New coumarins and anti-inflammatory constituents from Zanthoxylum avicennae

Food Chemistry

Volumn 135, Issue 1, 2012, Pages 17-23

  Cho, Jui Ying ^a   Hwang, Tsong Long ^b   Chang, Tsung Hsien ^c   Lim, Yun Ping ^d,e   Sung, Ping Jyun ^f   Lee, Tzong Huei ^a   Chen, Jih Jung ^g  

^a TAIPEI MEDICAL UNIVERSITY   (Taiwan)

^b CHANG GUNG UNIVERSITY   (Taiwan)

^c KAOHSIUNG VETERANS GENERAL HOSPITAL   (Taiwan)

^d CHINA MEDICAL UNIVERSITY   (Taiwan)

^e CHINA MEDICAL UNIVERSITY HOSPITAL   (Taiwan)

^f NATIONAL MUSEUM OF MARINE BIOLOGY AND AQUARIUM   (Taiwan)

^g TAJEN UNIVERSITY   (Taiwan)

Author keywords

Anti inflammatory activity; Coumarins; Rutaceae; Structure elucidation; Zanthoxylum avicennae

Indexed keywords

ANTI-INFLAMMATORY ACTIVITY; COUMARINS; RUTACEAE; STRUCTURE ELUCIDATION; ZANTHOXYLUM AVICENNAE;

AMINO ACIDS; OXYGEN;

HEALTH CARE;

5' METHOXYAURAPTENE; 5' METHOXYCOLLININ; 6 METHOXY 7 (7' METHOXY 3',7' DIMETHYLOCTA 2',5' DIENYLOXY)COUMARIN; 6,5' DIMETHOXYAURAPTENE; 7 (7' METHOXY 3',7' DIMETHYLOCTA 2',5' DIENYLOXY)COUMARIN; COUMARIN DERIVATIVE; ELASTASE; FORMYLMETHIONYLLEUCYLPHENYLALANINE; UNCLASSIFIED DRUG;

ANTIINFLAMMATORY ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CHRONIC HEPATITIS; DRUG ISOLATION; ELECTROSPRAY MASS SPECTROMETRY; ENZYME RELEASE; EXTRACTION; FRUIT; HUMAN; HUMAN CELL; IC 50; NEUTROPHIL; NONHUMAN; PLANT; PLANT LEAF; PROTON NUCLEAR MAGNETIC RESONANCE; RHEUMATIC DISEASE; SPICE; TAIWAN; TRADITIONAL MEDICINE; ZANTHOXYLUM; ZANTHOXYLUM AVICENNAE;

RUTACEAE; ZANTHOXYLUM AVICENNAE;

EID: 84862219770     PISSN: 03088146     EISSN: 18737072     Source Type: Journal    
DOI: 10.1016/j.foodchem.2012.04.025     Document Type: Article

References (35)

1. C. Agier, M. Bury, J. Aquette, R. Hocquemiller, and P.G. Waterman New pseudan (2-alkyl-4(1H)-quinolinone) alkaloids from Boronia ternata var. elongata and Boronia alulata (Rutaceae) Natural Product Research 21 2007 698 703 (Pubitemid 47097616)
2. N. Borregaard The human neutrophil. Function and dysfunction European Journal of Haematology 41 1998 401 413
3. A. Boyum Isolation of mononuclear cells and granulocytes from human blood. Isolation of mononuclear cells by one centrifugation, and of granulocytes by combining centrifugation and sedimentation at 1 g Scandinavian Journal of Clinical and Laboratory Investigation 97 1968 77 89
4. C.T. Chang, S.L. Doong, I.L. Tsai, and I.S. Chen Coumarins and anti-HBV constituents from Zanthoxylum schinifolium Phytochemistry 45 1997 1419 1422
5. I.S. Chen, Y.C. Lin, I.L. Tsai, C.M. Teng, F.N. Ko, and T. Ishikawa Coumarins and anti-platelet aggregation constituents from Zanthoxylum schinifolium Phytochemistry 39 1995 1091 1097
6. J.J. Chen, T.Y. Wang, and T.L. Hwang Neolignans, a coumarinolignan, lignan derivatives, and a chromene: anti-inflammatory constituents from Zanthoxylun avicennae Journal of Natural Products 71 2008 212 217
7. S. Cheng, L. Zhu, B. Lu, Y. Yu, and Z. Liu Studies on essential oil from Zanthoxylum avicennae (Lam.) DC. and its antimildew activity Zhiwu Xuebao 32 1990 49 53
8. E. Couillerot, C. Caron, L. Comoe, J.C. Audran, P. Molinatti, and M. Zeches Benzophenanthridine and furoquinoline accumulation in cell suspension cultures of Fagara zanthoxyloides Phytochemistry 37 1994 425 428 (Pubitemid 2149285)
9. M. Ennis Neutrophils in asthma pathophysiology Current Allergy and Asthma Reports 3 2003 159 165 (Pubitemid 39467930)
10. F. Fish, A.I. Gray, and P.G. Waterman Coumarin, alkaloid and flavonoid constituents from the root and stem barks of Zanthoxylum avicennae Phytochemistry 14 1975 841 842
11. A.I. Gray, R.D. Waigh, and P.G. Waterman Avicennol: A new pyranocoumarin from the root-bark of Zanthoxylum avicennae, and its conversion into avicennin Journal of the Chemical Society, Perkin Transactions 1 5 1975 488 491
12. T.C. Ho Revised checklist of Taiwanese Rutaceae Endemic Species Research 9 2007 29 52
13. K. Honma, Y. Kuroiwa, and A. Hamada Aliphatic dehydroxylation of octopamine in the rat and rabbit Chemical & Pharmaceutical Bulletin 23 1975 1745 1751
14. T.L. Hwang, Y.L. Leu, S.H. Kao, M.C. Tang, and H.L. Chang Viscolin, a new chalcone from Viscum coloratum, inhibits human neutrophil superoxide anion and elastase release via a cAMP-dependent pathway Free Radical Biology & Medicine 41 2006 1433 1441
15. H.O. Jauregui, N.T. Hayner, J.L. Driscoll, R. Williams-Holland, M.H. Lipsky, and P.M. Galletti Trypan blue dye uptake and lactate dehydrogenase in adult rat hepatocytes-freshly isolated cells, cell suspensions, and primary monolayer cultures In Vitro 17 1981 1100 1110 (Pubitemid 12119617)
16. Y.H. Kuo, J.M. Lo, and Y.F. Chan Cytotoxic components from the leaves of Schefflera taiwaniana Journal of the Chinese Chemical Society 49 2002 427 431
17. P. Laurent, B. Lebrun, J.C. Breakman, D. Dalzoe, and J.M. Pasteels Biosynthetic studies on adaline and adalinine, two alkaloids from ladybird beetles (Coleoptera: Coccinellidae) Tetrahedron 57 2001 3403 3412 (Pubitemid 32322596)
18. B.T. Ngadjui, J.F. Ayafor, B.L. Sondengam, and J.D. Connolly Prenylated coumarins from the leaves of Clausena anisata Journal of Natural Products 52 1989 243 247
19. A.P.K. Nissanka, V. Karunaratne, B.M.R. Bandara, V. Kumar, T. Nakanishi, and M. Nishi Antimicrobial alkaloids from Zanthoxylum tetraspermum and caudatum Phytochemistry 56 2001 857 861 (Pubitemid 32288997)
20. K. Okajima, N. Harada, and M. Uchiba Ranitidine reduces ischemia/reperfusion-induced liver injury in rats by inhibiting neutrophil activation Journal of Pharmacology and Experimental Therapeutics 301 2002 1157 1165 (Pubitemid 34595110)
21. M.C. Pirrung, J. Chen, E.G. Rowley, and A.T. McPhail Mechanistic and stereochemical study of phenylpyruvate tautomerase Journal of the American Chemical Society 115 1993 7103 7110
22. M.A. Quader, J.A. El-Turbi, J.A. Armstrong, A.I. Gray, and P.G. Waterman Coumarins and their taxonomic value in the genus Phebalium Phytochemistry 31 1992 3083 3089
23. Quanguo Zhongcaoyao Huibian Editing Group Quanguo Zhongcaoyao Huibian Vol. 1, p. 956 second ed. 1996 People's Health Publisher Beijing
24. D. Roos, R. van Bruggen, and C. Meischl Oxidative killing of microbes by neutrophils Microbes and Infection 5 2003 1307 1315 (Pubitemid 37410244)
25. N.P. Sahu, B. Achari, and S. Banerjee 7,3′-Dihydroxy-4′- methoxyflavone from seeds of Acacia farnesiana Phytochemistry 49 1998 1425 1426
26. J. Tan, P. Bednarek, J. Liu, B. Schneider, A. Svatoš, and K. Hahlbrock Universally occurring phenylpropanoid and species-specific indolic metabolites in infected and uninfected Arabidopsis thaliana roots and leaves Phytochemistry 65 2004 691 699 (Pubitemid 38315130)
27. T.T. Thuy, A. Porzel, H. Ripperger, T.V. Sung, and G. Adam Bishordeninyl terpene alkaloids from Zanthoxylum avicennae Phytochemistry 50 1999 903 907 (Pubitemid 29135058)
28. I.L. Tsai, W.Y. Lin, C.M. Teng, T. Ishikawa, S.L. Doong, and M.W. Huang Coumarins and antiplatelet constituents from the root bark of Zanthoxylum schinifolium Planta Medica 66 2000 618 623
29. J. Vinten-Johansen Involvement of neutrophils in the pathogenesis of lethal myocardial reperfusion injury Cardiovascular Research 61 2004 481 497 (Pubitemid 38210154)
30. M. Weidenbörner, H. Hindorf, H.C. Jha, and P. Tsotsonos Antifungal activity of flavonoids against storage fungi of the genus Aspergillus Phytochemistry 29 1990 1103 1105
31. V. Witko-Sarsat, P. Rieu, B. Descamps-Latscha, P. Lesavre, and L. Halbwachs-Mecarelli Neutrophils: molecules, functions and pathophysiological aspects Laboratory Investigation 80 2000 617 653
32. W. Wu, and Z. Zhu Chemical constituents of Lie Dang (Zanthoxylum avicennae) Zhongcaoyao 23 1992 115 116
33. A. Yasuhara, A. Kasano, and T. Sakamoto An efficient method for the deallylation of allyl aryl ethers using electrochemically generated nickel The Journal of Organic Chemistry 64 1999 4211 4213
34. N. Zaabat, R. Seghiri, A. Bentamene, R. Mekkiou, S. Benayache, and F. Benayache Secondary metabolites from Volutaria crupinoides Chemistry of Natural Compounds 47 2011 116 117
35. C. Zdero, F. Bohlmann, R.M. King, and H. Robinson Diterpene glycosides and other constituents from Argentinian Baccharis species Phytochemistry 25 1986 2841 2855