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Communication | Regular issue | Vol 78, No. 10, 2009, pp.2439-2442
Published online, 29th July, 2009
DOI: 10.3987/COM-09-11782
■ Structure-Activity Relationships of Natural Occurring Plant Growth-Inhibiting Substance Caprolactam and Its Related Compounds

Wai Wai Thet Tin,* Hisayoshi Hayashi, Toshihiko Otomatsu, Katsutoshi Hirose, Koji Hasegawa, and Hideyuki Shigemori

*Graduate School of Life and Environmental Sciences, University of Tsukuba, Tsukuba, Ibaraki 305, Japan

Abstract

The structure-activity relationships of naturally occurring plant growth-inhibiting substance caprolactam and its related lactams, and the corresponding open-chain amino carboxylic acids were studied for the inhibition of the growth of cress radicles. The lactams ranging from six- to nine-, and thirteen-membered rings showed significant growth inhibitory activity. Moreover, the activity was found to be enhanced by increasing the carbon number of lactams, except for 2-azacyclononanone. On the other hand, the open-chain amino carboxylic acids and the smallest ring lactam 2-pyrrolidinone did not inhibit the growth of cress radicles.