Abstract
One secoiridoid glycoside was isolated from the EtOAc-soluble fraction of flowers of Osmanthus fragrans var. aurantiacus by repeated silica gel, octadecyl silica gel (ODS) and Sephadex LH-20 column chromatographies. It was identified as (8E)-ligstroside based on spectroscopic methods including NMR and MS. This compound has been first isolated from Osmanthus fragrans var. aurantiacus, and showed BACE1 inhibition activity.
References
Asaka Y, Kamikawa T, and Kubota T (1972a) Total synthesis of (-)-4-hydroxy-2-hydroxymethyl-3,α-dimethylcyclopentaneethanol, the iridane part of jasminin. Tetrahedron Lett 16, 1597–1599.
Asaka Y, Kamikawa T, Kubota T, and Sakamoto H (1972b) Structures of secoiridoids from Ligstrum obtusifolium. Chem Lett 2, 141–144.
Choi YJ (1999) In Cultivation Techniques of Tree. O-Sung Publishing Company, Seoul, Korea.
Christophoridou S and Dais P (2009) Detection and quantification of phenolic compounds in olive oil by high resolution 1H nuclear magnetic resonance spectroscopy. Anal Chim Acta 633, 283–292.
Citron M (2004) Strategies for disease modification in Alzheimer’s disease. Nat Rev Neurosci 5, 677–685.
Deng C, Song G, and Hu Y (2004) Application of HSSPME and GC-MS to characterization of volatile compounds emitted from Osmanthus flowers. Ann Chim 94, 921–927.
Kim SJ, Lee HJ, Park KH, Rhee CO, Lim LJ, Chung HJ, and Moon JH (2008) Isolation and identification of low molecular phenolic antioxidants from ethyl acetate layer of Korean black raspberry (Rubus coreanus Miquel) wine. Korean J Food Sci Technol 40, 129–134.
Koichi M, Atsuko K, Tomokazu H, Rie K, Yasunori Y, and Masao K (2002) Studies on the constituents of Syringa species. X. Five new iridoid glycosides from the leaves of Syringa reticulate (Blume) Hara. Chem Pharm Bull 50, 493–497.
Kwak HM, Jeon SY, Sohng BH, Kim JG, Lee JM, Lee KB, Jeong HH, Hur JM, Kang YH, and Song KS (2005) β-Secretase (BACE1) inhibitors from pomegranate (Punica granatum) husk. Arch Pharm Res 28, 1328–1332.
Lalonde RT, Wong C, Tsai AIM, Wrobel JT, Ruszkowska J, Kabzinska K, Martin TI, and MacLean DB (1976) A carbon-13 nuclear magnetic resonance study of thiolane sulfoxides. The configurations of neothiobinupharidine sulfoxides. Chem Soc 54, 3007–3013.
Lee HH, Lin CT, and Yang LL (2007) Neuroprotection and free radical scavenging effects of Osmanthus fragrance. J Biomed Sci 14, 819–827.
Selkoe DJ (2001) Alzheimer’s disease: genes, proteins, and therapy. Physiol Rev 81, 741–766.
Yeon SW, Jeon YJ, Hwang EM, and Kim TY (2007) Effects of peptides derived from BACE1 catalytic domain on APP processing. Peptides 28, 838–844.dh]Short Communication
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Lee, DG., Choi, JS., Yeon, SW. et al. Secoiridoid glycoside from the flowers of Osmanthus fragrans var. aurantiacus makino inhibited the activity of β-secretase. J. Korean Soc. Appl. Biol. Chem. 53, 371–374 (2010). https://doi.org/10.3839/jksabc.2010.057
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DOI: https://doi.org/10.3839/jksabc.2010.057