An efficient synthesis method targeted to a novel aziridine derivative of p-menthane from turpentine and its herbicidal activity

作者：Zhu, Shou-Ji; Xu, Shi-Chao; Zhao, Zhen-Dong^*

来源：Natural Product Research, 2017, 31(13): 1536-1543.

DOI：10.1080/14786419.2017.1280494

• N-acetyl-1
• 2-azacyclop-menthane
• aziridine
• botanical herbicides
• herbicidal activity
• turpentine
• p-menthane

A novel aziridine compound N-acetyl-1,2-azacyclo-p-menthane d was synthesised using turpentine as raw material and characterised by FT-IR, H-1 NMR, C-13 NMR, ESI+-MS and HRMS. The pre-emergence herbicidal activities of d and its synthetic intermediates cis- and trans-N, N'-diacetyl-p-menthane-1,8-diamine (b2 and b1) were determined. The result showed that d exhibited much higher herbicidal activities against annual ryegrass, Digitaria sanguinalis and Ixeris denticulate than b2 and b1. The IC50 of d against the root and shoot growth of these three plants were lower than 1 mmol L-1. In contrast, the IC50 of b1 and b2 against the root and shoot growth of these plants were more than 10 mmol L-1.
Transformition of turpentine into N-acetyl-1,2-azacyclo-p-menthane (d).

• 出版日期2017
• 单位中国林业科学研究院林产化学工业研究所; 北京林业大学; 中国林业科学研究院