Characterization of secondary metabolite compounds correlated with the seasons in Artemisia princeps var. orientalis (Pamp.) H. Hara leaves using direct sample injection and gas chromatography–mass spectrometry: contribution to phytotoxicity

다국어 초록 (Multilingual Abstract)

Leaves from a natural population of Artemisia princeps var. orientalis (Pamp.) H. Hara were collected monthly from April through October and characterized for composition of secondary metabolite compounds and their phytotoxic effects on seed germination and seedling growth of Achyranthes japonica and Lactuca sativa. The compounds were identified using gas chromatography/ mass spectrometry (GC/MS) coupled with a solvent-free solid injector (SFSI). GC/MS analyses of all samples revealed qualitative variability in the composition of secondary metabolites. The greatest number of compounds was identified in July (56) followed by September (30) and April (24), and the lowest number was found in June (2) and August (2). Among 92 compounds, the major compounds were various terpenes (23) (mono-, sesqui, di-, and tri-terpenes) followed by heterocyclic compounds (18) and hydrocarbons (14). The higher the concentration of the secondary metabolites, the lower the seed germination and seedling growth of A. japonica and L. sativa. Plant samples collected in July and August were most detrimental. Taken together, variability in the secondary metabolites compounds of A. princeps var. orientalis was verified during different seasons, and the compounds were successfully identified by a combination of SFSI and GC/MS. Notably, the antimicrobial and antioxidative effects were inconsistent throughout the various seasons.

참고문헌 (Reference)

• 1 Roussis V, "Volatile constituents of four Helichrysum species growing in Greece" 28 : 163-175, 2000
• 2 Shobha RP, "Volatile compounds of therapeutic importance produced by Leuconostoc paramesenteroides, a native laboratory isolate" 31 : 35-40, 2007
• 3 Umano K, "Volatile chemicals identified in extracts from leaves of Japanese mugwort (Artemisia princeps Pamp.)" 48 : 3463-3469, 2000
• 4 Yun KW, "The influence of the growth season on the antimicrobial and antioxidative activity in Artemisia princeps var. orientalis" 27 : 69-74, 2008
• 5 Kim YS, "The effect of hot waterextract and flavor compounds of Mugwort on microbial growth" 23 : 994-1000, 1994
• 6 McLafferty FW, "The Wiley/NBS registry of mass spectral data" Wiley 1989
• 7 Ahmed A, "Terpenoids from Artemisia annua and constituents of its essential oil" 37 : 183-186, 1994
• 8 Mamede MEO, "Study of methods for the extraction of volatile compounds from fermented grape must" 96 (96): 586-590, 2006
• 9 Park JC, "Studies on the chemical components and biological activities of edible plants in Korea (VI)-Anti-inflammatory and analgesic effects of Cedrela sinensis, Oenanthe javanica and Artemisia princeps var. orientalis" 23 (23): 116-119, 1994
• 10 Kim JH, "Seasonal variation in concentration and composition of monoterpenes from Artemisia princeps var. orientalis" 19 (19): 321-328, 1996
• 11 Kyeong Won Yun, "Seasonal Variation in Allelopathic Potential of Artemisia princeps var. orientalis on Plants and Microbes" 한국식물학회 46 (46): 105-110, 2003
• 12 Liu CH, "Repellent and insecticidal activities of essential oils from Artemisia princeps and Cinnamomum camphora and their effect on seed germination of wheat and broad bean" 97 : 1969-1973, 2006
• 13 Rothschild M, "Pyrazines as warning odour components in the Monarch butterfly, Danaus plexippus, and in moths of the genera Zygaena and Amata (Lepidoptera)" 23 (23): 375-380, 1984
• 14 Dudareva N, "Practical application of research into the regulation of plant volatile emission" 8 : 113-118, 2005
• 15 Legault J, "Potentiating effect of beta-caryophyllene on anticancer activity of alpha-humulene, isocaryophyllene and paclitaxel" 59 (59): 1643-1647, 2007
• 16 Goff SA, "Plant volatile compounds: sensory cues for health and nutritional value?" 311 : 815-819, 2006
• 17 Singh HP, "Phytotoxicity of major constituents of the volatile oil from leaves of Artemisia scoparia Waldst. & Kit" 63 : 663-666, 2008
• 18 Hamm S, "Optimization of headspace solid phase microextraction for gas chromatography/mass spectrometry analysis of widely different volatility and polarity terpenoids in olibanum" 1018 : 73-83, 2003
• 19 Kavitha A, "Isolation, characterization and biological evaluation of bioactive metabolites from Nocardia levis MK-VL_113" 165 (165): 199-210, 2010
• 20 Barney JN, "Isolation and characterization of allelopathic volatiles from mugwort (Artemisia vulgaris)" 31 (31): 247-265, 2005
• 21 Agung Nugroho, "Isolation and Quantitative Analysis of Peroxynitrite Scavengers from Artemisia princeps var. orientalis" 대한약학회 33 (33): 703-708, 2010
• 22 Shizuo Toda, "Inhibitory Effects of Polyphenols in Leaves of Artemisia princeps PAMP on Protein Fragmentation by Cu(II)-H2O2 In Vitro" 한국식품영양과학회 7 (7): 52-54, 2004
• 23 Ko AY, "Identification of volatile organic compounds generated from healthy and infected powdered chili using solvent-free solid injection coupled with GC/MS: application to adulteration" 156 : 326-332, 2014
• 24 Chon SU, "Herbicidal potential and qualification of causative allelochemicals from several compositae weeds" 43 : 444-450, 2003
• 25 Hall GD, "Geographic variation in leaf monoterpenes of Sequoia sempervirens" 15 : 31-43, 1987
• 26 Manorenjitha MS, "GC–MS analysis of bioactive components of Ficus religiosa (linn.)stem" 4 (4): 99-103, 2013
• 27 Angelopoulou D, "Diurnal and seasonal variation of the essential oil labdanes and clerodanes from Cistus monspeliensis L. leaves" 30 : 189-203, 2002
• 28 Abd El-Aty AM, "Determination of volatile organic compounds generated from fresh, white and red Panax ginseng (C. A. Meyer) using a direct sample injection technique" 22 (22): 556-562, 2008
• 29 Kim MR, "Determination of volatile flavor components in danggui cultivars by solvent free injection and hydrodistillation followed by gas chromatographic–mass spectrometric analysis" 1116 (1116): 259-264, 2006
• 30 Amini S, "Determination of allelopathic potential in some medicinal and wild plant species of Iran by dish pack method" 26 : 189-199, 2014
• 31 Keys JD, "Chinese herbs" Charles E. Tuttle 219-, 1976
• 32 Rothschild M, "Cannabis sativa:volatile compounds from pollen and entire male and female plants of two variants, Northern Lights and Hawaiian Indica" 147 : 387-397, 2005
• 33 Yun KW, "Assessment of allelopathic potential in Artemisia princeps var. orientalis residues" 18 : 1933-1940, 1992
• 34 Sarath VJ, "Artemisia princeps var. orientalis induces apoptosis in human breast cancer MCF-7cells" 27 (27): 3891-3898, 2007
• 35 Toda S, "Antioxidative effects of polyphenols from leaves of Artemisia princeps Pamp. on lipid peroxidation in vitro" 29 : 305-312, 2005
• 36 Keawsa-ard S, "Antioxidant, antibacterial, anticancer activities and chemical constituents of the essential oil from Mesua ferrea leaves" 39 (39): 455-463, 2012
• 37 Choi EJ, "Antioxidant and anticancer activity of Artemisia princeps var. orientalis extract in HepG2 and Hep3B hepatocellular carcinoma cells" 25 (25): 536-543, 2013
• 38 Fabiyi OA, "Antioxidant and Cytotoxicity of b-Amyrin acetate fraction from Bridelia ferruginea Leaves" 2 : S981-S984, 2012
• 39 Hashidoko Y, "Antimicrobial sesquiterpene from damaged Rosa rugosa leaves" 28 (28): 425-430, 1989
• 40 Venkata Raman B, "Antibacterial, antioxidant activity and GC-MS analysis of Eupatorium odoratum" 5 : 99-106, 2012
• 41 Kim IK, "Analysis of volatile compounds in fresh healthy and diseased peppers (Capsicum annuum L.) using solvent free solid injection coupled with gas chromatography-flame ionization detector and confirmation with mass spectrometry" 45 : 487-494, 2007
• 42 Eom SH, "An evaluation of the allelopathic potential of selected perennial groundcovers: foliar volatiles of catmint (Nepeta 9 faassenii) inhibit seedling growth" 32 : 1835-1848, 2006
• 43 Einhellig FA, "Allelopathy, from molecules to ecosystems" Science Publishers 2002
• 44 Araniti F, "Allelopathic potential of Artemisia arborescens: isolation, identification and quantification of phytotoxic compounds through fractionation-guided bioassays" 27 : 880-887, 2013
• 45 George O. Kegode, "Allelopathic potential of <i>Artemisia biennis</i> (biennial wormwood)" Scientific Research Publishing, Inc, 03 (03): 582-587, 2012
• 46 Kil BS, "Allelopathic effects of water extracts of Artemisia princeps var. orientalis on selected plant species" 18 : 39-51, 1992
• 47 Hosking R, "A dictionary of Japanese food" Tuttle Publishing 175-, 1997