Glory B. Merrill

Hull Split and Damaged Almond Volatiles Attract Male and Female Navel Orangeworm Moths

A blend of volatiles derived from the emissions of almonds at hull split and mechanically damaged almonds was compared to almond meal, the current monitoring standard for the insect pest navel orangeworm (NOW). Field trapping studies were performed to determine the blends ability to attract adult NOW. The blend comprised racemic 1-octen-3-ol, ethyl benzoate, methyl salicylate, acetophenone, and racemic (E)-conophthorin. Ethyl acetate was used as a solvent with a blend component concentration of 100 mg/mL. The blend attracted both sexes of NOW when tested in five 2-week intervals spanning the first three flights of NOW in commercial almond orchards in the southern Central Valley of California. The blend demonstrated consistently higher capture rates for female NOW throughout the evaluation period, but unlike almond meal it significantly attracted males. Reported is a survey of the major and minor volatiles emitted from almonds at hull split, the key period of vulnerability to NOW infestation. Also reported is the attractancy of a formulated test blend based on the host plant volatile emissions, electroantennographic screening experiments, and field trapping studies. The results of this test blend highlight progress toward a host-plant-based attractant for NOW, a major insect pest of California tree nuts that presently lacks an adequate monitoring tool.

In situ volatile collection, analysis, and comparison of three Centaurea species and their relationship to biocontrol with herbivorous insects.

Centaurea solstitialis, commonly known as yellow starthistle, is an invasive plant listed as a noxious weed in the western areas of North America and is the target of classical biological control, which involves release of herbivores known to be specific to this plant. These insects often choose their host plant on the basis of the volatile organic compounds (VOCs) emitted. Accordingly, volatile analysis of host plants can provide insight into VOCs that may attract and/or repel the insect. To this end, solid-phase microextraction (SPME) and a customized collection bag were utilized to perform in situ volatile collection on intact and mechanically damaged leaves of Centaurea solstitialis, Centaurea cyanus, and Centaurea cineraria. Volatile identification was performed by GC-MS, and the VOC differences were determined. The plants C. solstitialis and C. cyanus have been reported to attract the weevil, Ceratapion basicorne, a candidate for biological control, whereas C. cineraria does not attract the weevil. Major VOCs unique to C. cineraria include the sesquiterpenes cyclosativene, alpha-ylangene, and trans-alpha-bergamotene. The compound trans-beta-farnesene was unique to C. solstitialis and C. cyanus.

In situ seasonal study of the volatile production of almonds (Prunus dulcis) var. 'Nonpareil' and relationship to navel orangeworm.

Nonpareil almonds, Prunus dulcis , account for the largest percentage of almond varieties grown in the Central Valley of California. Several studies have investigated the various nonvolatile and volatile components of various plant parts; however, the volatile organic compound (VOC) emission of almonds from a single cultivar has not been studied over the course of a growing season. This aspect is particularly relevant to research concerning the navel orangeworm (NOW), a major insect pest of almonds and other tree nuts. Despite the continued presence of NOW, the identification of particular VOCs and their relationship to NOW have not been addressed. The VOC emission of Nonpareil almonds was collected in situ over the course of a growing season by solid-phase microextraction (SPME). The VOCs (Z)-hex-3-enyl acetate, (Z)-hex-3-enyl butyrate, undecan-2-ol, beta-bourbonene, and tetradecane were present for the majority of the days investigated. Several VOCs exhibited positive electroantennographic signals from male and/or female NOW moths.

Sesquiterpene lactones from Centaurea solstitialis

Abstract Eight sesquiterpene lactones were isolated from Centaurea solstitialis (yellow starthistle). They are solstitialin A, repin, subluteolide, acroptilin, janerin, cynaropicrin, and the new lactones solstitiolide and episolstitiolide.

Survey of ex situ fruit and leaf volatiles from several Pistacia cultivars grown in California.

BACKGROUND California is the second largest cultivator of pistachios, producing over 375 million pounds and a revenue of

Strain of Fusarium oxysporum Isolated from Almond Hulls Produces Styrene and 7-Methyl-1,3,5-cyclooctatriene as the Principal Volatile Components

787 million in 2009. Despite the agricultural and economic importance of pistachios, little is known regarding their actual volatile emissions, which are of interest owing to their potential roles as semiochemicals to insect pests. RESULTS The ex situ volatile analysis of leaves from Pistacia atlantica, P. chinensis, P. lentiscus, P. palaestina, P. terebinthus, P. vera and P. weimannifolia demonstrated emission differences between species as well as between female and male leaves. Leaves from the female P. vera cultivars Bronte, Damghan, II, III, Kerman and Ohadi as well as fruits of P. atlantica, P. chinensis, P. lentiscus, P. palaestina, P. terebinthus and P. vera (cultivars II, III, Kaleh, Kerman, Momtaz and Ohadi) showed differences in the composition and relative quantity of major volatiles. The compounds in highest relative quantities from the various analyses were sabinene, Δ(3)-carene, β-myrcene, α-phellandrene, limonene, (Z)-ocimene, (E)-β-ocimene and α-terpinolene. CONCLUSION This is the first ex situ survey of fruit and leaf volatile emissions from California-grown Pistacia species and a number of corresponding cultivars. The study provides an overview of the major and minor volatile emissions and also offers evidence of chemotypes based on monoterpenes. The results highlight the dissimilarity of major components detected between ex situ volatile collection and essential oil analysis.

Eupatoriochromene and encecalin, plant growth regulators from yellow starthistle (Centaurea solstitialis L.)

An isolated strain of Fusarium oxysporum from the hulls of Prunus dulcis (sweet almond) was found to produce relatively large quantities of the hydrocarbons styrene and two isomers of 7-methyl-1,3,5- cyclooctatriene (MCOT). Production of styrene and MCOT was reproduced on a small scale using potato dextrose agar as a growth medium and scaled up using 1 L of inoculated potato dextrose broth. The compounds were trapped as volatile organic compounds (VOCs) onto solid-phase microextraction (SPME) for small scale and Tenax for large scale and then isolated using standard high-performance liquid chromatography (HPLC) methods. Styrene was authenticated by a comparison to the retention times, fragmentation patterns, and calculated retention indices of a commercially available sample. The identity of MCOT was verified by a short chemical synthesis and a comparison of spectroscopic data to the isolated sample. A biosynthetic scheme of styrene is proposed on the basis of a (13)C-labeling study. This is the first report of MCOT isolated as a natural product.

Dihydroactinidiolide—a potent growth inhibitor fromEleocharis coloradoensis (spikerush)

Two chromenes, eupatoriochromene (1) and encecalin (2), have been isolated from yellow starthistle (Centaurea solstitialis L.). Both chromenes retard seed germination and reduce radicle and hypocotyl growth of weed and crop plant seedlings. In addition,1 increases adventitious root formation of mung bean cuttings.

Comparison of volatile emissions from undamaged and mechanically damaged almonds

Dihydroactinidiolide has been isolated fromEleocharis coloradoensis, along with p-coumaric acid, ferulic acid and luteolin, and shown to be a potent phytotoxin at low concentration.