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Phytochemical composition and antifeedant activity of five Vincetoxicum taxa against Spodoptera littoralis and Leptinotarsa decemlineata

Yıl 2017, Cilt: 21 Sayı: 4, 872 - 880, 01.12.2017

Öz

Five Vincetoxicum taxa (V. canescens subsp. canescens, V.
canescens subsp. pedunculata, V. fuscatum subsp. fuscatum, V.
fuscatum subsp. boissieri and V. parviflorum) were investigated
for insect antifeedant activity against Spodoptera littoralis and
Leptinotarsa decemlineata. At a dose of 500 μg/cm2, 12 extracts
were 100 % feeding deterrent, while 6 extracts showed 86.3-
99.3 % antifeedant activity. The effective doses (ED50) of the
total ethanol extract from V. canescens subsp. pedunculata
and of the methanol: dichloromethane (1:1) extract from V.
parviflorum were 12, and 18 μg/cm2, respectively, against S.
littoralis, and that of the total ethanol extract from V. fuscatum
subsp. fuscatum was 25 μg/cm2 against L. decemlineata. The
dichloromethane extracts of V. parviflorum and V. canescens
subsp. pedunculata inhibited the growth of S. littoralis with
ED50 values of 0.08 and 0.09 mg/g, respectively, and their LD50
values for larval mortality were 1.07 and 1.03 mg/g, respectively.
Phytochemical analysis revealed the presence of cardiotonic
glycosides, sugars, flavonoids and alkaloids in all investigated
taxa. In the dichloromethane and methanol:dichloromethane
(1:1) extracts, phenanthroindolizidine alkaloids were detected
by LC/MS/MS.

Kaynakça

  • 1. DiTommaso A, Lawlor FM, Darbyshire SJ. The biology of invasive alien plants in Canada 2. Cynanchum rossicum (Kleopow) Borhidi (=Vincetoxicum rossicum (Kleopow) Barbar.) and Cynanchum louseae (L.) Kartesz&Gandhi (= Vincetoxicum nigrum (L.) Moench). Can J Plant Sci 2004; 85: 243-63. 2. Heywood VH, Brummitt RK, Culham A, Seberg O. Flowering Plant Families of the World. Firefly Books, Oxford University Press, New York, ABD, 2007, pp. 38-40. 3. Liede S. Cynanchum-Rhodostegiella-Vincetoxicum-Tylophora (Asclepiadaceae): New considerations on an old problem. Taxon 1996; 45: 193-211. 4. Leimu R. Variation in the mating system of Vincetoxicum hirundinaria (Asclepiadaceae) in peripherial island populations. Ann of Bot 2004; 93: 107-13. 5. Mansoor A, Ibrahim MA, Zaidi MA, Ahmed M. Antiprotozoal activities of Vincetoxicum stocksii and Carum copticum. Bangladesh J Pharmacol 2011; 6: 51-4. 6. Lavault M, Richomme P, Bruneton J. Acetophenones and new pregnane glycosides from the roots of Vincetoxicum hirundinaria. Fitoterapia 1999; 70: 216-20. 7. Pavela R. Antifeedant activity of plant extracts on Leptinotarsa decemlineata Say. and Spodoptera littoralis Bois. larvae. Ind Crop Prod 2010; 32: 213-9. 8. Mogg C, Petit P, Cappuccino N, Durst T, McKague C, Foster M, Yack JE, Arnason JT, Smith ML. Test of the antibiotic properties of the invasive vine Vincetoxicum rossicum against bacteria, fungi and insects. Biochem Syst and Ecol 2008; 36: 383-91. 9. Shah AJ, Zaidi MA, Sajjad H, Gilani HAH. Antidiarrheal and antispasmodic activities of Vincetoxicum stocksii are mediated through calcium channel blockade. Bangladesh J Pharmacol 2011; 6: 46-50. 10. Staerk D, Lykkeberg AL, Christensen J, Budnik BA, Abe F, Jaroszewski JW. In vitro cytotoxic activity of phenantroindolizidine alkaloids from Cynanchum vincetoxicum and Tylophora tanakae against drug-sensitive and multidrug-resistant cancer cells. J Nat Prod 2002; 65: 1299-1302. 11. Lavault M, Richomme P, Bruneton J. New phenantroindolizidine N-oxides alkaloids isolated from Vincetoxicum hirundinaria Medic. Pharm Acta Helv 1994; 68: 225-7. 12. Stærk D, Nezhad KB, Asili J, Emami SA, Ahi A, Sairafianpour M, Jaroszewski JW. Phenanthroindolizidine alkaloids from Vincetoxicum pumilum. Biochem Syst Ecol 2005; 33: 957-60. 13. Gibson DM, Krasnoff SB, Biazzo J, Milbrath L. Phytotoxicity of antofine from invasive swallow-worts. J Chem Ecol 2011; 37: 871-9. 14. Stöckel K, Stöcklin W, Reichstein T. Die Glucoside von Vincetoxicum hirundinaria MEDIKUS. 1. Mitteilung: Isolierung und Spaltprodukte. Glucoside und Aglucon. 316 Mitteilung. Helv Chim Acta 1969; 52: 1175-1202. 15. Nowak R, Kisiel W. Hancokinol from Vincetoxicum officinale. Fitoterapia 2000; 71: 584-6. 16. Fehlhaber HW, Snatzke G, Toth L, Haznagy A, Makay ZS. Spektroskopische Identifizierung von C/6 und C/7 in Cynanchum vincetoxicum. Planta Med 1969; 17: 40-1. 17. Lv H, Ren J, Ma S, Xu S, Qu J, Liu Z, Zhou Q, Chen X, Yu S. Synthesis, biological evaluation and mechanism studies of deoxytylophorinine and its derivatives as potential anticancer agents. PLoS One 2012; 7:e30342. 18. Staerk D, Christensen J, Lemmich E, Duus J, Olsen CE, Jaroszewski JW. Cytotoxic activity of some phenanthroindolizidine N-Oxide alkaloids from Cynanchum vincetoxicum. J Nat Prod 2000; 63: 1584-6. 19. Cui M, Song H, Feng A, Wang Z, Wang Q. Asymmetric synthesis of (R)-antofin and (R) cryptopleurine via prolinecatalyzed sequential α-aminoxylation and Horner- Wadsworth-Emmons olefination of aldehyde. J Org Chem 2010; 75: 7018-21. 20. Yang CW, Lee YZ, Kang IJ, Barnard DL, Jan TJ, Lin D, Huang CW, Yeh TK, Chao YS, Lee SJ. Identification of phenanthroindolizidines and porcine enteropathogenic coronavirus transmissible gastroenteritis virüs and human severe acute respiratory syndrome coronavirus. Antivir Res 2010; 88: 160-8. 21. Yamashita S, Kurono N, Senboku H, Tokuda M, Orito K. Synthesis of phenanthro(9,10 b)indolizidin-9-ones, phenanthro(9,10-b)quinolizidin-9-one, and related benzolactams by Pd(OAc)2-catalyzed direct aromatic carbonylation. Eur J Org Chem 2009; 1173-80. 22. Browicz K. Vincetoxicum N.M. Wolf. In: Davis PH (ed). Flora of Turkey and the East Aegean Islands, Vol 6. Edinburgh University Press, Edinburgh, UK, 1978, pp. 163-173. 23. Tanker M, Sarer E, Atasu E, Yenen M, Ozkol N, Kurucu S. Farmakognozi Uygulama Örnekleri. Ankara University Press, Ankara, Türkiye 1986. 24. Cubukcu B. Analitik Farmakognozi. İstanbul University Press, İstanbul, Türkiye 1992. 25. Bruneton J. Pharmacognosy Phytochemistry Medicinal Plants, 2nd edn. Lavoisier Publishing, Paris France 1999. 26. Evans CW. Trease and Evans Pharmacognosy, 5th edn. W.B. Saunders Company Limited, London, UK 2002. 27. Cui L, Abliz Z, Xia M, Zhao L, Gao S, He W, Xiang Y, Liang F, Yu S. On-line identification of phenanthroindolizidine alkaloids in a crude extract from Tylophora atrofolliculata by liquid chromatography combined with tandem mass spectrometry. Rapid Commun Mass Spectrom 2004; 18: 184-90. 28. Pavela R, Sajfrtova M, Sovova H, Barnet M, Karban J. The insecticidal activity of Tanacetum parthenium (L.) Schultz Bip. extracts obrained by supercritical fluid extraction and hydrodistillation. Ind Crop Prod 2010; 31: 449-54. 29. Finney DJ. Probit Analysis, 3rd edn. Cambridge University Press, London, UK 1979. 30. Capo M, Saa JM. (-)- Antofine: A phenanthroindolizidine from Vincetoxicum nigrum. J Nat Prod 1989; 52: 389-90. 31. Pavela R, Vrchotova N. Insecticidal effect of feranocoumarins from fruits of Angelica archangelica L. against larvae Spodoptera littoralis Boisd. Ind Crop Prod 2013; 43: 33-9. 32. Ghassemi-Kahrizeha A, Aramideh S. Sub-lethal effects of Bacillus thuringiensis Berliner on larvae of colorado potato beetle, Leptinotarsa decemlineata (Say) (Coleoptera: Chrysomelidae). Arch Phytopathology Plant Protect 2015; 48: 259-67. 33. Scapinello J, Oliveira JV, Ribeiros ML, Tomazelli OJ, Chiaradia LA, Magro JD. Effects of supercritical CO2 extracts of Melia azedarach L. on the control of fall armyworm (Spodoptera frugiperda). Environ J Supercrit Fluids 2014; 93: 20-6. 34. Xu D, Huang Z, Cen YJ, Chen Y, Freed S, Hu XG. Antifeedant activities of secondary metabolites from Ajuga nipponensis against adult of striped flea beetles, Phyllotreta striolata. J Pest Sci 2009; 82:195-202. 35. Sahaf BZ, Moharramipour S, Meshkatalsadat MH. Chemical constituents and fumigant toxicity of essential oil from Carum copticum against two stored product beetles. Insect Sci 2007; 14: 213-8. 36. Pavela R. Larvicidal effects of some Euro-Asiatic plants against Culex quinquefasciatus Say larvae (Diptera: Culicidae). Parasitol Res 2009; 105: 887-92. 37. Lingathurai S, Vendan SE, Paulraj MG, Ignacimuthu S. Antifeedant and larvacidal activities of Acalypha fruticosa Forssk. (Euphorbiaceae) against Plutella xylostella L. (Lepidoptera: Yponomeutidae) larvae. J King Saud Univ Sci 2011; 23: 11-6. 38. Kumar P, Mishra S, Malik A, Satya S. Housefly (Musca domestica L.) control potential of Cymbopogon citratus Stapf. (Poales: Poaceae) essential oil and monoterpenes (citral and 1,8-cineole). Parasitol Res 2013; 112: 69-76. 39. Dias CN, Moraes DFC. Essential oils and their compounds as Aedes aegypti L. (Diptera: Culicidae) larvicides: Review. Parasitol Res 2014; 113: 565-92. 40. Ge Y, Liu P, Yang R, Zhang L, Chen H, Camara I, Liu Y, Shi W. Insecticidal constituents and activity of alkaloids from Cynanchum mongolicum. Molecules 2015, 20: 17483-92.
Yıl 2017, Cilt: 21 Sayı: 4, 872 - 880, 01.12.2017

Öz

Kaynakça

  • 1. DiTommaso A, Lawlor FM, Darbyshire SJ. The biology of invasive alien plants in Canada 2. Cynanchum rossicum (Kleopow) Borhidi (=Vincetoxicum rossicum (Kleopow) Barbar.) and Cynanchum louseae (L.) Kartesz&Gandhi (= Vincetoxicum nigrum (L.) Moench). Can J Plant Sci 2004; 85: 243-63. 2. Heywood VH, Brummitt RK, Culham A, Seberg O. Flowering Plant Families of the World. Firefly Books, Oxford University Press, New York, ABD, 2007, pp. 38-40. 3. Liede S. Cynanchum-Rhodostegiella-Vincetoxicum-Tylophora (Asclepiadaceae): New considerations on an old problem. Taxon 1996; 45: 193-211. 4. Leimu R. Variation in the mating system of Vincetoxicum hirundinaria (Asclepiadaceae) in peripherial island populations. Ann of Bot 2004; 93: 107-13. 5. Mansoor A, Ibrahim MA, Zaidi MA, Ahmed M. Antiprotozoal activities of Vincetoxicum stocksii and Carum copticum. Bangladesh J Pharmacol 2011; 6: 51-4. 6. Lavault M, Richomme P, Bruneton J. Acetophenones and new pregnane glycosides from the roots of Vincetoxicum hirundinaria. Fitoterapia 1999; 70: 216-20. 7. Pavela R. Antifeedant activity of plant extracts on Leptinotarsa decemlineata Say. and Spodoptera littoralis Bois. larvae. Ind Crop Prod 2010; 32: 213-9. 8. Mogg C, Petit P, Cappuccino N, Durst T, McKague C, Foster M, Yack JE, Arnason JT, Smith ML. Test of the antibiotic properties of the invasive vine Vincetoxicum rossicum against bacteria, fungi and insects. Biochem Syst and Ecol 2008; 36: 383-91. 9. Shah AJ, Zaidi MA, Sajjad H, Gilani HAH. Antidiarrheal and antispasmodic activities of Vincetoxicum stocksii are mediated through calcium channel blockade. Bangladesh J Pharmacol 2011; 6: 46-50. 10. Staerk D, Lykkeberg AL, Christensen J, Budnik BA, Abe F, Jaroszewski JW. In vitro cytotoxic activity of phenantroindolizidine alkaloids from Cynanchum vincetoxicum and Tylophora tanakae against drug-sensitive and multidrug-resistant cancer cells. J Nat Prod 2002; 65: 1299-1302. 11. Lavault M, Richomme P, Bruneton J. New phenantroindolizidine N-oxides alkaloids isolated from Vincetoxicum hirundinaria Medic. Pharm Acta Helv 1994; 68: 225-7. 12. Stærk D, Nezhad KB, Asili J, Emami SA, Ahi A, Sairafianpour M, Jaroszewski JW. Phenanthroindolizidine alkaloids from Vincetoxicum pumilum. Biochem Syst Ecol 2005; 33: 957-60. 13. Gibson DM, Krasnoff SB, Biazzo J, Milbrath L. Phytotoxicity of antofine from invasive swallow-worts. J Chem Ecol 2011; 37: 871-9. 14. Stöckel K, Stöcklin W, Reichstein T. Die Glucoside von Vincetoxicum hirundinaria MEDIKUS. 1. Mitteilung: Isolierung und Spaltprodukte. Glucoside und Aglucon. 316 Mitteilung. Helv Chim Acta 1969; 52: 1175-1202. 15. Nowak R, Kisiel W. Hancokinol from Vincetoxicum officinale. Fitoterapia 2000; 71: 584-6. 16. Fehlhaber HW, Snatzke G, Toth L, Haznagy A, Makay ZS. Spektroskopische Identifizierung von C/6 und C/7 in Cynanchum vincetoxicum. Planta Med 1969; 17: 40-1. 17. Lv H, Ren J, Ma S, Xu S, Qu J, Liu Z, Zhou Q, Chen X, Yu S. Synthesis, biological evaluation and mechanism studies of deoxytylophorinine and its derivatives as potential anticancer agents. PLoS One 2012; 7:e30342. 18. Staerk D, Christensen J, Lemmich E, Duus J, Olsen CE, Jaroszewski JW. Cytotoxic activity of some phenanthroindolizidine N-Oxide alkaloids from Cynanchum vincetoxicum. J Nat Prod 2000; 63: 1584-6. 19. Cui M, Song H, Feng A, Wang Z, Wang Q. Asymmetric synthesis of (R)-antofin and (R) cryptopleurine via prolinecatalyzed sequential α-aminoxylation and Horner- Wadsworth-Emmons olefination of aldehyde. J Org Chem 2010; 75: 7018-21. 20. Yang CW, Lee YZ, Kang IJ, Barnard DL, Jan TJ, Lin D, Huang CW, Yeh TK, Chao YS, Lee SJ. Identification of phenanthroindolizidines and porcine enteropathogenic coronavirus transmissible gastroenteritis virüs and human severe acute respiratory syndrome coronavirus. Antivir Res 2010; 88: 160-8. 21. Yamashita S, Kurono N, Senboku H, Tokuda M, Orito K. Synthesis of phenanthro(9,10 b)indolizidin-9-ones, phenanthro(9,10-b)quinolizidin-9-one, and related benzolactams by Pd(OAc)2-catalyzed direct aromatic carbonylation. Eur J Org Chem 2009; 1173-80. 22. Browicz K. Vincetoxicum N.M. Wolf. In: Davis PH (ed). Flora of Turkey and the East Aegean Islands, Vol 6. Edinburgh University Press, Edinburgh, UK, 1978, pp. 163-173. 23. Tanker M, Sarer E, Atasu E, Yenen M, Ozkol N, Kurucu S. Farmakognozi Uygulama Örnekleri. Ankara University Press, Ankara, Türkiye 1986. 24. Cubukcu B. Analitik Farmakognozi. İstanbul University Press, İstanbul, Türkiye 1992. 25. Bruneton J. Pharmacognosy Phytochemistry Medicinal Plants, 2nd edn. Lavoisier Publishing, Paris France 1999. 26. Evans CW. Trease and Evans Pharmacognosy, 5th edn. W.B. Saunders Company Limited, London, UK 2002. 27. Cui L, Abliz Z, Xia M, Zhao L, Gao S, He W, Xiang Y, Liang F, Yu S. On-line identification of phenanthroindolizidine alkaloids in a crude extract from Tylophora atrofolliculata by liquid chromatography combined with tandem mass spectrometry. Rapid Commun Mass Spectrom 2004; 18: 184-90. 28. Pavela R, Sajfrtova M, Sovova H, Barnet M, Karban J. The insecticidal activity of Tanacetum parthenium (L.) Schultz Bip. extracts obrained by supercritical fluid extraction and hydrodistillation. Ind Crop Prod 2010; 31: 449-54. 29. Finney DJ. Probit Analysis, 3rd edn. Cambridge University Press, London, UK 1979. 30. Capo M, Saa JM. (-)- Antofine: A phenanthroindolizidine from Vincetoxicum nigrum. J Nat Prod 1989; 52: 389-90. 31. Pavela R, Vrchotova N. Insecticidal effect of feranocoumarins from fruits of Angelica archangelica L. against larvae Spodoptera littoralis Boisd. Ind Crop Prod 2013; 43: 33-9. 32. Ghassemi-Kahrizeha A, Aramideh S. Sub-lethal effects of Bacillus thuringiensis Berliner on larvae of colorado potato beetle, Leptinotarsa decemlineata (Say) (Coleoptera: Chrysomelidae). Arch Phytopathology Plant Protect 2015; 48: 259-67. 33. Scapinello J, Oliveira JV, Ribeiros ML, Tomazelli OJ, Chiaradia LA, Magro JD. Effects of supercritical CO2 extracts of Melia azedarach L. on the control of fall armyworm (Spodoptera frugiperda). Environ J Supercrit Fluids 2014; 93: 20-6. 34. Xu D, Huang Z, Cen YJ, Chen Y, Freed S, Hu XG. Antifeedant activities of secondary metabolites from Ajuga nipponensis against adult of striped flea beetles, Phyllotreta striolata. J Pest Sci 2009; 82:195-202. 35. Sahaf BZ, Moharramipour S, Meshkatalsadat MH. Chemical constituents and fumigant toxicity of essential oil from Carum copticum against two stored product beetles. Insect Sci 2007; 14: 213-8. 36. Pavela R. Larvicidal effects of some Euro-Asiatic plants against Culex quinquefasciatus Say larvae (Diptera: Culicidae). Parasitol Res 2009; 105: 887-92. 37. Lingathurai S, Vendan SE, Paulraj MG, Ignacimuthu S. Antifeedant and larvacidal activities of Acalypha fruticosa Forssk. (Euphorbiaceae) against Plutella xylostella L. (Lepidoptera: Yponomeutidae) larvae. J King Saud Univ Sci 2011; 23: 11-6. 38. Kumar P, Mishra S, Malik A, Satya S. Housefly (Musca domestica L.) control potential of Cymbopogon citratus Stapf. (Poales: Poaceae) essential oil and monoterpenes (citral and 1,8-cineole). Parasitol Res 2013; 112: 69-76. 39. Dias CN, Moraes DFC. Essential oils and their compounds as Aedes aegypti L. (Diptera: Culicidae) larvicides: Review. Parasitol Res 2014; 113: 565-92. 40. Ge Y, Liu P, Yang R, Zhang L, Chen H, Camara I, Liu Y, Shi W. Insecticidal constituents and activity of alkaloids from Cynanchum mongolicum. Molecules 2015, 20: 17483-92.
Toplam 1 adet kaynakça vardır.

Ayrıntılar

Konular Sağlık Kurumları Yönetimi
Bölüm Makaleler
Yazarlar

Sevda Güzel Bu kişi benim

Roman Pavela Bu kişi benim

Ahmet İlçim Bu kişi benim

Gamze Kökdil Bu kişi benim

Yayımlanma Tarihi 1 Aralık 2017
Yayımlandığı Sayı Yıl 2017 Cilt: 21 Sayı: 4

Kaynak Göster

APA Güzel, S., Pavela, R., İlçim, A., Kökdil, G. (2017). Phytochemical composition and antifeedant activity of five Vincetoxicum taxa against Spodoptera littoralis and Leptinotarsa decemlineata. Marmara Pharmaceutical Journal, 21(4), 872-880.
AMA Güzel S, Pavela R, İlçim A, Kökdil G. Phytochemical composition and antifeedant activity of five Vincetoxicum taxa against Spodoptera littoralis and Leptinotarsa decemlineata. mpj. Aralık 2017;21(4):872-880.
Chicago Güzel, Sevda, Roman Pavela, Ahmet İlçim, ve Gamze Kökdil. “Phytochemical Composition and Antifeedant Activity of Five Vincetoxicum Taxa Against Spodoptera Littoralis and Leptinotarsa Decemlineata”. Marmara Pharmaceutical Journal 21, sy. 4 (Aralık 2017): 872-80.
EndNote Güzel S, Pavela R, İlçim A, Kökdil G (01 Aralık 2017) Phytochemical composition and antifeedant activity of five Vincetoxicum taxa against Spodoptera littoralis and Leptinotarsa decemlineata. Marmara Pharmaceutical Journal 21 4 872–880.
IEEE S. Güzel, R. Pavela, A. İlçim, ve G. Kökdil, “Phytochemical composition and antifeedant activity of five Vincetoxicum taxa against Spodoptera littoralis and Leptinotarsa decemlineata”, mpj, c. 21, sy. 4, ss. 872–880, 2017.
ISNAD Güzel, Sevda vd. “Phytochemical Composition and Antifeedant Activity of Five Vincetoxicum Taxa Against Spodoptera Littoralis and Leptinotarsa Decemlineata”. Marmara Pharmaceutical Journal 21/4 (Aralık 2017), 872-880.
JAMA Güzel S, Pavela R, İlçim A, Kökdil G. Phytochemical composition and antifeedant activity of five Vincetoxicum taxa against Spodoptera littoralis and Leptinotarsa decemlineata. mpj. 2017;21:872–880.
MLA Güzel, Sevda vd. “Phytochemical Composition and Antifeedant Activity of Five Vincetoxicum Taxa Against Spodoptera Littoralis and Leptinotarsa Decemlineata”. Marmara Pharmaceutical Journal, c. 21, sy. 4, 2017, ss. 872-80.
Vancouver Güzel S, Pavela R, İlçim A, Kökdil G. Phytochemical composition and antifeedant activity of five Vincetoxicum taxa against Spodoptera littoralis and Leptinotarsa decemlineata. mpj. 2017;21(4):872-80.