New alkaloids from Capparis spinosa: Structure and X-ray crystallographic analysis

Food Chemistry

Volumn 123, Issue 3, 2010, Pages 705-710

  Yang, Tao ^a,b   Wang, Chang hong ^a,b,c   Chou, Gui xin ^a,b,c   Wu, Tao ^a,b,c   Cheng, Xue mei ^a,b,c   Wang, Zheng tao ^a,b,c  

^a SATCM Key Laboratory for New Resources and Quality Evaluation of Chinese Medicines   (China)

^b SHANGHAI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE   (China)

^c Shanghai R D Centre for Standardization of Chinese Medicines   (China)

Author keywords

Alkaloids; Capparis spinosa L.; Capparisine A; Capparisine B; Capparisine C

Indexed keywords

2 (5 HYDROXYMETHYL 2 FORMYLPYRROL 1 YL)PROPIONIC ACID LACTONE; ALKALOID; CAPPARISINE A; CAPPARISINE B; CAPPARISINE C; N (3' MALEIMIDY1) 5 HYDROXYMETHYL 2 PYRROLE FORMALDEHYDE; SOLVENT; TUMOR NECROSIS FACTOR; UNCLASSIFIED DRUG;

APOPTOSIS; ARTICLE; CAPPARIS SPINOSA; COLUMN CHROMATOGRAPHY; CONTROLLED STUDY; DRUG ISOLATION; DRUG STRUCTURE; FRUIT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; L-02 CELL LINE; NONHUMAN; STEREOCHEMISTRY; X RAY CRYSTALLOGRAPHY;

EID: 77952847109     PISSN: 03088146     EISSN: 18737072     Source Type: Journal    
DOI: 10.1016/j.foodchem.2010.05.039     Document Type: Article

References (24)

1. Abraham, V.C., Taylor, D.L., Haskins, J.R., High content screening applied to large-scale cell biology. Trends in Biotechnology 22 (2004), 15–22.
2. Calis, I., Kuruuzum, A., Lorenzetto, P.A., Ruedi, P., (6S)-Hydroxy-3-oxo-alpha-ionol glucosides from Capparis spinosa fruits. Phytochemistry 59 (2002), 451–457.
3. Calis, I., Kuruuzum, A., RRedi, P., 1H-Indole-3 acetonitrile glycosides from Capparis spinosa fruits. Phytochemistry 50 (1999), 1205–1208.
4. Eddouks, M., Lemhadri, A., Michel, J.B., Caraway and caper: Potential anti-hyperglycaemic plants in diabetic rats. Journal of Ethnopharmacology 94 (2004), 143–148.
5. Eddouks, M., Lemhadri, A., Michel, J.B., Hypolipidemic activity of aqueous extract of Capparis spinosa L. in normal and diabetic rats. Journal of Ethnopharmacology 98 (2005), 345–350.
6. Fu, X.P., Wu, T., Abdurahim, M., Su, Z., Hou, X.L., Aisa, H.A., et al. New spermidine alkaloids from Capparis spinosa roots. Phytochemistry Letters 1 (2008), 59–62.
7. Gadgoli, C., Mishra, S.H., Antihepatotoxic activity of p-methoxy benzoic acid from Capparis spinosa. Journal of Ethnopharmacology 66 (1999), 187–192.
8. Germano, M.P., de Pasquale, R., D'Angelo, V., Catania, S., Silvari, V., Costa, C., Evaluation of extracts and isolated fraction from Capparis spinosa L. buds as an antioxidant source. Journal of Agriculture and Food Chemistry 50 (2002), 1168–1171.
9. Giuffrida, D., Salvo, F., Ziino, M., Toscano, G., Dugo, G., Initial investigation some chemical constituents of capers (Capparis spinosa L.) from the island of salina. Italian Journal of Food Science 14 (2002), 25–33.
10. Huang, X., Li, M., Xu, B., Zhu, X., Deng, Z., Lin, W., Proteasome and NF-kappaB inhibiting phaeophytins from the green alga Cladophora fascicularis. Molecules 12 (2007), 582–592.
11. Huseini, H.F., Alavian, S.M., Heshmat, R., Heydari, M.R., Abolmaali, K., The efficacy of Liv-52 on liver cirrhotic patients: A randomized, double-blind, placebo-controlled first approach. Phytomedicine 12 (2005), 619–624.
12. Khanfar, M.A., Sabri, S.S., Zarga, M.H., Zeller, K.P., The chemical constituents of Capparis spinosa of Jordanian origin. Natural Product Research 17 (2003), 9–14.
13. Lam, S.K., Han, Q.F., Ng, T.B., Isolation and characterization of a lectin with potentially exploitable activities from caper (Capparis spinosa) seeds. Bioscience Reports 29 (2009), 293–299.
14. Lam, S.K., Ng, T.B., A protein with antiproliferative, antifungal and HIV-1 reverse transcriptase inhibitory activities from caper (Capparis spinosa) seeds. Phytomedicine 16 (2009), 444–450.
15. Matthaus, B., Ozcan, M., Glucosinolates and fatty acid, sterol, and tocopherol composition of seed oils from Capparis spinosa Var. spinosa and Capparis ovata Desf. Var. canescens (Coss.) Heywood. Journal of Agriculture and Food Chemistry 53 (2005), 7136–7141.
16. O'Brien, P.J., Irwin, W., Diaz, D., Howard-Cofield, E., Krejsa, C.M., Slaughter, M.R., et al. High concordance of drug-induced human hepatotoxicity with in vitro cytotoxicity measured in a novel cell-based model using high content screening. Archives of Toxicology 80 (2006), 580–604.
17. Pharmacopoeia Commission (1998). Ministry of Pubic Health, Standard of Uygur drug, Drug Standard of Ministry of Health of the People's Republic of China (p. 80). Xinjiang: Technology and Public Health Press.
18. Sharaf, M., El-Ansari, M.A., Saleh, N.A.M., Quercetin triglycoside from Capparis spinosa. Fitoterapia 71 (2000), 46–49.
19. Shigematsu, H., Kurata, T., Kato, H., Fujimaki, M., Formation of 2-(5-Hydroxymethyl-2-formylpyrrol-l-yl)alkyl acid lactones on roasting alkyl-α-amino acid with D-glucose. Agricultural Biology and Chemistry 35 (1971), 2097–2105.
20. Trombetta, D., Occhiuto, F., Perri, D., Puglia, C., Santagati, N.A., de Pasquale, A., et al. Antiallergic and antihistaminic effect of two extracts of Capparis spinosa L. flowering buds. Phytotherapy Research 19 (2005), 29–33.
21. Wang, P.C., Zhang, Z.Y., Zhang, J., Tong, T.J., Two isomers of HDTIC isolated from Astragali Radix decrease the expression of p16 in 2BS cells. Chinese Medical Journal (English) 121 (2008), 231–235.
22. Wu, J., Tu, P.F., Zhao, Y.Y., Alkaloids isolated from Buyang Huanwu Decoction and their structure identification. Chinese Traditiona1 and Herbal Drugs 36:7 (2005), 965–968.
23. Yang, T., Wang, C.H., Liu, H.J., Chou, G.X., Cheng, X.M., Wang, Z.T., A new antioxidant compound from capparis spinosa. Pharmaceutical Biology 48:5 (2010), 589–594.
24. Yang, T., Liu, Y.Q., Wang, C.H., Wang, Z.T., Advances on investigation of chemical constituents, pharmacological activities and clinical applications of Capparis spinosa. China Journal of Chinese Material Medica 33 (2008), 2453–2458.