Elicitation effects of synthetic 1,2,4,5-tetraoxane and 2,5-diphenyl-tiophene in shoot cultures of two Nepeta species
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Abstract
The presented study aimed to investigate the elicitation possibility for the production of main secondary metabolites in Nepeta cataria L. and N. pannonica L. plants, by exposing them to synthetic compounds belonging to tetraoxanes and thiophenes group. The effect of DO63 (1,2,4,5-tetraoxane) and DOVF15 (2,5-diphenylthiophene) on the production of cis–trans-nepetalactone (NL) and rosmarinic acid (RA) in two Nepeta species, was investigated in shoots grown on the culture medium with the addition of synthetic compounds in the concentrations ranging from 0.1 to 2 mg L-1. The content of targeted metabolites in tested in vitro shoots depended on the type and concentration of applied synthetic compounds. Application of DO63 in the concentration range 0.1–1 mg L-1 affected only NL production in both Nepeta species resulting in its increased content, while production of RA was not influenced in the treated shoots. Addition of DOVF15 caused decreased RA content in N. pannonica shoots and an increase in N. cataria shoots, whereas NL production was not affected. The presented results reveal the possibility of DO63 and DOVF15 application for the elicitation of the main secondary metabolites production in species from the genus Nepeta.
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References
C. Formisano, D. Rigano, F. Senatore, Chem. Biodiversity 8 (2011) 1783
A. H. Gilani, A. J. Shah, A. Zubair, S. Khalid, J. Kiani, A. Ahmed, M. Rasheed, V. U. Ahmad, J. Ethnopharmacol. 121 (2009) 405
N. Miceli, M. F. Taviano, D. Giuffrida, A. Trovato, O. Tzakou, E. M. Galati, J. Ethnopharmacol. 97 (2005) 261
D. Rigano, N. A. Arnold, F. Conforti, F. Menichini, C. Formisano, F. Piozzi, F. Senatore, Nat. Prod. Res. 49 (2011) 238
S. Dmitrović, M. Perišić, A. Stojić, S. Živković, J. Boljević, J. Nestorović Živković, N. Aničić, M. Ristić, D. Mišić Acta Physiol. Plant. 37 (2015) 1
J. Nestorović Živković, PhD Thesis, University of Belgrade, 2013
M. Kobaisy, M. R. Tellez, F. E. Dayan, L. K. Mamonov, G. S. Mukanova, G. T. Sitpaeva, N. G. Gemejieva, J. Essent. Oil Res. 17 (2005) 704
S. H. Eom, H. S. Yang, L. A. Weston, J. Chem. Ecol. 32 2006 1835
G. R. Waller, G. H. Price, E. D. Mitchell, Science 164 (1969) 1281
K. Sakurai, K. Ikeda, K. Mori, Agric. Biol. Chem. 52 (1988) 2369
C. J. Peterson, L. T. Nemetz, L. M. Jones, J. R. Coats, J. Econ. Entomol. 95 (2002) 377
M. P. Goutam, R. M. Purohit, Riechst., Aromen, Koerperpflegem. 24 (1974) 70
A. Sharma, M. P. Goutam, Indian Drugs Pharm. Ind. 12 (1977) 33
G. Singh, I. P. S. Kapoor, S. K. Pandey, O. P. Singh, U. K. Singh, R. K. Singh, Indian Perfum. 45 (2001) 275
E. Kalpoutzakis, N. Aligiannis, A. Mentis, S. Mitaku, C. Charvala, Planta Med. 67 (2001) 880
A. Sonboli, P. Salehi, M. Yousefzadi, Z. Naturforsch. C. 59 (2004) 653
G. Stojanović, N. Radulović, J. Lazarević, D. Miladinović, D. Đoković, J. Essent. Oil Res. 17 (2005) 587
M. Ljaljević Grbić, M. Stupar, J. Vukojević, M. Soković, D. Mišić, D. Grubišić, M. Ristić, J. Serb. Chem. Soc. 73 (2008) 961
E. M. Galati, O. Tzakou, N. Miceli, F. Pizzimenti, A. Rapisarda, Recent Prog. Med. Plants 12 (2006) 239
J. Nestorović Živković, D. Mišić, B. Šiler, M. Soković, J. Glamočlija, A. Ćirić, V. Maksimović, D. Grubišić, Fitoterapia 81 (2010) 621
M. A. Birkett, A. Hassanali, S. Hoglund, J. Pettersson, J. A. Picket, Phytochemistry 72 (2011) 109
S. Mutlu, O. Atici, N. Esim, E. Mete, Acta Physiol. Plant. 33 (2011) 943
D. Mišić, B. Šiler, U. Gašić, S. Avramov, S. Živković, J. Nestorović Živković, M. Milutinović, Ž. Tešić, Phytochem. Anal. 26 (2015) 72
I. Liblikas, E. M. Santangelo, J. Sandell, P. Baeckström, M. Svensson, U. Jacobsson, C. R. Unelius, J. Nat. Prod. 68 (2005) 886
G. Gkinis, O.Tzakou, D. Iliopoulou, V. Roussis, Z. Naturforsch. 58 (2003) 681
F. E. Regnier, G. R. Waller, E. J. Eisenbraun, Phytochemistry 6 (1967) 1281
H. L. De Pooter, B. Nicolai, J. De Leat, L. F. De Buyck, N. M. Schamp, P. Goetghebeur, Flavour Fragrance J. 3 (1988) 155
S. Heuskin, B. Godin, P. Leroy, Q. Capella, J. P. Wathelet, F. Verheggen, E. Haubruge, G. Lognay, J. Chromatogr. A 1216 (2009) 2768
C. Bourrel, F. Perineau, J. Essent. Oil Res. 5 (1993) 159
A. Adiguzel, H. Ozer, M. Sokmen, M. Gulluce, A. Sokman, H. Kilic, F. Sahin, O. Baris, Pol. J. Microbiol. 58 (2009) 69
N. V. Handijeva, S. S. Popova , Lj. N. Evstatievab, J. Essent. Oil Res. 8 (1996) 639
V. I. Litvinenko, T. P. Popova, A. V. Simonjan, I. G. Zoz, V. S. Sokolov, Planta Med. 27 (1975) 372
G. Janicsak, I. Mathe, V. Miklossy-Vari, G. Blunden, Biochem. Syst. Ecol. 27 (1999) 733
G. T. Liu, T. M. Zhang, B. E. Wang, Y. W. Wang, Biochem. Pharmacol. 43 (1992) 147
S. S. Huang, R. L. Zheng, Cancer Lett. 239 (2006) 271
V. Swarup, J. Ghosh, S. Ghosh, A. Saxena, A. Basu, Antimicrob. Agents Chemother. 51 (2007) 3367
C. W. Hooker, W. B. Lott, D. Harrich, J. Virol. 75 (2001) 3095
E. Le Claire, S. Schwaiger, B. Banaigs, H. Stuppner, F. Gafner, J. Agric. Food Chem. 53 (2005) 4367
S. U. Park, R. Uddin, H. Xu, Y. K. Kim, S. Y. Lee, Afr. J. Biotechnol. 7 (2008) 4959
M. Petersen, Y. Abdullah, J. Benner, D. Eberle, K. Gehlen, S. Hücherig, V. Janiak, K. H. Kim, M. Sander, C. Weitzel, S. Wolters, Phytochemistry 70 (2009) 1663
M. Shekarchi, H. Hajimehdipoor, S. Saeidnia, A. R. Gohari, M.P. Hamedani, Pharmacogn. Mag. 8 (2012) 37
A. Hussain, I. A. Qarshi, H. Nazir, I. Ullah. Plant Tissue Culture: Current Status and Opportunities, Recent Advances in Plant in vitro Culture, InTech, 2012 Available from: http://www.intechopen.com/books/recent-advances-in-plant-in-vitro-culture/plant-tissue-culture-current-status-and-opportunities
V. D. Nair, R. Panneerselvam, R. Gopi, S. Hongbo, Ind. Crops Prod. 45 (2013) 406
S. C. Roberts, M. L. Shuler, Curr. Opin. Biotechnol. 8 (1997) 154
E. Szabo, A. Thelen, M. Petersen, Plant Cell Rep. 18 (1999) 485
Q. Yan, M. Shi, J. Ng, J. Y. Wu, Plant Sci. 170 (2006) 853
F. DiCosmo, M. Misawa, Biotechnol. Adv. 13 (1995) 425
M. Thakur, B. S. Sohal, ISRN Biochem. 2013 (2013) 1
H. Patel, R. Krishnamurthy, J. Pharmacogn. Phytochem. 2 (2013) 60
M. Kračun-Kolarević, S. Dmitrović, B. Filipović, M. Perić, D. Mišić, A. Simonović, S. Todorović, Biotechnol. Lett., doi: 10.1007/s10529-015-1825-1
Z. G. Qian, Z. J. Zhao, Y. Xu, X. Qian, J. J. Zhong, Biotechnol. Bioeng. 86 (2004) 809
Z. G. Qian, Z. J. Zhao, Y. Xu, X. Qian, J. J. Zhong, Appl. Microbiol. Biotechnol. 68 (2005) 98
Z. G. Qian, Z. J. Zhao, Y. Xu, X. Qian, J. J. Zhong, Appl. Microbiol. Biotechnol. 71 (2006) 164
F. Hu, J. Huang, Y. Xu, X. Qian, J. J. Zhong, Biotechnol. Bioeng. 94 (2006) 1064
B. A. Šolaja, N. Terzić, G. Pocsfalvi, L. Gerena, B. Tinant, D. Opsenica, W. K. Milhous, J. Med. Chem. 45 (2002) 3331
D. M. Opsenica, B. A. Šolaja, Second/Generation Peroxides: The OZs and Artemisone, in Treatment and Prevention of Malaria: Antimalarial Drug Chemistry, Action and Use, Springer, Basel, Switzerland, 2012, p. 211
D. M. Opsenica, B. A. Šolaja, J. Serb. Chem. Soc. 74 (2009) 1155
I. Opsenica, N. Terzić, D. Opsenica, G. Angelovski, M. Lehnig, P. Eilbracht, B. Tinant, Z. Juranić, K. S. Smith, Z. S. Yang, D. S. Diaz, P. L. Smith, W. K. Milhous, D. Đoković, B. A. Šolaja, J. Med. Chem. 49 (2006) 3790
R. Mishra, K. K. Jha, S. Kumar, I. Tomer, Pharma. Chem. 3 (2011) 38
R. Chandra, M.-P. Kunga, H. F. Kunga, Bioorg. Med. Chem. Lett. 16 (2006) 1350
O. D. Lopez, Van N. Nguyen, D. R. St. Laurent, M. Belema, M. H. Serrano-Wu, J. T. Goodrich, F. Yang, Y. Qiu, A. S. Ripka, P. T. Nower, L. Valera, M. Liu, D. R. OBoyle II, J.-H. Sun, R. A. Fridell, J. A. Lemm, M. Gao, A. C. Good, N. A. Meanwell, L. B. Snyder, Bioorg. Med. Chem. Lett. 23 (2013) 779
J. L. Gonzalez, C. E. Stephens, T. Wenzler, R. Brun, F. A. Tanious, W. D. Wilson, T. Barszcz, K. A. Werbovetz, D. W. Boykin, Eur. J. Med. Chem. 42 (2007) 552
T. Murashige, F. Skoog, Physiol. Plant. 15 (1962) 473
A. Namdeo, Pharmacogn. Rev. 1 (2007) 69
G. Janicsák, I. Máthé, V. Miklóssy-Vári, G. Blunden, Biochem. System. Ecol. 27 (1999) 733
Y. Takeda, Y. Ooiso, T. Masuda, G. Honda, H. Otsuka, E. Sezik, Phytochemistry 49 (1998) 787
Z. F. Hou, J. Q. Tu, Y. Li, J. Chin. Chem. Soc. 49 (2002) 255
D. Modnicki, M. Tokar, B. Klimek, Acta Pol. Pharm. 64 (2007) 247
H. A. Colin, Plant Growth Regul. 34 (2001) 119
Y. Kim, E. Hahn, H. N. Murthy, K. Paek, Biotechnol. Lett. 26 (2004) 1619
L. Lin, J. Wu, Biotechnol. Bioeng. 78 (2002) 81
H. N. Murthy, E. J. Hahn, K. Y. Paek, Chin. J. Biotechnol. 24 (2008) 711
D. Mišić, V. Maksimović, S. Todorović, D. Grubišić, R. Konjević, Isr. J. Plant Sci. 53 (2005) 103
Y. K. Yang, S. Y. Lee, W. T. Park, N. I. Park, S. U. Park, Plant Omics 3 (2010) 1836
W. Li, K. Kazuo, A. Yoshihisa, Y. Takafumi, N. Tamotsu, Plant Cell, Tissue Organ Cult. 80 (2005) 151
M. Georgiev, S. Kuzeva, A. Pavlov, E. Kovacheva, M. Ilieva, Z. Naturforsch., C: J. Biosci. 61 (2006) 241
H. K. Kim, S.-R. Oh, H.-K. Lee, H. Huh, Biotechnol. Lett. 23 (2001) 55
J. Zhao, L. C. Davis, R. Verpoorte, Biotechnol. Adv. 23 (2005) 283.