Quillajasides A and B: New Phenylpropanoid Sucrose Esters from the Inner Bark of Quillaja saponaria Molina

Journal of Agricultural and Food Chemistry

Volumn 63, Issue 40, 2015, Pages 8905-8911

  Maier, Christiane ^a   Conrad, Jürgen ^a   Steingass, Christof B ^a   Beifuss, Uwe ^a   Carle, Reinhold ^a,b   Schweiggert, Ralf M ^a  

^a UNIVERSITY OF HOHENHEIM   (Germany)

^b KING ABDULAZIZ UNIVERSITY   (Saudi Arabia)

Author keywords

browning; MS MS; NMR spectroscopy; polyphenol; Quillaja saponaria Molina; saponin

Indexed keywords

COPPER METALLURGY; COSMETICS; ESTERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

BROWNING; MS/MS; POLYPHENOLS; QUILLAJA SAPONARIA; SAPONIN;

SUGAR (SUCROSE);

ESTER; PLANT EXTRACT; SAPONIN; SUCROSE;

BARK; CHEMICAL STRUCTURE; CHEMISTRY; QUILLAJA; TREE;

ESTERS; MOLECULAR STRUCTURE; PLANT BARK; PLANT EXTRACTS; QUILLAJA; SAPONINS; SUCROSE; TREES;

EID: 84944207403     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/acs.jafc.5b03532     Document Type: Article

References (14)

1. San Martín, R.; Briones, R. Industrial uses and sustainable supply of Quillaja saponaria (Rosaceae) saponins Econ. Bot. 1999, 53, 302-311 10.1007/BF02866642
2. Marciani, D. J. Triterpene saponin analogs having adjuvant and immunostimulatory activity. Patent US 5977081 A, 1999.
3. van Setten, D. C.; van de Werken, G. Molecular structures of saponins from Quillaja saponaria Molina. In Saponins Used in Traditional and Modern Medicine-Adances in Experimental Medicine and Biology; Waller, G. R.; Yamasaki, K., Eds.; Springer: New York, 1996; Vol. 404, pp 185-193.
4. Oleszek, W.; Hamed, A. Saponin-based surfactants. In Surfactants from Renewable Resources; Kjellin, M.; Johannson, I., Eds.; Wiley: Hoboken, NJ, USA, 2010; pp 239-249.
5. Maier, C.; Conrad, J.; Carle, R.; Weiss, J.; Schweiggert, R. M. Phenolic constituents in commercial aqueous quillaja (Quillaja saponaria Molina) wood extracts J. Agric. Food Chem. 2015, 63, 1756-1762 10.1021/jf506277p
6. da Silva, B. P.; Velozo, L. S. M.; Parente, J. P. Biochanin A triglycoside from Andira inermis Fitoterapia 2000, 71, 663-667 10.1016/S0367-326X(00)00228-8
7. Golovchenko, V. V.; Ovodova, R. G.; Shashkov, A. S.; Ovodov, Y. S. Structural studies of the pectic polysaccharide from duckweed Lemna minor L Phytochemistry 2002, 60, 89-97 10.1016/S0031-9422(02)00040-7
8. Guo, S.; Kenne, L. Characterization of some O-acetylated saponins from Quillaja saponaria Molina Phytochemistry 2000, 54, 615-623 10.1016/S0031-9422(00)00161-8
9. Ishii, T.; Yanagisawa, M. Synthesis, separation and NMR spectral analysis of methyl apiofuranosides Carbohydr. Res. 1998, 313, 189-192 10.1016/S0008-6215(98)00262-6
10. Snyder, J. R.; Serianni, A. S. dl -Apiose substituted with stable isotopes: synthesis, NMR-spectral analysis, and furanose anomerization Carbohydr. Res. 1987, 166, 85-99 10.1016/0008-6215(87)80046-0
11. Lu, Y.; Yeap Foo, L. Flavonoid and phenolic glycosides from Salvia officinalis Phytochemistry 2000, 55, 263-267 10.1016/S0031-9422(00)00309-5
12. Zhao, W.; Huang, X.-X.; Yu, L.-H.; Liu, Q.-B.; Li, L.-Z.; Sun, Q.; Song, S.-J. Tomensides A-D, new antiproliferative phenylpropanoid sucrose esters from Prunus tomentosa leaves Bioorg. Med. Chem. Lett. 2014, 24, 2459-2462 10.1016/j.bmcl.2014.04.018
13. Takasaki, M.; Konoshima, T.; Kuroki, S.; Tokuda, H.; Nishino, H. Cancer chemopreventive activity of phenylpropanoid esters of sucrose, vanicoside B and lapathoside A, from Polygonum lapathifolium Cancer Lett. 2001, 173, 133-138 10.1016/S0304-3835(01)00670-X
14. Liu, T.; Yip, Y. M.; Song, L.; Feng, S.; Liu, Y.; Lai, F.; Zhang, D.; Huang, D. Inhibiting enzymatic starch digestion by the phenolic compound diboside A: a mechanistic and in silico study Food Res. Int. 2013, 54, 595-600 10.1016/j.foodres.2013.07.062