Influence of growing conditions on metabolite profile of Ammi visnaga umbels with special reference to bioactive furanochromones and pyranocoumarins

Adamska, 1974, Occurrence of dihydroseselins in individual organs of Ammi visnaga cultivated in Poland, Herba Colonica, 20, 35 Abou-Mustafa, 1990, A further contribution to the γ-pyrone constituents of Ammi visnaga fruits, Planta Med., 56, 134, 10.1055/s-2006-960912 Alongi, 2002, Present state and future of the world’s mangrove forests, Environ. Conserv., 29, 331, 10.1017/S0376892902000231 Appendino, 2004, Coumarins from Opopanax chironium. New dihydrofuranocoumarins and differential induction of apoptosis by imperatorin and heraclenin, J. Nat. Prod., 67, 532, 10.1021/np0340652 Badawi, 1967, Natural chromones. III. Nuclear magnetic resonance spectra of some natural and synthetic products, Indian J. Chem., 5, 93 Balbaa, 1968, Active constituent of Ammi visnaga fruits collected at different stages of maturity, J. Pharm. Sci. United Arab Republic, 9, 15 Barkla, 2013, Progress and challenges for abiotic stress proteomics of crop plants, Proteomics, 13, 1801, 10.1002/pmic.201200401 BCEOM (Bureau central d′études pour les équipements d′Outremer), 1995. Etude pour la sauvegarde du Parc National de l′Ichkeul. Rapport de 3ème partie: Mesures et études spécifiques. Tunis, Fresenius Consult, CE Salzgitter and Studi, Ministére de l′Environnementet et de l′Aménagement du Territoire, ANPE, Tunis (Tun.), pp. 1–421. Ben Taarit, 2011, Physiological changes and essential oil composition of clary sage (Salvia sclarea L.) rosette leaves as affected by salinity, Acta Physiol. Plant., 33, 153, 10.1007/s11738-010-0532-8 Casagranda, 2007, Biomass of Ruppia cirrhosa and Potamogeton pectinatus in a Mediterranean brackish lagoon, Lake Ichkeul, Tunisia, Fund. Appl. Limnol., 168, 243, 10.1127/1863-9135/2007/0168-0243 Dat, 2004, Sensing and signalling during plant flooding, Plant Physiol. Biochem., 42, 273, 10.1016/j.plaphy.2004.02.003 Drexler, 2001, Effect of the 1997–1998 ENSO-related drought on hydrology and salinity in a Micronesian wetland complex, Estuaries, 24, 347, 10.2307/1353237 El-Fiky, 1989, Ammi visnaga: Somatic embryo induction and furanochromone production in embryos, seedlings, and plants, Planta Med., 55, 446, 10.1055/s-2006-962061 Elgamal, 1979, Carbon-13 nuclear magnetic resonance spectra. Part XI. Carbon-13 NMR chemical shifts and carbon-proton coupling constants of some furocoumarins and furochromones, Phytochemistry, 18, 139, 10.1016/S0031-9422(00)90932-4 Elgamal, 1998, A further contribution to some γ-pyrone constituents of Ammi visnaga, Fitoterapia, 69, 549 Ghosal, 1982, Three chromones from bulbs of Pancratium biflorum, Phytochemistry, 21, 2943, 10.1016/0031-9422(80)85074-6 Gonzalez, 1981, Structure of maritimin, a sesquiterpene lactone from Artemia maritima gallica, Phytochemistry, 20, 2367, 10.1016/S0031-9422(00)82667-9 Gounot, 1967, Carte phyto-écologique de la Tunisie septentrionale, échelle 1/200000, Ann. Inst. Nat. Rech. Agron. Tunisie, 40, 425 Gouvea, 2012, The influence of biotic and abiotic factors on the production of secondary metabolites in medicinal plants, 419 Gunaydin, 2002, Determination of khellin and visnagin in Ammi visnaga fruits by capillary electrophoresis, J. Chromatogr. A, 954, 291, 10.1016/S0021-9673(02)00168-1 Gunaydin, 2004, The chemical investigations on the ripe fruits of Ammi visnaga (Lam.) Lamarck growing in Turkey, Nat. Prod. Res., 18, 169, 10.1080/14786410310001608091 Horchani, 2010, Prolonged root hypoxia effects on enzymes involved in nitrogen assimilation pathway in tomato plants, Plant Signaling Behav., 5, 1583, 10.4161/psb.5.12.13820 Jackson, 2002, Long-distance signalling from roots to shoots assessed: the flooding story, J. Exp. Bot., 53, 175, 10.1093/jexbot/53.367.175 Jain, 2009 Karawya, 1969, Determination of dihydroseselins in fruits and extracts of Ammi visnaga; Giza, Egypt, J. Pharm. Sci., 58, 1545, 10.1002/jps.2600581230 Kim, 2007, Antiproliferative effect of furanocoumarins from the root of Angelica dahurica on cultured human tumor cell lines, Phytother. Res., 21, 288, 10.1002/ptr.2043 Kim, 2011, Simultaneous determination of chromones and coumarins in Radix Saposhnikoviae by high performance liquid chromatography with diode array and tandem mass detectors, J. Chromatogr. A, 1218, 6319, 10.1016/j.chroma.2011.06.103 Kleiner, 2008, Effects of naturally occurring coumarins on hepatic drug-metabolizing enzymes in mice, Toxicol. Appl. Pharmacol., 232, 337, 10.1016/j.taap.2008.07.004 Kondo, 1972, Constituents of Cimicifuga species. VIII. Structure of cimifugin, new bitter principle from Cimicifuga simplex, Chem. Pharm. Bull., 20, 1940, 10.1248/cpb.20.1940 Kopp, 1991, 4H-Chromenone glycosides from Eranthis hyemalis (L.) salisbury. javascript, Helv. Chim. Acta, 74, 611, 10.1002/hlca.19910740318 Kovacs, 2001, Mapping disturbances in a mangrove forest using multi-data landsat TM imagery, Environ. Manage., 27, 763, 10.1007/s002670010186 Królicka, 2003, Stimulation of furanochromone accumulation in callus cultures of Ammi visnaga L. by addition of elicitors, Pharmazie, 58, 590 Kursinszki, 1998, Determination of visnagin in Ammi visnaga hairy root cultures using solid-phase extraction and high-performance liquid chromatography, Microchem. J., 59, 392, 10.1006/mchj.1998.1590 Li, 2011, Application of response surface methodology to optimise ultrasonic-assisted extraction of four chromones in Radix Saposhnikoviae, Phytochem. Anal., 22, 313, 10.1002/pca.1282 Li, 2012, Comparative pharmacokinetics of prim-O-glucosylcimifugin and cimifugin by liquid chromatography–mass spectrometry after oral administration of Radix Saposhnikoviae extract, cimifugin monomer solution and prim-O-glucosylcimifugin monomer solution to rats, Biomed. Chromatogr., 26, 1234, 10.1002/bmc.2684 Liu, 2008, Separation and purification of four chromones from Radix Saposhnikoviae by high-speed counter-current, Chromatogr. Phytochem. Anal., 19, 206, 10.1002/pca.984 Macias, 1989, Carbon-13 NMR of coumarins. II. Khellactones: spectroscopic criteria to establish the relative configuration of the dihydropyran ring, Magn. Res. Chem., 27, 653, 10.1002/mrc.1260270709 Mancini, 1987, Proton NMR spectra of pyranocoumarins, Magn. Reson. Chem., 25, 740, 10.1002/mrc.1260250817 Márquez, 2004, Imperatorin inhibits T-cell proliferation by targeting the transcription factor NFAT, Planta Med., 70, 1016, 10.1055/s-2004-832640 Martelli, 1984, Rapid separation and quantitative determination of khellin and visnagin in Ammi visnaga (L.) Lam. fruits by high-performance liquid chromatography, J. Chromatogr., 301, 297, 10.1016/S0021-9673(01)89202-5 Marumoto, 2010, β-secretase inhibitory effects of furanocoumarins from the root of Angelica dahurica, Phytother. Res., 24, 510, 10.1002/ptr.2967 Mendez, 1979, Coumarins of Angelica pachycarpa fruits. javascript, Planta Med., 36, 219, 10.1055/s-0028-1097274 Miftakhova, 2001, Coumarins from the aerial part of Halocnemum strobilaceum, Fitoterapia, 72, 319, 10.1016/S0367-326X(00)00301-4 Munns, 2005, Genes and salt tolerance: bringing them together, New Phytol., 167, 645, 10.1111/j.1469-8137.2005.01487.x Napolitano, 2013, An analytical approach based on ESI-MS, LC–MS and PCA for the quali-quantitative analysis of cycloartane derivatives in Astragalus spp, J. Pharm. Biomed. Anal., 85C, 46, 10.1016/j.jpba.2013.06.021 Niccolai, 1986, The mechanisms of interaction between furanochromones and DNA. A heteronuclear overhauser effect study on the khellin-thymidine model system, Biophys. Chem., 24, 217, 10.1016/0301-4622(86)85027-X Pederson, 2006, Oxygen dynamics during submergence in the halophytic stem succulent Halosarcia pergranulata, Plant, Cell Environ., 29, 1388, 10.1111/j.1365-3040.2006.01522.x Pedneault, 2002, Variations in concentration of active compounds in four hydroponically-and field-grown medicinal plant species, Acta Horticulturae, 580, 255, 10.17660/ActaHortic.2002.580.34 Perrone, 2009, Steroidal glycosides from the leaves of Ruscus colchicus: Isolation and structural elucidation based on a preliminary liquid chromatography–electrospray ionization tandem mass spectrometry profiling, Phytochemistry, 70, 2078, 10.1016/j.phytochem.2009.08.016 Petinatti Pavarini, 2012, Exogenous influences on plant secondary metabolite levels, Anim. Feed Sci. Technol., 176, 5, 10.1016/j.anifeedsci.2012.07.002 Saglio, 1980, Soluble sugars, respiration, and energy charge during aging of excised maize root tips, Plant Physiol., 66, 516, 10.1104/pp.66.3.516 Supniewska, 1956, Ammi visnaga. II. Determination of khelline content in plants cultivated in Poland, Dissert. Pharm., 8, 63 Supniewska, 1957, Khellin content in Ammi visnaga adapted to Polish climatic conditions, B. Acad. Pol. Sci. Biol., 5, 67 Um, 2010, Evaluation of chemical constituents from Glehnia littoralis for antiproliferative activity against HT-29 human colon cancer cells, Process Biochem., 45, 114, 10.1016/j.procbio.2009.08.016 UNEP-WCMC (United Nations Environment Programme-World Conservation Monitoring Centre). 2008. Ichkeul National Park, Tunisia. Available from: http://www.eoearth.org/article/Ichkeul_National_Park,_Tunisia. Van Dongen, 1952, The action of khellin on fibrillation of the heart, Arch. Int. Pharmacodyn. Ther., 88, 458 Vij, 2007, Emerging trends in the functional genomics of the abiotic stress response in crop plants, Plant Biotechnol. J., 5, 361, 10.1111/j.1467-7652.2007.00239.x Voesenek, 2006, How plants cope with complete submergence, New Phytol., 170, 213, 10.1111/j.1469-8137.2006.01692.x Zgórka, 1998, Determination of furanochromones and pyranocoumarins in drugs and Ammi visnaga fruits by combined solid-phase extraction-high-performance liquid chromatography and thin-layer chromatography-high-performance liquid chromatography, J. Chromatogr. A, 797, 305, 10.1016/S0021-9673(97)01173-4 Zheng, 2011, Isolated perfused lung extraction and HPLC–ESIMSn analysis for predicting bioactive components of Saposhnikoviae Radix, J. Pharm. Biomed. Anal., 54, 614, 10.1016/j.jpba.2010.09.034