TY - JOUR
T1 - Antifeedant effect of polygodial and drimenol derivatives against Spodoptera frugiperda and Epilachna paenulata and quantitative structure-activity analysis
AU - Montenegro, Iván J.
AU - del Corral, Soledad
AU - Diaz Napal, Georgina N.
AU - Carpinella, María C.
AU - Mellado, Marco
AU - Madrid, Alejandro M.
AU - Villena, Joan
AU - Palacios, Sara M.
AU - Cuellar, Mauricio A.
N1 - Publisher Copyright:
© 2018 Society of Chemical Industry
PY - 2018/7
Y1 - 2018/7
N2 - BACKGROUND: The antifeedant activity of 18 sesquiterpenoids of the drimane family (polygodial, drimenol and derivatives) was investigated. RESULTS: Polygodial, drimanic and nordrimanic derivatives were found to exert antifeedant effects against two insect species, Spodoptera frugiperda and Epilachna paenulata, which are pests of agronomic interest, indicating that they have potential as biopesticide agents. Among the 18 compounds tested, the epoxynordrimane compound (11) and isonordrimenone (4) showed the highest activity [50% effective concentration (EC50) = 23.28 and 25.63 nmol cm− 2, respectively, against S. frugiperda, and 50.50 and 59.00 nmol/cm2, respectively, against E. paenulata]. CONCLUSION: The results suggest that drimanic compounds have potential as new agents against S. frugiperda and E. paenulata. A quantitative structure–activity relationship (QSAR) analysis of the whole series, supported by electronic studies, suggested that drimanic compounds have structural features necessary for increasing antifeedant activity, namely a C-9 carbonyl group and an epoxide at C-8 and C-9.
AB - BACKGROUND: The antifeedant activity of 18 sesquiterpenoids of the drimane family (polygodial, drimenol and derivatives) was investigated. RESULTS: Polygodial, drimanic and nordrimanic derivatives were found to exert antifeedant effects against two insect species, Spodoptera frugiperda and Epilachna paenulata, which are pests of agronomic interest, indicating that they have potential as biopesticide agents. Among the 18 compounds tested, the epoxynordrimane compound (11) and isonordrimenone (4) showed the highest activity [50% effective concentration (EC50) = 23.28 and 25.63 nmol cm− 2, respectively, against S. frugiperda, and 50.50 and 59.00 nmol/cm2, respectively, against E. paenulata]. CONCLUSION: The results suggest that drimanic compounds have potential as new agents against S. frugiperda and E. paenulata. A quantitative structure–activity relationship (QSAR) analysis of the whole series, supported by electronic studies, suggested that drimanic compounds have structural features necessary for increasing antifeedant activity, namely a C-9 carbonyl group and an epoxide at C-8 and C-9.
KW - Epilachana paenulata
KW - Spodoptera frugiperda
KW - nordrimane
KW - polygodial
UR - http://www.scopus.com/inward/record.url?scp=85042654234&partnerID=8YFLogxK
U2 - 10.1002/ps.4853
DO - 10.1002/ps.4853
M3 - Article
C2 - 29316155
AN - SCOPUS:85042654234
SN - 1526-498X
VL - 74
SP - 1623
EP - 1629
JO - Pest Management Science
JF - Pest Management Science
IS - 7
ER -