Identification and synthesis of a male-produced sex pheromone from the stink bug Chlorochroa sayi

Journal of Chemical Ecology

Volumn 27, Issue 6, 2001, Pages 1177-1201

  Ho, Hsiao Yung ^a,b   Millar, Jocelyn G ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b ACADEMIA SINICA   (Taiwan)

Author keywords

Chlorochroa sayi; Methyl (E) 6 2,3 dihydrofarnesoate; Methyl citronellate; Methyl geranate; Pentatomidae; Pheromone; Reproductive behavior; Y tube bioassay

Indexed keywords

CHEMOATTRACTANT; SEX PHEROMONE;

CHEMICAL ECOLOGY; PHEROMONE; REPRODUCTIVE BEHAVIOR; SEXUAL MATURITY;

ADOLESCENT; ANIMAL; ANIMAL EXPERIMENT; ARTICLE; BODY POSTURE; CHEMOTAXIS; CIRCADIAN RHYTHM; CONTROLLED STUDY; COPULATION; FEMALE; HETEROPTERA; HORMONE RELEASE; HORMONE SYNTHESIS; MALE; MATING; MOLTING; NONHUMAN; PHYSIOLOGY; PLANT; SEX HORMONE DETERMINATION; SEXUAL BEHAVIOR; SEXUAL MATURATION; SYNTHESIS;

ANIMALS; CHEMOTAXIS; CIRCADIAN RHYTHM; COPULATION; FEMALE; HETEROPTERA; MALE; MOLTING; PLANTS; POSTURE; SEX ATTRACTANTS; SEXUAL BEHAVIOR, ANIMAL; SEXUAL MATURATION;

ANIMALIA; CHLOROCHROA SAYI; GRAPHOSOMA LINEATUM; HETEROPTERA; PENTATOMIDAE;

EID: 0034920892     PISSN: 00980331     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1010368013235     Document Type: Article

References (64)

1. Studies on natural odoriferous compounds III. Synthesis of (+)- and (-)-3,7,11-trimethyl-6-trans,10-dodecadien-1-ol
2. Chemical communication in the true bugs and parasitoid exploitation
3. Pheromone strains of the cosmopolitan pest, Nezara viridula (Heteroptera: Pentatomidae)
4. Identification and attractiveness of a major pheromone component for Nearctic Euschistus spp. stink bugs (Heteroptera: Pentatomidae)
5. Artifacts and pheromone blends from Nezara spp. and other stink bugs (Heteroptera: Pentatomidae)
6. Identification of male-specific volatiles from Nearctic and Neotropical stink bugs (Heteroptera: Pentatomidae)
7. Identification and synthesis of (Z)-(1′S,3′R,4′S)-(-)-2- (3′,4′-epoxy-4′-methylcyclohexyl)-6-methyl-hepta-2,5-diene, the sex pheromone of the southern green stink bug, Nezara viridula (L.)
8. Labial gland chemistry of three species of bumblebees (Hymenoptera: Apidae) from North America
9. Secondary successional patterns in a sagebrush (Artemisia tridentata) community as they relate to soil disturbance and soil biological activity
10. An attractant pheromone for the Nearctic stink bug, Euschistus obscurus (Heteroptera: Pentatomidae): Insight into a Neotropical relative
11. Long-range mate location and close range courtship behaviour of the green stink bug, Nezara viridula and its mediation by sex pheromones
12. Behavioural evidence of methyl-2,6,10-trimethyltridecanoate as a sex pheromone of Euschistus heros (Heteroptera: Pentatomidae)
13. Field responses of stink bugs to the natural and synthetic pheromone of the Neotropical brown stink bug, Euschistus heros (Heteroptera: Pentatomidae)
14. Bisabolene epoxides in sex pheromone in Nezara viridula (L.) (Heteroptera: Pentatomidae): Role of cis isomer and relation to specificity of pheromone
15. Juvenile hormone mimics: Structure-activity relationships for Oncopeltusfasciatus
16. Purification and kinetic characterisation of juvenile hormone esterase from Drosophila melanogaster
17. Comparison of substrate-borne vibrational signals of two stink bug species, Acrosternum hilare (Say) and Nezara viridula (L.) (Heteroptera: Pentatomidae)
18. Essential oils of some Lauraceae species from the southwestern parts of China
19. Base cleavage of β,γ-unsaturated bicyclic cyclobutanones
20. Analysis of gland secretions of Pentatomoidea (Heteroptera) by gas chromatography-mass spectrometry techniques
21. The behavior of Chlorochroa ligata (Say) and Cosmopepla bimaculata (Thomas) (Hemiptera: Pentatomidae)
22. Volatile pheromonal emission from the male Mediterranean fruit fly: Effects of fly age and time of day
23. A novel method for terpene synthesis by the ring-opening reaction of β-methyl-β-propiolactone
24. Male-mediated aggregation of male, female and 5th-instar southern green stink bugs and concomitant attraction of a tachinid parasite, Trichopoda pennipes
25. Compounds in the metathoracic glands of adults and the dorsal abdominal glands of nymphs of the stink bugs Chlorochroa uhleri, C. sayi and C. ligata (Hemiptera: Pentatomidae)
26. Control of stink bugs in tomatoes
27. High resolution gas chromatographic resolution of chiral primary alcohols and acids as their diastereomeric 1-phenylethylamides
28. Flight-mediated attraction of Biprorulus bibax Breddin (Hemiptera: Pentatomidae) to natural and synthetic aggregation pheromone
29. Field attraction of Biprorulus bibax Breddin (Hemiptera: Pentatomidae) to synthetic aggregation pheromone and (E)-2-hexenal, a pentatomid defense chemical
30. Electroantennogram responses of the Mediterranean fruit fly, Ceratitis capitata to identified volatile constituents from calling males
31. Repetitive mating and female fitness in Dysdercus cardinalis (Hemiptera: Pyrrhocoridae)
32. A highly stereoselective and iterative approach to isoprenoid chains: Synthesis of homogeraniol, homofarnesol, and homogeranylgeraniol
33. Comparison of the mating behavior between two sympatric species, Nezara antennata and N. viridula (Heteroptera: Pentatomidae), with special reference to sound emission
34. Male released sex pheromone of the stink bug Piezodorus hybneri
35. Reductive radical cyclizations of bromo acetals and (bromomethyl)silyl ethers of terpenoid alcohols
36. Development and reproduction of the oriental stink bug Plautia stali (Hemiptera: Pentatomidae)
37. Phytophagous bugs
38. Synthesis of macrocyclic terpenoid hydrocarbons by intramolecular carbonyl coupling: Bicyclogermacrene, lepidozene, and casbene
39. Methyl (2E, 4Z, 6Z)-deca-2,4,6-trienoate, a thermally unstable, sex-specific compound from the stink bug Thyanta pallidovirens
40. Sexual activity and longevity of the southern green stink bug Nezara viridula
41. Plant-bugs injurious to cotton bolls
42. Synthesis of 2-polyprenyl-substituted polyprenols and their conversion into phosphates
43. Squalene synthetase inhibitors: Synthesis of sulfonium ion mimics of the carbocationic intermediates
44. Mate location in the southern green stink bug, Nezara viridula (Heteroptera: Pentatomidae) mediated through substrate-borne signals in ivy
45. Wild hosts of pentatomids: Ecological significance and role in their pest status on crops
46. A new rapid esterification procedure utilizing exceptionally mild reaction conditions
47. Sound transmission in Nezara viridula (L.) (Heteroptera: Pentatomidae): Further evidence that signal transmission is substrate-borne
48. Copper-catalyzed reaction of Grignard reagents with β-propiolactones: A convenient method for the synthesis of β-substituted propionic acids
49. Evolutionary aspects of aberrant meiosis in some Pentatomidae (Heteroptera)
50. Artificial light: Experimental problems with insects
51. Reproductive biology of Lygus hesperus Knight
52. Identification of the aggregation pheromone of the brown-winged green bug, Plautia stali Scott (Heteroptera: Pentatomidae)
53. Silafunctional compounds in organic synthesis. 27. (Isopropoxydimethylsilyl)methyl Grignard reagent: A novel nucleophilic hydroxymethylating agent for aldehydes and ketones
54. Dispersal of Euschistus conspersus from alfalfa grown for seed to adjacent crops
55. Reproductive behavior of Thyanta pallidovirens (Heteroptera: Pentatomidae)
56. α,β-Dihydropolyprenyl derivatives, pharmacological preparations containing them and method for treating liver diseases