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2,2'-氧代-1,1'-偶氮苯:黑麦(Secale cereale L.)化感物质对杂草和作物的选择性毒性:II。

2,2'-OXO-1,1'-azobenzene: Selective toxicity of rye (Secale cereale L.) allelochemicals to weed and crop species: II.

机构信息

Natural Products Chemistry Laboratory Department of Horticulture, Michigan State University, 48824, East Lansing, Michigan.

出版信息

J Chem Ecol. 1991 Jan;17(1):9-19. doi: 10.1007/BF00994418.

DOI:10.1007/BF00994418
PMID:24258430
Abstract

Three allelochemicals from rye or its breakdown products were evaluated for activity on garden cress (Lepidum sativum L.), barnyardgrass [Echinochloa crus-galli (L.) Beauv.], cucumber (Cucumis sativus L.), and snap bean (Phaseolus vulgaris L.). 2,4-Dihydroxy-1,4(2H)-benzoxazin-3-one (DIBOA), 2(3H)-benzoxazolinone (BOA), and 2,2'-oxo-1,1'-azobenzene (AZOB) were all applied singly at 50, 100, and 200 ppm and in two- and three-way combinations each at 50 and 100 ppm. AZOB at 100 and 200 ppm produced 38-49% more inhibition than DIBOA, while combinations of BOA/ DIBOA, which contained AZOB at 100 ppm had 54-90% more inhibition when compared to DIBOA/BOA combinations. All combinations were slightly antagonistic to barnyardgrass, while several combinations caused a synergistic response to garden cress germination and growth. Cucumbers and snap beans exhibited both types of responses, depending on the allelochemical combination and application rate. The plant-produced benzoxazinones were more inhibitory to crops than weeds. Therefore, improved herbicidal selectivity would be expected if there were rapid transformation of the benzoxazinones to the microbially produced AZOB.

摘要

三种来自黑麦或其分解产物的化感物质在田间荠(Lepidum sativum L.)、稗草(Echinochloa crus-galli (L.) Beauv.)、黄瓜(Cucumis sativus L.)和菜豆(Phaseolus vulgaris L.)上的活性进行了评估。2,4-二羟基-1,4(2H)-苯并恶嗪-3-酮(DIBOA)、2(3H)-苯并恶唑啉酮(BOA)和 2,2'-氧代-1,1'-联苯(AZOB)均以 50、100 和 200 ppm 的浓度单独使用,以 50 和 100 ppm 的浓度以两种和三种组合方式使用。AZOB 在 100 和 200 ppm 时产生的抑制率比 DIBOA 高 38-49%,而当 BOA/DIBOA 组合中含有 100 ppm 的 AZOB 时,与 DIBOA/BOA 组合相比,抑制率增加了 54-90%。所有组合对稗草均略有拮抗作用,而几种组合对田间荠的发芽和生长产生协同作用。黄瓜和菜豆表现出这两种反应,具体取决于化感物质组合和应用率。植物产生的苯并恶嗪酮对作物的抑制作用比对杂草更强。因此,如果苯并恶嗪酮能迅速转化为微生物产生的 AZOB,预计除草选择性会得到提高。

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本文引用的文献

1
Role of benzoxazinones in allelopathy by rye (Secale cereale L.).黑麦中苯并恶嗪酮在化感作用中的作用。
J Chem Ecol. 1987 Apr;13(4):889-906. doi: 10.1007/BF01020168.
2
2,2'-OXO-1, 1 '-azobenzene A microbially transformed allelochemical from 2,3-Benzoxazolinone: I.2,2'-氧代-1,1'-偶氮苯:一种微生物转化的来自 2,3-苯并恶唑酮的化感物质:I.
J Chem Ecol. 1990 Feb;16(2):353-64. doi: 10.1007/BF01021770.
3
Antimicrobial substances in cereals and fodder plants.谷物和饲料植物中的抗菌物质。
黑麦中 2(3H)-苯并恶唑酮向具有植物毒性的 2-氨基-3H-苯并恶嗪-3-酮的土壤转化。
J Chem Ecol. 1992 Oct;18(10):1683-91. doi: 10.1007/BF02751095.
4
Benzoxazinoids in rye allelopathy - from discovery to application in sustainable weed control and organic farming.黑麦化感作用中的苯并恶嗪类化合物——从发现到可持续杂草控制和有机农业中的应用。
J Chem Ecol. 2013 Feb;39(2):154-74. doi: 10.1007/s10886-013-0235-x. Epub 2013 Feb 6.
5
BOA detoxification of four summer weeds during germination and seedling growth.四野草在发芽和幼苗生长过程中的 BOA 解毒作用。
J Chem Ecol. 2012 Jul;38(7):933-46. doi: 10.1007/s10886-012-0136-4. Epub 2012 May 22.
6
Allelochemical stress inhibits growth, leaf water relations, PSII photochemistry, non-photochemical fluorescence quenching, and heat energy dissipation in three C3 perennial species.化感胁迫抑制三种 C3 多年生植物的生长、叶片水分关系、PSII 光化学、非光化学荧光猝灭和热能耗散。
J Exp Bot. 2011 Aug;62(13):4533-45. doi: 10.1093/jxb/err161. Epub 2011 Jun 9.
7
Hydroxamic acid content and toxicity of rye at selected growth stages.黑麦在特定生长阶段的异羟肟酸含量及毒性
J Chem Ecol. 2005 Aug;31(8):1887-905. doi: 10.1007/s10886-005-5933-6.
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