Isolation, Identification and Tyrosinase Inhibitory Activities of the Extractives from Allamanda cathartica

Tyrosinase inhibitory activity of the extractives from A. cathartica was examined and their new bioactivity and potent active compounds were identified. Five compounds, glabridin, new lignan, kaempferol, naringenin, and allamandicin, were isolated by a series of chromatography, and identified by NMR and LC-MS. Among them, glabridin had the high-est tyrosinase inhibitory activity (IC50:2.93 μM) which is 15 times stronger than that of kojic acid used as positive con-trol (IC50:43.7 μM). Moreover the lignan was indentified as 1-[3-(4-allyl-2,6-dimethoxyphenoxy)-4-methoxyphenyl] propane-1,2,diol which was a novel lignan.

[1]  I. Batubara,et al.  Potency of Indonesian Medicinal Plants as Tyrosinase Inhibitor and Antioxidant Agent , 2010 .

[2]  Neeraj Kumar,et al.  Anti-free radical activities of kaempferol isolated from Acacia nilotica (L.) Willd. Ex. Del. , 2008, Toxicology in vitro : an international journal published in association with BIBRA.

[3]  Mingfu Wang,et al.  Tyrosinase inhibitors from paper mulberry (Broussonetia papyrifera) , 2008 .

[4]  I. Raskin,et al.  Preparative isolation and identification of tyrosinase inhibitors from the seeds of Garcinia kola by high-speed counter-current chromatography. , 2007, Journal of chromatography. A.

[5]  Mei-Hsien Lee,et al.  Bioactive constituents of Spatholobus suberectus in regulating tyrosinase-related proteins and mRNA in HEMn cells. , 2006, Phytochemistry.

[6]  M. T. Khan,et al.  Tyrosinase inhibitory lignans from the methanol extract of the roots of Vitex negundo Linn. and their structure-activity relationship. , 2006, Phytomedicine : international journal of phytotherapy and phytopharmacology.

[7]  Marcy J. Balunas,et al.  Drug discovery from medicinal plants. , 2005, Life sciences.

[8]  J. Vaya,et al.  Chalcones as potent tyrosinase inhibitors: the importance of a 2,4-substituted resorcinol moiety. , 2005, Bioorganic & medicinal chemistry.

[9]  J. Vaya,et al.  Chalcones as potent tyrosinase inhibitors: the effect of hydroxyl positions and numbers. , 2004, Phytochemistry.

[10]  A. Ibrahim.  Sulfation of naringenin by Cunninghamella elegans. , 2000, Phytochemistry.

[11]  P. Akah,et al.  Gastrointestinal Effects of Allamanda cathartica Leaf Extracts , 1992 .

[12]  J. Coppen,et al.  The occurrence of iridoids in Plumeria and Allamanda , 1983 .

[13]  J. Coppen.  Iridoids with algicidal properties from Allamanda cathartica , 1983 .

[14]  B. Blaylock,et al.  Isolation and structural elucidation of allamandin, an antileukemic iridoid lactone from Allamanda cathartica. , 1974, The Journal of organic chemistry.