Scientia Agricultura Sinica ›› 2012, Vol. 45 ›› Issue (1): 77-84.doi: 10.3864/j.issn.0578-1752.2012.01.009

• PLANT PROTECTION • Previous Articles     Next Articles

Insecticidal Activities and Active Ingredients of Pronephrium megacuspe

 HUANG  Su-Qing, XU  Han-Hong, TIAN  Yong-Qing, WEI  Xiao-Yi   

  1. 1.华南农业大学天然农药与化学生物学教育部重点实验室,广州 510642
  • Received:2011-01-24 Online:2012-01-01 Published:2011-10-08

Abstract: 【Objective】 The objective of this study is to research the active ingredients of Pronephrium megacuspe.【Method】Insecticidal activities and action mode were determined by bioassay. The active ingredients were isolated from the extract by activity-guided fractionation with column chromatography, thin layer chromatography (TLC) and recrystallization, and the structures were identified predominantly on the basis of MS and NMR data.【Result】The results showed that the methanol extract of P. megacuspe possessed toxicity against the adult of Musca domestica, the 4th instar larva of Aedes albopictus and Myzus persicae, and had antifeedant activity to the 3rd instar lavae of Plutella xylostella, Ostrinia furnacalis and Pieris rapae. 7-hydroxy-5-methoxy -6,8-dimethyl-flavanone, 2′,4′-dihydroxy-3′-methyl-6′-methoxychalcone, 5,7-dihydroxy-6,8-dimethylflavanone and 5-hydroxy-6,7- dimethoxyflavone were isolated and identified from the methanol extract of P. megacuspe. The results of bioassay showed that all compounds possessed antifeedant activity to the 3rd instar lavae of O. furnacalis with the average antifeedant rate above 50% at a concentration of 50 mg•L-1 at 24 h after treatment. Four compounds exhibited no contact activity against the 3rd instar lavae of O. furnacalis at a dosage of 2 ?g/pest. 5,7-dihydroxy-6,8-dimethylflavanone possessed weak antifeedant activity against the 3rd instar lavae of P. xylostella with an average antifeedant rate of 40.51% at 24 h after treatment, and the mortality was 33.76% at a dosage of 1 ?g/pest at 48 h after treatment. The other three compounds had no contact toxicity to the 3rd instar lavae of P. xylostella. 【Conclusion】P. megacuspe has insecticidal activities against various insect pests. Four compounds were isolated and identified from the methanol extract of P. megacuspe. They have the similar mother structure, but different on the number of replaced methylium and its place, and have different activities. Therefore the other compounds and the structure-activity relationship of P. megacuspe need to be further investigated as a biopesticide.

Key words: Pronephriummegacuspe, insecticidalactivity, activitycompound, toxicity

[1]Dicke M. Chemical ecology of host-plant selection by herbi-vorous arthropods: a multitrophic perspective. Biochemical Systematics and Ecology, 2000, 28: 601-617.

[2]Shinogi T, Hamanishi Y, Otsu Y, Wang Y Q, Nonomura T, Matsuda Y, Toyoda H, Narusaka Y, Tosa Y, Mayama S. Role of induced resistance in interactions of Epilachna vigintioctopunctata with host and non-host plant species. Plant Science, 2005, 168: 1477-1485.

[3]Heinz C A, Feeny P. Effects of contact chemistry and host plant experience in the oviposition behaviour of the eastern black swallowtail butter?y. Animal Behaviour, 2005, 69: 107-115.

[4]黄素青. 微红新月蕨的杀虫活性与有效成分[D]. 广州: 华南农业大学, 2008: 1-13.

Huang S Q. Insecticidal activities and chemical constituents of Pronephrium megacuspe[D]. Guangzhou: South China Agricultural University, 2008: 1-13. (in Chinese)

[5]Hirohara M, Ono M, Arai Y, Masuda K, Shiojima K, Ageta H. Fern constituents: triterpenoids of Polypodiodes amoena. Natural Medicines, 2000, 54(4): 186-189.

[6]Hirohara M, Nakane T, Terayama Y, Kobayashi A, Arai Y, Masuda K, Hamashima H, Shiojima K, Ageta H. Chemotaxonomy of ferns: triterpenoids and rbcL gene sequences of Polypodium, Polypodiodes and Goniophlebium. Natural Medicines, 2000, 54(6): 330-333.

[7]Huang S Q, Zhang Z X, Li Y Z, Li Y X, Xu H H. Anti-insect activity of the methanol extracts of fern and gymnosperm. Agricultural Sciences in China, 2010, 9(2): 249-256.

[8]杨新洲. 披针新月蕨抗菌消炎活性成分研究[D]. 武汉: 华中科技大学, 2002: 57.

Yang X Z. The study of antibiosis and antiphlogosis activity of Abacopteris penangiana[D]. Wuhan: Huazhoug University of Science and Technology, 2002: 57. (in Chinese)

[9]方进波. 民间药物空心莲子草和披针新月蕨生物活性成分研究[D]. 天津: 天津大学, 2006: 89.

Fang J B. Bioactive constituents from Alternanthera philoxeroides & Abacopteris penangiana[D]. Tianjin: Tianjin University, 2006: 89. (in Chinese)

[10]Zhao Z X, Ruan J L, Jin J, Zou J, Zhou D N, Fang W, Zeng F B. Flavan-4-ol glycosides from the rhizomes of Abacopteris penangiana. Journal of Natural Products, 2006, 69(2): 265-268.

[11]吴光华, 魏安华, 蔡亚玲, 熊朝梅, 阮金兰. 针毛蕨的化学成分及其体内外抗肿瘤活性研究. 中国药学杂志, 2011, 46(5): 330-333.

Wu G H, Wei A H, Cai Y L, Xiong C M, Ruan J L. Chemical constituents of Macrothelypteris oligophlebia and their antitum or activity in vitro and in vivo. Chinese Pharmaceutical Journal, 2011, 46(5): 330-333. (in Chinese)

[12]魏安华, 吴光华, 熊朝梅, 周道年, 蔡亚玲, 阮金兰. 翠绿针毛蕨中特殊B环结构的黄酮及其抑制肿瘤细胞增殖作用的研究. 中国中药杂志, 2011, 36(5): 582-584.

Wei A H, Wu G H, Xiong C M, Zhou D N, Cai Y L, Ruan J L. Flavonoids with special B-ring from Macrothelypteris viridifrons and their anti-proliferative effects on tumor cell. China Journal of Chinese Materia Medica, 2011, 36(5): 582-584. (in Chinese)

[13]苏茂文, 罗万春, 潘文亮, 张俊燕, 陈召亮. 马齿苋鲜样提取物对棉蚜的毒杀和拒食活性研究. 山东农业大学学报: 自然科学版, 2005, 36(1): 25-29.

Su M W, Luo W C, Pan W L, Zhang J Y, Chen Z L. Bioactivities of extracts from fresh Portulaca olemcea L. against Aphis gossypii Glover. Journal of Shandong Agricultural University: Natural Science, 2005, 36(1): 25-29. (in Chinese)

[14]唐启义, 冯明光. 实用统计分析及其DPS数据处理系统. 北京: 科学出版社, 2002.

Tang Q Y, Feng M G. DPS Data Processing System for Practical Statistics. Beijing: Science Press, 2002. (in Chinese)

[15]张凤仙, 刘梅芳, 陆仁荣. 水翁花蕾化学成分的研究. 植物学报, 1990, 32(6): 469-472.

Zhang F X, Liu M F, Lu R R. Studies on the chemical constituents from the bug of Cleistocalyx operculatus. Acta Botanica Sinica, 1990, 32(6): 469-472. (in Chinese)

[16]Mustafa K A, Perry N B, Weavers R T. Lipophilic C-methylflavonoids with no B-ring oxygenation in Metrosideros species (Myrtaceae). Biochemical Systematics and Ecology, 2005, 33(10): 1049-1059.

[17]Parmar V S, Gupta S, Sinha R, Sharma S K. Synthesis of some commonly occurring 2-phenyl-4H-1-benzopyran-4-ones: revised structures for three natural products. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1993, 32(2): 244-256.

[18]熊晓华. 植物源害虫控制剂的研究与开发. 恩施职业技术学院学报: 综合版, 2011, 23(1): 63-65.

Xiong X H. The research and development of botanical pest control agent. Journal of Enshi Technical College: Comprehensive Edition, 2011, 23(1): 63-65. (in Chinese)

[19]张保华, 江志利, 陈安良, 张  兴. 0.75%砂地柏精油乳油的研制及其杀虫活性. 西北农业学报, 2005, 14(3): 29-31.

Zhang B H, Jiang Z L, Chen A L, Zhang X. Studies on the 0.75% essential oils from Sabina vulgaris Ant. emulsifiable concentrate and its insecticidal activities. Acta Agriculturae Boreali-occidentalis Sinica, 2005, 14(3): 29-31. (in Chinese)

[20]丁  伟, 吴文君, 董全雄. 植物性杀虫剂苦皮藤乳油控制菜青虫有效剂量的研究. 西南农业大学学报, 2000, 22(3): 226-228.

Ding W, Wu W J, Dong Q X. An investigation of the effective dosage of the botanical insecticide KPT emulsifiable concentrate for the control of cabbage worm. Journal of Southwest Agricultural University, 2000, 22(3): 226-228. (in Chinese)
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