Sex Pheromone of the Longtailed Mealybug: A New Class of Monoterpene Structure

Millar, Jocelyn G.; Moreira, Jardel A.; McElfresh, J. Steven; Daane, Kent M.; Freund, Amy

doi:10.1021/ol802164v

Cited by 39 publications

(42 citation statements)

References 6 publications

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“…The alcohol part of the pheromone compounds is a monoterpenol (or, as in the case of P. comstocki, a norterpenol), and it is related to maconelliol (compounds 1-3, Fig. 5; BierlLeonhardt et al, 1981;Arai et al, 2003;Nakahata et al, 2003;Zhang et al, 2004aZhang et al, , b, 2006Zhang and Amalin, 2005), lavandulol (compounds 4-8; Negishi et al, 1980;Hinkens et al, 2001;Zhang et al, 2004aZhang et al, , b, 2006Zhang and Amalin, 2005;Ho et al, 2007;Sugie et al, 2008), cyclopentylmethanol (compounds 10-12; Millar et al, 2005bMillar et al, , 2009Figadere et al, 2007), or chrysanthemol (9,13;Ho et al, 2009 and the present paper).…”

Section: Discussionmentioning

confidence: 99%

The Absolute Configuration of the Sex Pheromone of the Citrophilous Mealybug, Pseudococcus calceolariae

et al. 2011

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The absolute configuration of the sex pheromone of the citrophilous mealybug, Pseudococcus calceolariae, was determined to be (1R,3R)-[2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropyl]methyl (R)-2-acetoxy-3-methylbutanoate. NMR, derivatization reactions, chiral gas chromatography-mass spectrometry, and comparison with synthetic chiral reference compounds, were used to determine the absolute configuration of this compound. This activity of this compound was further confirmed by testing synthetic stereoisomers of the compound as lures in traps for adult male mealybugs. Traps baited with 1,000 μg of the pheromone compound caught 36 times more males than traps baited with virgin females. A mixture of stereoisomers of the pheromone compound can be used for field trapping without adverse effects on trap catch. A comparison with the structures of other sex pheromones of mealybugs is presented.

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Section: Discussionmentioning

confidence: 99%

The Absolute Configuration of the Sex Pheromone of the Citrophilous Mealybug, Pseudococcus calceolariae

et al. 2011

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“…Therefore, the management of mealybug and scale insect vectors may be important in the fight against GLD. Control of mealybug populations can be achieved with natural enemies (43), parasitoids (39,41), and mating disruption (164) based on pheromone traps (114)(115)(116). However, although attractive to reduce vector populations, biological control of mealybugs is not sufficient to restrict virus spread (76).…”

Section: Strategies For Management Of Gldmentioning

confidence: 99%

Grapevine Leafroll: A Complex Viral Disease Affecting a High-Value Fruit Crop

et al. 2014

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Grapevine (Vitis spp.) is one of the most widely grown fruit crops in the world. It is a deciduous woody perennial vine for which the cultivation of domesticated species began approximately 6,000 to 8,000 years ago in the Near East. Grapevines are broadly classified into red- and white-berried cultivars based on their fruit skin color, although yellow, pink, crimson, dark blue, and black-berried cultivars also exist. Grapevines can be subject to attacks by many different pests and pathogens, including graft-transmissible agents such as viruses, viroids, and phytoplasmas. Among the virus and virus-like diseases, grapevine leafroll disease (GLD) is by far the most widespread and economically damaging viral disease of grapevines in many regions around the world. The global expansion of the grape and wine industry has seen a parallel increase in the incidence and economic impact of GLD. Despite the fact that GLD was recognized as a potential threat to grape production for several decades, our knowledge of the nature of the disease is still quite limited due to a variety of challenges related to the complexity of this virus disease, the association of several distinct GLD-associated viruses, and contrasting symptoms in red- and white-berried cultivars. In view of the growing significance of GLD to wine grape production worldwide, this feature article provides an overview of the state of knowledge on the biology and epidemiology of the disease and describes management strategies currently deployed in vineyards.

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“…Kukovinets Passaro and Webster 2004;Chibiryaev et al 1991;Odinokov et al 1991;Serebryakov et al 1986;Wolk et al 1986;Odinokov et al 1984;Carlsen and Odden 1984;Bierl-Leonhardt et al 1981 Vine Millar et al (2009) their synthesis. All known mealybug pheromones are monoterpenoid esters, mostly of simple acids.…”

Section: Sex Pheromonesmentioning

confidence: 99%