Abstract
Antifeedant activities of the isolated chemical compounds from Ajuga nipponensis, were studied against adult of striped leaf beetles. The methanol, petroleum ether, ethyl acetate and n-butanol extracts at 1.0 mg/ml, were used in this study. All four extracts exhibited more than 65 antifeedant index at 24 h and ethyl acetate extract showed significant activity against striped leaf beetles with 83.12 antifeedant index. Six compounds and one fraction were isolated by chromatography and their structures were identified by NMR, MS and FTIR spectra. At 2.0 mg/ml for 24 h the three compounds 20-hydroxyecdysone, acacetin and apigenin showed considerable activities with antifeedant indexes 59.29, 51.22 and 61.55, respectively. In contrast to this the antifeedant indexes of acacetin and apigenin, were sharply reduced as the time extended and that of 20-hydroxyecdysone remained unchanged. In addition, the synergistic effects of two mixtures of secondary metabolites, were studied and no sharp difference was observed.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Abivardi C, Benz G (1984) Tests with the extracts of 21 medicinal plants for antifeedant activity against larvae of Pieris barssicae L. (Lep., pieridae). Bull Soc Entomol Swiss 57:383–392
Chou WS, Lu HS (1980) Growth regulation and silk production in Bombyx mori L. from phytogenous ecdysteroids. In: Hoffmann JA (ed) Progress in ecdysone research. Elsevier North-Holland Biomedical Press, Amsterdam, pp 281–297
Domink MC, von Elert E (2004) Impact of 10 dietary sterols on growth and reproduction of Daphnia galeata. J Chem Ecol 30:483–500. doi:10.1023/B:JOEC.0000018624.94689.95
Francisco C, Josep C (1993) Insect allelochemicals from Ajuga plants. Phytochemistry 32:1361–1370. doi:10.1016/0031-9422(93)85139-I
Goad LJ (1981) Sterol biosynthesis and metabolism in marine invertebrates. Pure Appl Chem 51:837–852. doi:10.1351/pac198153040837
Guo CL, Qin LY, Chen HS, Yan Liu (2006) Studies on antifeeding and contact toxic activities of crude extracts of Meliaceae against Phyllotreta striolata (Fabricius). Guangxi Sci 31:71–74 (in Chinese)
Harrison KE (1990) The role of nutrition in maturation, reproduction and embryonic development of decapod crustaceans. J Shellfish Res 9:1–28
Harvey HR, Eglinton G, Corner ED (1987) Biotransformation and assimilation of dietary lipids by Calanus feeding on a dinoflagellate. Geochim Cosmochim Acta 51:3031–3040. doi:10.1016/0016-7037(87)90376-0
Hisashik K, Noriko S, Akikioh H (1990) Sterol glucosides from Prunella vulgaris. Phytochemistry 29:2351–2355. doi:10.1016/0031-9422(90)83073-A
Huang ZY, Zhang YG, Chiu SF (1990) Preliminary studies on toxicity of the extract from Ajuga nipponensis against termite Coptotermes formosanus Shiraki. Nat Enemies Insects 12:187–193 (in Chinese)
Ikekeawa N (1985) Structures, biosynthesis and function of sterols in invertebrates. In: Danielsson and Sjovall J (ed) Sterols and bile acids. Elsevier/North Holland Biomedical Press, Amsterdam, pp 199–230
Ismann MB (2006) Botanical insecticides, deterrents and repellents in modern agricultural and an increasingly regulated world. Annu Rev Entomol 51:45–56. doi:10.1146/annurev.ento.51.110104.151146
Josep C, Tandrón YA, Zeng XL (2007) New phytoecdysteroids from cultured plants of Ajuga nipponensis Makino. Steroids 72:802–808
Lai RQ, You MS (2005) Anti-feeding effect of the extracts adults of the striped flea beetle from non-preferable plants on Phyllotreta striolata (F.). Plant Prot 31:37–40 (in Chinese)
Li JY, Qiu LM, Wang H, Fu JW (2007) Chemicals used for controlling Phyllotreta striolata (F.). Fujin J Agric Sci 22:15–18
Liu MS, Li X (1998) Spectral specificity of Ajugasterone C. Chin J Magn Reson 15:539–542 (in Chinese)
Liu B, Shir RB (2001) Chemical constituents and pharmacological activities of Ajuga plants. Foreign Med Plant Pharm Faxcicule 16:96–101 (in Chinese)
Liu Z, Shang ZZ, Li ZQ (1992) Preliminary investigation on insecticidal activity of Ajuga nipponensis. Prog Nat Sci 2:251–257 (in Chinese)
Michaela B, Barry C, Laurence D (1996) Tolerance of the Egyptian cotton leafworm Spodoptera littoralis (Lepidoptera: Noctuidae) to ingested phytoecdysteroids. J Insect Physiol 42:931–936. doi:10.1016/0022-1910(96)00052-2
Min ZD, Wang SQ, Zheng QT (1989) Four new insect antifeedant neo-Clerodane diterpenoids, Ajugacumbins A, B, C and D, from Ajuga decunbens. Chem Pharm Bull (Tokyo) 37:2505–2508 (in Chinese)
Nawrot J, Bloszyk E, Harmatha J, Novotyn L, Drozdz B (1986) Action of antifeedants of plant origin on beetles infesting stored products. Acta Ent Bohemoslov 83:327–335
Nes WR, Mckean ML (1977) Biochemistry of steroids and other isopentenoids. University Park Press, Baltimore
Qiu YT, Zhao SH (1994) Effects of Ajuga nipponensis extract on the symptomatic reaction, histology and ultrastructure of larvae of diamondback moth. J S China Agric Univ 15:8–13 (in Chinese)
SAS Institute (1988) SAS user’s guide: statistics. SAS Institute, Cary
Shen J, Liang J, Peng SL, Ding LS (2004) Chemical constituents from Saussurea stella. Nat Prod Res Dev 16:391–393
SPSS Inc. (1997) SPSS 8.0 for windows. SPSS, Chicago
Sugavanam B, Copping LG (1998) Development of crop protection agents invention to sales. In: Van Valkenburg W (ed) Pesticide formulation: recent developments and their applications in developing countries. New Age International, New Delhi, pp 3–29
Sun PF (2006) Brief on happen law and control way of striped flea beetle. QingHai Agric Sci Technol 4:74–75 (in Chinese)
Talpetch T, Reutrakul V, Tuntiwachwultikul P (1983) Flavonoids in the black rhizomes of Boesenbergia pandurata. Phytochemistry 22:625–626. doi:10.1016/0031-9422(83)83075-1
Teshima S (1971) Bioconversion of β-sitosterol and 24-methylcholesterol to cholesterol in marine crustacea. Comp Biochem Physiol B 39:815–822. doi:10.1016/0305-0491(71)90105-2
Teshima S, Kananazawa A (1971) Bioconversion of the dietary ergosterol to cholesterol in Artemia salina. Comp Biochem Physiol B 38:603–607. doi:10.1016/0305-0491(71)90315-4
Teshima S, Kananazawa A, Sasada H (1983) Nutritional value of dietary cholesterol and other sterols to larval prawn Penaeus japonicus Bate. Aquaculture 31:159–167. doi:10.1016/0044-8486(83)90310-1
Wink M (1993) Production and application of phytochemicals from an agricultural perspective. In: Beek TA, Breteler H (eds) Phytochemistry and agriculture, vol 34. Oxford, UK, pp 171–213
Zeng XN, Huang DP, Zhao SH (1997) Bioactivity of crude phytoecdysone from Ajuga nipponensis Makino against diamond back moth [Plutella xylostella (L.)]. In: Yang XK, Wu H (eds) Advances of entomology. Chinese Forest, Beijing, p 335
Zeng XN, Fang JF, Zhang SX, Han JY (2001) Effects of cysterone on growth and development of diamondback Moth, Plutella xylostella (L.). Entomol Sin 8:233–239
Zhang YG, Qiu YT, Chiu SF (1992) Preliminary studies on the bioactivity of the extracts from Ajuga nipponensis Makino against four species of lepidopterous insect pests. J. S China Agric Univ 13:63–68 (in Chinese)
Zou ZJ, Yang JS, Ju JH (2006) Studies on the chemical constituents in herbs of Hemistepta lyrata. Chin Tradit Herb Drugs 37:1303–1304 (in Chinese)
Acknowledgments
We acknowledge the financial assistance and facilities provided by the Opening Project of Key Laboratory of Laser Life Science (South China Normal University) during the course of this investigation. The authors are very grateful to Dr. David Leach from Southern Cross University of Australia for his valuable suggestion during the writing of manuscript.
Author information
Authors and Affiliations
Corresponding author
Additional information
Communicated by J. Gross.
Rights and permissions
About this article
Cite this article
Xu, D., Huang, Z., Cen, YJ. et al. Antifeedant activities of secondary metabolites from Ajuga nipponensis against adult of striped flea beetles, Phyllotreta striolata . J Pest Sci 82, 195–202 (2009). https://doi.org/10.1007/s10340-008-0239-4
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10340-008-0239-4