Fig 1.
Two possible approaches of enzymatic oxidation of racemic decane-1,4-diol (1a).
Table 1.
The composition (in % according to GC) of products mixture after 5 days of enzymatic oxidation of racemic decane-1,4-diol (1a).
Table 2.
The composition (in % according to GC) of products mixture in the course of preparative oxidation of racemic decane-1,4-diol (1a) catalyzed by alcohol dehydrogenases.
Fig 2.
Space structures and chemical shifts of signals from protons H-2 and H-5 in hemiacetals 2a and 3a.
Fig 3.
Enzymatic oxidation of racemic decane-1,5-diol (1b).
Table 3.
The composition (in % according to GC) of products mixture after 5 days of enzymatic oxidation of racemic decane-1,5-diol (1b).
Table 4.
The composition (in % according to GC) of products mixture in the course of preparative oxidation of racemic decane-1,5-diol (1b) catalyzed by alcohol dehydrogenases.
Fig 4.
Space structures and chemical shifts of signals from protons H-2 and H-6 in hemiacetals 2b and 3b.
Fig 5.
Effect of decalactones and their pure enantiomers (1–6) on the settling preferences of Myzus persicae in the choice test.
1—(±)-δ-decalactone (4b), 2—(+)-(R)-δ-decalactone (4b), 3—(–)-(S)-δ-decalactone (4b), 4—(±)-γ-decalactone (4a), 5—(+)-(R)-γ-decalactone (4a), 6—(–)-(S)-γ-decalactone (4a). Data are expressed as values of indices of deterrence (DI). * P < 0.05 (Student t-test).
Fig 6.
Analysis of Myzus persicae probing activities on plants after application of decalactones, expressed as the proportion of behavioural events in individual aphids (numbers on X axis represent individual aphids).
np–no probing, pathway phase–probing in parenchymatous tissues, phloem phase–salivation and sap ingestion of phloem sap.
Fig 7.
Cumulative proportion of Myzus persicae that showed probing activities in sieve elements, phloem salivation (E1) and sap ingestion (E2) in the course of the 8 hours after application of decalactones.
1—control, 2—(±)-δ-decalactone (4b), 3—(±)-γ-decalactone (4a), 4—(–)-(S)-γ-decalactone (4a).
Fig 8.
Trends in Myzus persicae probing behavior activities in the course of the 8 hours after application of decalactones.
Table 5.
Alteration of Myzus persicae behaviour during probing after exposure to decalactonesa.