Insect growth inhibition, antifeedant and antifungal activity of compounds isolated/derived from Zingiber officinale Roscoe (ginger) rhizomes

Insect growth inhibition, antifeedant and antifungal activity of compounds isolated/derived from Zingiber officinale Roscoe (ginger) rhizomes
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DOI:
10.1002/ps.263
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发表时间:
2001-03-01
影响因子:
4.1
通讯作者:
Khambay, BPS
Khambay, BPS
中科院分区:
农林科学1区
文献类型:
--
作者:
Agarwal, M;Walia, S;Khambay, BPS

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生姜的新鲜根茎经蒸汽蒸馏后,得到的姜油中姜黄素是主要成分。从其二乙醚提取物中得到热不稳定的富姜黄烯组分。对姜油树脂进行柱层析,制备薄层色谱得到[6]-姜辣素。脱氢姜酮与己醛缩合得到天然的[6]-脱氢shogaol,脱氢姜酮以10% Pd/C加氢得到姜酮和3-羟基-1-(4-羟基-3-甲氧基苯基)丁烷。通过H-1 NMR、C-13 NMR和质谱(EI-MS和ES-MS)分析确定了化合物的结构。试验化合物对斜溢出虫具有中等的昆虫生长调节和抗采食活性,对茄枯丝核菌具有显著的抗真菌活性。其中,[6]脱氢shogaol的抗真菌活性最高(EC50为3.55 mg ml(-1)),脱氢姜酮的抗真菌活性最高(EC50为86.49 mg ml(-1))。(C) 2001年化学工业学会。
Fresh rhizomes of Zingiber officinale (ginger), when subjected to steam distillation, yielded ginger oil in which curcumene was found to be the major constituent. The thermally labile zingiberene-rich fraction was obtained from its diethyl ether extract. Column chromatography of ginger oleoresin furnished a fraction from which [6]-gingerol was obtained by preparative TLC. Naturally occurring [6]-dehydroshogaol was synthesised following condensation of dehydrozingerone with hexanal, whereas zingerone and 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)butane were obtained by hydrogenation of dehydrozingerone with 10% Pd/C. The structures of the compounds were established by H-1 NMR, C-13 NMR and mass (EI-MS and ES-MS) spectral analysis. The test compounds exhibited moderate insect growth regulatory (IGR) and antifeedant activity against Spilosoma obliqua, and significant antifungal activity against Rhizoctonia solani. Among the various compounds, [6]dehydroshogaol exhibited maximum IGR activity (EC50 3.55 mg ml(-1)) while dehydrozingerone imparted maximum antifungal activity (EC50 86.49 mg litre(-1)). (C) 2001 Society of Chemical Industry.