvatamia hirta". Phytochemistry. 30 (11): 3785–3792. doi:10.1016/0031-9422(91)80111-D.
- ^ Liu, Xiaoxiang; Wang, Tao; Xu, Qingge; Ma, Chunrong; Cook, James M (Agustus 2000). "Enantiospecific total synthesis of the enantiomer of the indole alkaloid affinisine". Tetrahedron Letters. 41 (33): 6299–6303. doi:10.1016/S0040-4039(00)01061-3.
- ^ Liao, Xuebin; Zhou, Hao; Yu, Jianming; Cook, James M. (November 2006). "An Improved Total Synthesis of (+)-Macroline and Alstonerine as Well as the Formal Total Synthesis of (−)-Talcarpine and (−)-Anhydromacrosalhine−methine". The Journal of Organic Chemistry. 71 (23): 8884–8890. doi:10.1021/jo061652u. PMID 17081019.
- ^ Vieira, Ivo J.C.; Medeiros, Walter L.B.; Monnerat, Cecilia S.; Souza, Jucimar J.; Mathias, Leda; Braz-Filho, Raimundo; Pinto, Angelo C.; Sousa, Priscila M.; Rezende, Claudia M.; Epifanio, Rosângela De A. (September 2008). "Two fast screening methods (GC-MS and TLC-ChEI assay) for rapid evaluation of potential anticholinesterasic indole alkaloids in complex mixtures". Anais da Academia Brasileira de Ciências. 80 (3): 419–426. doi:10.1590/S0001-37652008000300003 . PMID 18797794.
- l
- b
- s