The influence of 1,5-substituted 1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one derivatives on the growth and productivity of narrow-leafed lupin (Lupinus angustifolius L.)

Abstract

1-Oxopropyl- and 1-(2-nitrobenzoyl)-1,3,4,5-tetrahydro-2 H -1,5-benzodiazepine derivatives bearing various substituents – acyl-, alkyl- and nitroso groups, and polycyclic imidazo[1,2-a][1,5]- and quinazoline[3,2-a][1,5]benzodiazepines were synthesized, and their influence on the development of the narrow-leafed lupin ( Lupinus angustifolius L.) was investigated. The tests were performed under laboratory conditions, seeds of narrow-leafed lupin variety VB Derliai were germinated in Petri dishes. It was determined that nitrobenzamides were characterized by the strongest effect: 3-methyl-5-(2-nitrobenzoyl)-4-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-carbaldehyde ( 4 i ) mostly stimulated the growth of lupin roots (5.52 ± 0.89 cm); the longest stem (3.76 ± 0.64 cm) was obtained using 5-benzyl-3-methyl-1-(2-nitrobenzoyl)-1,3,4,5-tetrahydro-2 H -1,5-benzodiazepine-2-one ( 4 j ), and the highest amount of lupin biomass (0.824 ± 0.074 g) was obtained using 5-acetyl-3-methyl-1-(2-nitrobenzoyl)-1,3,4,5-tetrahydro-2 H -1,5-benzodiazepine-2-one ( 4 h ). Two field trials were performed; lupin plants of the VB Derliai variety were sprayed once at the rosette stage and once at the rosette stage before bud formation, using 30 mg/l solution of 4 h – j compounds. Upon applying 4 i solution, plants grew by 22 % higher as compared with plants in the control plots. Application of the solution of 4 h – j compounds reduced the infestation of narrow-leafed lupin plants with Fusarium fungi by 31–46 % and with Colletotrichum fungi by 81–91 % as compared with the control. DOI: http://dx.doi.org/10.5755/j01.ct.63.1.3307