Natural and Derivatized Acetogenins Promising for the Control of Spodoptera frugiperda Smith  

作　　者：José Ruiz Hidalgo Eduardo Alberto Parellada Lilian Di Toto Blessing Alicia Bardón Keshav Lalit Ameta Nancy Vera Adriana Neske José Ruiz Hidalgo;Eduardo Alberto Parellada;Lilian Di Toto Blessing;Alicia Bardón;Keshav Lalit Ameta;Nancy Vera;Adriana Neske(UNT-FBQF-Argentina, Institutode Química Orgánica, Tucumán, Argentina;INQUINOA-CONICET, Tucumán, Argentina;Department of Science, Mody University of Science and Technology, FASC, Lakshmangarh, India;UNT-FBQF-Argentina, Instituto de Farmacia, Tucumán, Argentina)

机构地区：[1]UNT-FBQF-Argentina, Institutode Química Orgánica, Tucumán, Argentina [2]INQUINOA-CONICET, Tucumán, Argentina [3]Department of Science, Mody University of Science and Technology, FASC, Lakshmangarh, India [4]UNT-FBQF-Argentina, Instituto de Farmacia, Tucumán, Argentina

出　　处：《Journal of Agricultural Chemistry and Environment》2016年第4期200-210,共12页农业化学和环境（英文）

摘　　要：Annonaceous acetogenins (ACG), belonging to the family Annonaceae, represent a class of bioactive compounds whose toxic effects have been reported for several spe-cies of insects. Given their insecticidal properties, we first carried out the isolation of the ACG from a Brazilian collection of the seeds of Annona squamosa (Annonaceae) and prepared their methoxy methylated (MOM) and acetylated (OAc) derivatives by chemical methods. ACG analogues were semi-synthesized and characterized by spec-troscopic techniques (¹H and ¹³C-NMR). We isolated ten natural acetogenins: squamo-cin, molvizarin, motrilin, rolliniastatin-2, almunequin, cherimolin-1, cherimolin-2, an-nonacin, squamocin D and asiminecin. The main objective of this study is to report the antifeedant, toxic and nutritional effects of three of those natural acetogenins and their acetylated and methoxy methylated derivatives on Spodoptera frugiperda Smith (Lep-idoptera: Noctuidae). The natural ACGs squamocin and molvizarin killed 100% of S. frugiperda larvae, followed by motrilin (80%). Acetylated derivatives had less toxic and nutritional effects that led to pupal mortality and adult fatal malformations. The addition of MOM derivatives to the larval diet has not toxic effects on larvae, but significantly reduces growth rate and efficiency in conversion of ingested food into biomass, affecting adult survival.Annonaceous acetogenins (ACG), belonging to the family Annonaceae, represent a class of bioactive compounds whose toxic effects have been reported for several spe-cies of insects. Given their insecticidal properties, we first carried out the isolation of the ACG from a Brazilian collection of the seeds of Annona squamosa (Annonaceae) and prepared their methoxy methylated (MOM) and acetylated (OAc) derivatives by chemical methods. ACG analogues were semi-synthesized and characterized by spec-troscopic techniques (¹H and ¹³C-NMR). We isolated ten natural acetogenins: squamo-cin, molvizarin, motrilin, rolliniastatin-2, almunequin, cherimolin-1, cherimolin-2, an-nonacin, squamocin D and asiminecin. The main objective of this study is to report the antifeedant, toxic and nutritional effects of three of those natural acetogenins and their acetylated and methoxy methylated derivatives on Spodoptera frugiperda Smith (Lep-idoptera: Noctuidae). The natural ACGs squamocin and molvizarin killed 100% of S. frugiperda larvae, followed by motrilin (80%). Acetylated derivatives had less toxic and nutritional effects that led to pupal mortality and adult fatal malformations. The addition of MOM derivatives to the larval diet has not toxic effects on larvae, but significantly reduces growth rate and efficiency in conversion of ingested food into biomass, affecting adult survival.

关 键 词：ACETOGENIN Annona squamosa Spodoptera frugiperda Acetylated Acetogenin Methoxy Methylated Acetogenin 

分 类 号：O62[理学—有机化学]