Characterization and profiling of phenolic amides from Cortex Lycii by ultra-high performance liquid chromatography coupled with LTQ-Orbitrap mass spectrometry

Analytical and Bioanalytical Chemistry

Volumn 407, Issue 2, 2015, Pages 581-595

  Zhang, Jingxian ^a   Guan, Shuhong ^a   Sun, Jianghao ^b   Liu, Tian ^c   Chen, Pei ^b   Feng, Ruihong ^a   Chen, Xin ^a   Wu, Wanying ^a   Yang, Min ^a   Guo, De An ^a  

^a SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

^b AGRICULTURAL RESEARCH SERVICE   (United States)

^c Thermo Fisher Scientific   (United States)

Author keywords

Cortex Lycii; Phenolic amide; Structural characterization; UHPLC LTQ Orbitrap

Indexed keywords

CHARACTERIZATION; CHROMATOGRAPHY; DRUG PRODUCTS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MEDICINE; POSITIVE IONS; SPECTROMETRY; ULTRAVIOLET SPECTROSCOPY;

CORTEX LYCII; FRAGMENTATION PATTERNS; LTQ-ORBITRAP MASS SPECTROMETRIES; STRUCTURAL CHARACTERIZATION; TANDEM MASS SPECTROMETRY; TRADITIONAL CHINESE MEDICINE; UHPLC/LTQ-ORBITRAP; ULTRA-HIGH PERFORMANCE LIQUID CHROMATOGRAPHIES;

AMIDES;

LYCIUM BARBARUM; LYCIUM CHINENSE;

AMIDE; CINNAMIC ACID; CINNAMIC ACID DERIVATIVE; HERBACEOUS AGENT; LIGNAN; PHENOL DERIVATIVE; PLANT EXTRACT;

CHEMICAL STRUCTURE; CHEMISTRY; CHINA; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LYCIUM; PLANT ROOT; PROCEDURES; TANDEM MASS SPECTROMETRY; ULTRAVIOLET SPECTROPHOTOMETRY;

AMIDES; CHINA; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CINNAMATES; DRUGS, CHINESE HERBAL; LIGNANS; LYCIUM; MOLECULAR STRUCTURE; PHENOLS; PLANT EXTRACTS; PLANT ROOTS; SPECTROPHOTOMETRY, ULTRAVIOLET; TANDEM MASS SPECTROMETRY;

EID: 84926472756     PISSN: 16182642     EISSN: 16182650     Source Type: Journal    
DOI: 10.1007/s00216-014-8296-4     Document Type: Article

References (32)

1. Committee of National Pharmacopoeia (2010) China pharmacopoeia (part 1). Chemical Industry Press, Beijing
2. Han SH, Lee HH, Lee IS, Moon YH, Woo ER (2002) A new phenolic amide from Lycium chinense Miller. Arch Pharm Res 25:433-437
3. Lee DG, Park Y, Kim MR, Jung HJ, Seu YB, Hahm KS, Woo ER (2004) Antifungal effects of phenolic amides isolated from the root bark of Lycium chinense. Biotechnol Lett 26:1125-1130
4. Zhang JX, Guan SH, Feng RH, Wang Y, Wu ZY, Zhang YB, Chen XH, Bi KS, Guo DA (2013) Neolignanamides, lignanamides, and other phenolic compounds from the root bark of Lycium chinense. J Nat Prod 76:51-58
5. Yahara S, Shigeyama C, Nohara T, Okuda H, Wakamatsu K, Yasuhara T (1989) Structures of anti-ACE and -renin peptides from lycii radicis cortex. Tetrahedron Lett 30:6041-6042
6. Yahara S, Shigeyama C, Ura T, Wakamatsu K, Yasuhara T, Nohara T (1993) Cyclic peptides, acyclic diterpene glycosides and other compounds from Lycium chinense Mill. Chem Pharm Bull 41:703-709
7. Zhang JX, Guan SH, Yang M, Feng RH, Wang Y, Zhang YB, Chen X, Chen XH, Bi KS, Guo DA (2013) Simultaneous determination of 24 constituents in Cortex Lycii using high-performance liquid chromatography-triple quadrupole mass spectrometry. J Pharm Biomed Anal 77:63-70
8. Pan PC, Cheng MJ, Peng CF, Huang HY, Chen JJ, Chen IS (2010) Secondary metabolites from the roots of Litsea hypophaea and their antitubercular activity. J Nat Prod 73:890-896
9. Yoshihara T, Yamaguchi K, Takamatsu S, Sakamura S (1981) A new lignan amide, grossamide, from Bell Pepper (Capsicum annuum var. grosswn). Agric Biol Chem 4:2593-2598
10. Chaves MH, Roquet NF (1997) Amides and lignanamides from Porcelia macrocarpa. Phytochemistry 46:897-881
11. Seca AML, Silva A, Silvestre AJD, Cavaleiro JAS, Domingues FMJ, Pascoal-Neto C (2001) Lignanamides and other phenolic constituents from the bark of kenaf (Hibiscus cannabinus). Phytochemistry 58:1219-1223
12. Holzbach JC, Lopes LMX (2010) Aristolactams and alkamides of Aristolochia gigantean. Molecules 15:9462-9472
13. Kim DK, Lim JP, Kim JW, Park HW, Eun JS (2005) Antitumor and antiinflammatory constituents from Celtis sinensis. Arch Pharm Res 28:39-43
14. DellaGreca M, Previtera L, Purcaro R, Zarrelli A (2006) Cinnamic acid amides and lignanamides from Aptenia cordifolia. Tetrahedron 62:2877-2882
15. Parka JB, Schoene N (2003) N-Caffeoyltyramine arrests growth of U937 and Jurkat cells by inhibiting protein tyrosine phosphorylation and inducing caspase-3. Cancer Lett 202:161-171
16. Han EH, Kim JY, Kim HG, Choi JH, Im JH, Woo ER, Jeong HG (2010) Dihydro-N-caffeoyltyramine down-regulates cyclooxygenase-2 expression by inhibiting the activities of C/EBP and AP-1 transcription factors. Food Chem Toxicol 48:579-586
17. Woo NT, Jin SY, Cho DJ, Kim NS, Bae EH, Han D, Han BH, Kang YH (1997) Synthesis of substituted cinnamoyl-tyramine derivatives and their platelet anti-aggregatory activities. Arch Pharm Res 20:80-84
18. Le PM, McCooeye M, Windust A (2014) Application of UPLC-QTOF-MS in MSE mode for the rapid and precise identification of alkaloids in goldenseal (Hydrastis canadensi). Anal Bioanal Chem 406:1739-1749
19. Zhang JY, Lu JQ, Gao XY, Zhang Q, Li N, Tu PF, Qiao YJ (2013) Characterization of thirty-nine polymethoxylated flavonoids (PMFs) in the branches of Murraya paniculata by HPLC-DAD-ESI-MS/MS. Chin J Nat Med 11:63-70
20. King RR, Calhoun LA (2005) Characterization of cross-linked hydroxycinnamic acid amides isolated from potato common scab lesions. Phytochemistry 66:2468-2473
21. Ge F, Tang CP, Ye Y (2008) Lignanamides and sesquiterpenoids from stems of Mitrephora thorelii. Helv Chim Acta 91:1023-1030
22. Malmberg A (1984) A N-feruloylputrescine in infected potato tubers. Acta Chem Scand 38:153-155
23. Yang YL, Chang FR, Wu YC (2004) Annosqualine: a novel alkaloid from the stems of Annona squamosa. Helv Chim Acta 87:1392-1399
24. Chen JJ, Hung HC, Sung PJ, Chen IS, Kuo WL (2011) Aporphine alkaloids and cytotoxic lignans from the roots of Illigera luzonensis. Phytochemistry 72:523-532
25. Khan AW, Jan S, Parveen S, Khan RA, Saeed A, Tanveer AJ, Shad AA (2012) Phytochemical analysis and enzyme inhibition assay of Aerva javanica for ulcer. Chem Cent J 6:76-81
26. Lajide L, Escoubas P, Mizutani J (1995) Termite antifeedant activity in Xylopia aethiopica. Phytochemistry 40:1105-1112
27. Iwao S, Yukinobu I, Koji H, Hiroshi M (1992) Three phenyldihydronaphthalene lignanamides from fruits of Cannabis sativa. Phytochemistry 31:3219-3223
28. Chaves MH, Roque NF (1997) Amides and lignanamides from Porcelia Macrocarpa. Phytochemistry 46:879-881
29. Parr AJ, Mellon FA, Colquhoun IJ, Davies HV (2005) Dihydrocaffeoyl polyamines (Kukoamine and Allies) in potato (Solanum tuberosum) tubers detected during metabolite profiling. J Agric Food Chem 53:5461-5466
30. Snook ME, Costello CE, Arrendale RF, Sisson VA, Chortyk OT (1988) Isolation and identification of polyphenols in the flowers of the Nicotiana species. Bull Liaison Group Polyphenols 14:42-45
31. Takada K, Imamura N, Gustafson KR, Henrich CJ (2010) Synthesis and structure-activity relationship of botryllamides that block the ABCG2 multidrug transporter. Bioorg Med Chem Lett 20:1330-1333
32. Helena G, Cristina M, Joao S, Azucena GC (2008) Bioactive semisynthetic dervatives of (S)-(+)-curcuphenol. Nat Prod Commun 9:1457-1464