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γ-Lactones are well known organic compounds. They can be isolated from many different plants, e.g. from Asteraceae (Compositae) family. They are used as active ingredients of various medicinal herbs and exhibit a variety of biological activities, i.e. antiviral, antibacterial, anticancer, antimalarial, anti-inflammatory and others. Among described compounds vernolide (7) is characterized by high antimicrobial activity; epoxy compounds like glaucolide (13) and hirsutinolide (24, 25, 26) possess high anticancer activity. Other noteworthy γ-lactone is vernopicrin (14) that shows antimalarial activity. Some of the γ-lactones possess interesting aromatic and flavon properties, which make them desirable ingredients in perfumery and food industry. Further studies to determine relationship between properties and complex composition are caused by diversity of structures and potential activities of γ-lactones. It can be used to design new analogues with interesting pharmacological, flavon and olfactory properties. This paper reviews selected studies concerning γ-lactones and their various biological activities.
The feeding deterrent activity of alkyl-substituted y- and S-lactones, including a group of lactones obtained from linalool against peach potato aphid (Myzus persicae [Sulz.]) and Colorado potato beetle (CPB) (Leptinotarsa decemlineata Say), was investigated. The deterrent activity was species-specific and developmental-stage-specific (CPB). The strongest antifeedants for L. decemlineata larvae and adults were linalool-derived unsaturated lactones (Z) 5-(1.5-Dimethyl-hex-4-enyldiene)-dihydro-furan-2-one and (E) 5-(1.5-Dimethyl-hex-4-enyldiene)-dihydro-furan-2-one, and for CPB larvae - saturated lactone with three alkyl substituents, the 4-Isobutyl-5-isopropyl-5-methyl-dihydro-furan-2-one. The settling of M. persicae on plants was strongly deterred by iodolactones: 5-(1-Iodo-ethyl)-4.4-dimethyl-dihydro-furan-2-one, 5- Iodo-4A6-trimethyl-tetrahydro-pyran-2-one, 5-Iodomethyl-4-isobutyl-5-isopropyl-dihydro-furan-2-one, and the saturated lactones: 4.4.6-Trimethyl-tetrahydro-pyran-2-one and 4-Isobutyl-5-isopropyl-5-methyl- dihydro-furan-2-one. None of the tested lactones deterred aphid probing, but the probes were significantly shorter as compared to the control. The reduction in probing time may decrease the ability to transmit virus diseases by aphids.
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