Tan Keng Hong, Nishida Ritsuo
Mobula Research Sdn. Bhd., 20, Jalan Tan Jit Seng, 11200 Tanjong Bungah, Penang, Malaysia.
Laboratory of Chemical Ecology, Graduate School of Agriculture, Kyoto University, Kyoto, 606-8502, Japan.
J Chem Ecol. 2024 Dec;50(12):926-946. doi: 10.1007/s10886-024-01499-6. Epub 2024 Apr 22.
The natural occurrence, distribution (within a plant) and roles of four phenylbutanoid compounds (anisyl acetone, cue-lure, raspberry ketone and zingerone) are elucidated for the Asia-Pacific and Oceania regions. These phenylbutanoids may act individually or in combination to attract true fruit fly males belonging to a tribe Dacini of subfamily Dacinae (Diptera: Tepritidae). Of special interest are the mutualistic interactions between the Dacini fruit fly males and the tropical daciniphilous (attracting exclusively Dacini fruit flies) orchids - leading to cross pollination for the orchids and enchanced mating success for the flies. When offered to male flies, anisyl acetone and cue-lure are generally converted to raspberry ketone. Upon consumption, raspberry ketone and zingerone are individually sequestered in the male rectal (pheromonal) gland unchanged. Attracted male flies readily imbibe the phenylbutanoid(s) in the floral synomone to compliment the endogenously synthesized male sex pheromonal components - to enhance attraction of conspecific females during courtship as well as attract conspecific males to form 'leks'. The phenylbutanoid(s) may also act as an allomone to deter vertebrate predators, especially geckos, besides possessing antimicrobial and antioxidant activities. Cue-lure, raspberry ketone and zingerone are important attractants/lures used in pest surveillance and mass trapping under the integrated pest management (IPM) program against quarantine Dacini fruit fly pest species, particularly Bactrocera tryoni and Zeugodacus cucurbitae.
本文阐述了四种苯基丁烷类化合物(茴香基丙酮、诱蝇酮、树莓酮和姜辣素)在亚太地区和大洋洲的自然发生情况、(在植物体内的)分布及其作用。这些苯基丁烷类化合物可能单独或联合作用,吸引实蝇亚科(双翅目:实蝇科)果实蝇族的雄性实蝇。特别有趣的是果实蝇族雄性实蝇与热带嗜果实蝇(仅吸引果实蝇族实蝇)兰花之间的互利相互作用,这导致兰花异花授粉,实蝇交配成功率提高。当提供给雄性实蝇时,茴香基丙酮和诱蝇酮通常会转化为树莓酮。摄入后,树莓酮和姜辣素会分别完整地被隔离在雄性直肠(信息素)腺中。被吸引的雄性实蝇很容易摄取花香互感素中的苯基丁烷类化合物,以补充内源性合成的雄性性信息素成分,从而在求偶过程中增强对同种雌性的吸引力,并吸引同种雄性形成“求偶场”。除了具有抗菌和抗氧化活性外,苯基丁烷类化合物还可能作为异种信息素,阻止脊椎动物捕食者,尤其是壁虎。诱蝇酮、树莓酮和姜辣素是害虫监测和大规模诱捕中重要的引诱剂,用于综合害虫管理(IPM)计划,防治检疫性果实蝇害虫种类,特别是昆士兰实蝇和瓜实蝇。