Two Lactones Non-toxic to Humans Are Effective Repellents for the German Cockroach

Anderson JF, Ferrandino FJ, Vasil MP, Bedoukian RH, Maher M, Karen M (2018) Repellency of naturally occurring or related compounds, DEET, and para-menthane-3,8-diol to bed bugs (Hemiptera: Cimicidae). J Med Entomol 55:666–672

Article  CAS  PubMed  Google Scholar 

Api AM, Belmonte F, Belsito D, Biserta S, Botelho D, Bruze M et al (2019) RIFM fragrance ingredient safety assessment, γ-nonalactone, CAS Registry Number 104–61-0. Food Chem Toxicol 134:110905

Article  CAS  PubMed  Google Scholar 

Api AM, Belsito D, Botelho D, Bruze M, Burton GA, Buschmann J et al (2021) RIFM fragrance ingredient safety assessment, δ-dodecalactone, CAS Number 713–95-1. Food Chem Toxicol 153:112295

Article  CAS  PubMed  Google Scholar 

Bonnefoy X, Kampen H, Sweeney K (2008) Public health significance of urban pests. World Health Organization Regional Office for Europe, Copenhagen, Denmark

Boratyńskii F, Szczepanska E, De Simeis D, Serra BE (2020) Bacterial biotransformation of oleic acid: new findings on the formation of γ-dodecalactone and 10-ketostearic acid in the culture of Micrococcus luteus. Molecules 25:3024

Article  Google Scholar 

Brenner RJ (1995) Economics and medical importance of German cockroaches. Understanding and Controlling the German Cockroach (ed. by MK Rust, JM Owens & DA Reierson). Oxford University Press, Oxford, UK, pp. 77–92.

Burdock GA (2010) Fenaroli’s handbook of flavor ingredients, 6th edn. CRC Press, Boca Raton

Google Scholar 

Cornwell PB (1976) The cockroach (vol I). Associated Business Programmes, London, UK.

Ellis R, Wong NP (1975) Lactones in butter, butteroil, and margarine. J Am Oil Chem Soc 52:252–255

Article  CAS  PubMed  Google Scholar 

EPA - Environmental Protection Agency (2000) N,N-Diethyl-meta-toluamide (DEET). Risk characterization document. http://www.cdpr.ca.gov/docs/risk/rcd/deet.pdf (accessed July 17, 2023)

EPA - Environmental Protection Agency (2010) Insect repellents to be applied to human skin, OPPTS 810.3700, U.S. Federal Register, 75, 47592. http://www.regulations.gov/#!documentDetail;D=EPA-HQ-OPP-2009-0255-0002 41pp (accessed August 30, 2023)

Frances SP (2007) Efficacy and safety of repellents containing DEET. Insect repellents handbook (ed. by M Debboun, SP Frances & D Strickman), CRC Press, Boca Raton, FL, USA pp. 311–325

Gao P (2012) Sensitization to cockroach allergen: immune regulation and genetic determinants. Clin Dev Immunol 2012:563760

PubMed  Google Scholar 

Grudniewska A, Dancewicz K, Bialońska A, Wawrzeńczyk C, Gabryś B (2013) Piperitone-derived saturated lactones: synthesis and aphid behavior-modifying activity. J Agric Food Chem 61:3364–3372

Article  CAS  PubMed  Google Scholar 

Isman MB (2010) Industrial crops and uses. Botanical Insecticides, Deterrents, Repellents and Oils (ed. by BP Singh). CABI, Oxfordshire, UK, pp. 433–445

IUPAC – International Union of Pure and Applied Chemical (2019) Compendium of Chemical Terminology. https://goldbook.iupac.org/ (accessed July 17, 2023)

Kowalczyk P, Gawdzik B, Trzepizur D, Szymczak M, Skiba G, Raj S, Kramkowski K, Lizut R, Ostaszewski R (2021) δ-Lactones. A new class of compounds that are toxic to E. coli K12 and R2–R4 strains. Materials 14: 5401

Labuda I (2009) Applied microbiology: industrial flavor compounds. Encyclopedia of Microbiology. 3rd (ed. by M Schaechter). Academic Press, San Diego, CA, USA, pp. 305–320

Larsson MC, Hedin J, Svensson GP, Tolasch T, Francke W (2003) Characteristic odor of Osmoderma eremita identified as a male-released pheromone. J Chem Ecol 29:575–587

Article  CAS  PubMed  Google Scholar 

Li Y, Li Q, Zhang B, Shen C, Xu Y, Tang K (2021) Identification, quantitation and sensorial contribution of lactones in brandies between China and France. Food Chem 357:2976

Article  Google Scholar 

Lin L, Hsieh Y, Liu H, Lee C, Mau J (2009) Flavor components in buckwheat bread. J Food Process Pres 33:814–826

Article  CAS  Google Scholar 

Maga JA, Katz I (1976) Lactones in foods. Crit Rev Food Sci 8:1–56

Article  CAS  Google Scholar 

Mallis A, Moreland D (2011) Handbook of pest control, 10th edition. GIE Media, Valley View OH, USA

Menger DJ, van Loon JJA, Takken W (2014) Assessing the efficacy of candidate mosquito repellents against the background of an attractive source that mimics a human host. Med Vet Entomol 28:407–413

Article  CAS  PubMed  Google Scholar 

Mengoni SL, Alzogaray RA (2018) Deltamethrin-resistant German cockroaches are less sensitive to the insect repellents DEET and IR3535 than non-resistant individuals. J Econ Entomol 111:836–843

Article  CAS  PubMed  Google Scholar 

Metzger R (1995) Behavior. Understanding and Controlling the German Cockroach (ed. by MK Rust, JM Owens, DA Rierson. New York, NY, USA, pp. 49–76

Mpuchane S, Allotey J, Matshka I, Simpanya M, Coetzee S, Jordaan A, Mrema N, Gashe BA (2006) Carriage of micro-organisms by domestic cockroaches and implications on food safety. Int J Trop Insect Sci 26:166–175

Google Scholar 

Neerman M (2003) Sesquiterpene lactones: a diverse class of compounds found in essentials oils possessing antibacterial and antifungal properties. Int J Arom 13:114–120

Article  Google Scholar 

Nentwig G (2003) Use of repellents as prophylactic agents. Parasitol Res 1:40–48

Article  Google Scholar 

Noldus (2013) Ethovision Software Ethovision XT v10.1. Noldus Information Technology Inc., Leesburg, VA, USA

Nalyanya G, Moore CB, Schal C (2000) Integration of repellents, attractants, and insecticides in a “push-pull” strategy for managing German cockroach (Dictyoptera: Blattellidae) populations. J Med Entomol 37:427–434

CAS  PubMed  Google Scholar 

Osimitz TG, Murphy JV, Fell LA, Page B (2010) Adverse events associated with the use of insect repellents containing N, N-diethyl-m-toluamide (DEET). Regul Toxicol Pharm 56:93–99

Article  CAS  Google Scholar 

Pask GM, Romaine IM, Zwiebel LJ (2013) The molecular receptive range of a lactone receptor in Anopheles gambiae. Chem Senses 38:19–25

Article  CAS  PubMed  Google Scholar 

Pyke B, Rice M, Sabine B, Zalucki MP (1987) The push-pull strategy - behavioural control of Heliothis. Aust Cotton Grow 9:7–9

Google Scholar 

Reierson DA (1995) Baits for German cockroach control. Understanding and Controlling the German Cockroach (ed. by MK Rust, JM Owens & DA Reierson). Oxford University Press, Oxford, UK, pp. 231–265.

Reynoso MM, Mengoni S, Alzogaray RA (2020) The behavioral response of Blattella germanica (Blattodea: Ectobiidae) exposed to DEET varies throughout its life cycle. J Econ Entomol 113:1033–1036

Article  CAS  PubMed  Google Scholar 

Sartori SJ, Noguera-Díaz MA, Díaz-Muñóz GD (2021) Lactones: classification, synthesis, biological activities, and industrial applications. Tetrahedron 84:13201

Article  Google Scholar 

Sfara V, Mougabure Cueto GA, Zerba EN, Alzogaray RA (2011) Adaptation of the repellency response to DEET in Rhodnius prolixus. J Insect Physiol 57:1431–1436

Article  CAS  PubMed  Google Scholar 

Sfara V, Mougabure Cueto GA, Zerba EN, Alzogaray RA (2013) Locomotor behaviour of Blattella germanica. PLoS ONE 8:e83433

Article  PubMed  Google Scholar 

Siek TJ, Albin IA, Sather KA, Lindsay RC (1970) Comparison of flavor thresholds of aliphatic lactones with those of fatty acids, esters, aldehydes, alcohols, and ketones. J Dairy Sci 54:1–4

Article  Google Scholar 

Silva R, Coelho E, Aguiar TQ, Domingues L (2021) Microbial biosynthesis of lactones: gaps and opportunities towards sustainable production. Appl Sci 11:8500

Article  Google Scholar 

Svensson G, Larsson M, Hedin J (2004) Attraction of the larval predator Elater ferrugineus to the sex pheromone of its prey, Osmoderma eremita, and its complication for conservation biology. J Chem Ecol 30:353–363

Article  CAS  PubMed  Google Scholar 

Syed N, Singh S, Chaturvedi S, Nannaware AD, Khare SK, Rout PK (2022) Production of lactones for flavoring and pharmacological purposes from unsaturated lipids: an industrial perspective. Crit Rev Food Sci 9:1–32

Google Scholar 

Szczepanik M, Grudniewska A, Zawitowska B, Wawrzeńczyk C (2014) Structure-related antifeedant activity of halolactones with a p-menthane system against the lesser mealworm, Alphitobius diaperinus Panzer. Pest Manag Sci 70:953–958

Article  CAS  PubMed  Google Scholar 

Toloza CA, Zygadlo J, Mougabure Cueto G, Zerba E, Faillaci S, Picollo MI (2006) The fumigant and repellent activity of aliphatic lactones against Pediculus humanus capitis (Anoplura: Pediculidae). Mem Inst Oswaldo Cruz 101:55–56

Article  CAS  PubMed  Google Scholar 

Wachira BM, Mireji PO, Okoth S, Ng’ang’a MM, William JM, Murilla GM, Hassanali A (2016) Responses of Glossina pallidipes and Glossina morsitans morsitans tsetse flies to analogues of δ-octalactone and selected blends. Acta Trop 160: 53–57

Watanabe A, Imanari M, Yonai M, Shiba N (2012) Effect of α-tocopherol on lactone formation in marbled beef and changes in lactone volatility during storage. J Food Sci 77:C627–C631

Article  CAS  PubMed  Google Scholar 

White GB, Moore SJ (2015) Terminology of insect repellents. Insect Repellents Handbook (ed. by M Debboun, SP Frances, DA Strickman). CRC Press, Boca Raton, FL, USA, pp. 3–30.

WHO - World Health Organization (1997) Vector control. WHO, Geneva

Google Scholar 

Wong KKY, Signal FA, Campion SH, Motion RL (2005) Citronella as an insect repellent in food packaging. J Agric Food Chem 53:4633–4636

Article  CAS  PubMed  Google Scholar 

Yang JO, Kim SW, Noh DJ, Yoon C, Kang SH, Kim GH (2008) Effective control in managing German cockroach, Blattella germanica (Orthoptera: Blattellidae), using a push-pull strategy. Korean J Pest Sci 12:162–167

Google Scholar 

留言 (0)

沒有登入
gif