SYNTHESIS AND INVESTIGATION OF THE INFLUENCE OF NEW AMINO ACID DERIVATIVES WITH INDOLE AND BENZOXAZOLINONE MOIETIES ON THE RAPESEED (BRASSICA NAPUS L.) GROWTH IN VITRO

E. Kovaitė, I. Ramanauskaitė, I. Jonuškienė, K. Anusevičius, V. Mickevičius
{"title":"SYNTHESIS AND INVESTIGATION OF THE INFLUENCE OF NEW AMINO ACID DERIVATIVES WITH INDOLE AND BENZOXAZOLINONE MOIETIES ON THE RAPESEED (BRASSICA NAPUS L.) GROWTH IN VITRO","authors":"E. Kovaitė, I. Ramanauskaitė, I. Jonuškienė, K. Anusevičius, V. Mickevičius","doi":"10.5755/j01.ct.64.2.6022","DOIUrl":null,"url":null,"abstract":"Rapeseed ( Brassica napus L . ) is one of the world’s most important sources of vegetable oil and protein meal used for food and for industrial purposes. Primary and secondary metabolites stored in rapeseed depend on many factors: growth regulators, temperature, water stress, nutrients (nitrogen, phosphorus, potassium, calcium, boron, sulfur) and their amount, soil acidity, evolution change, and plant diseases. Indole-3-acetic acid (IAA) is one of the most important natural auxins. 3-[2-Oxo-1,3-benzoxazol-3(2 H )-yl]propanoic acid is know as a synthetic auxin. The sodium salt of this compound, stilite-14, has been studied for 10 years while growing sugar beets in Lithuania. Natural and synthetic auxins are known to promote rapeseed root growth. New indole-3-acetic acid and 3-[2-oxo-1,3-benzoxazol-3(2 H )-yl]propanoic acid derivatives containing b,g-amino acid or 3-carboxy-5-oxopyrrolidine fragments from the corresponding hydrazides were synthesized. It was determined that 2-({2-[2-(1 H -indol-3-yl)acetyl]hydrazino}methyl)succinic acid (8.3 μM/l) increased the length of rapeseed roots in the MS medium by 1.6 times in comparison with rapeseed, which were grown in MS medium without growth regulators, whereas IAA decreased their length. Also, 2-({2-[2-(1 H -indol-3-yl)acetyl]hydrazino}methyl)succinic acid (8.3 mM/l) increased rapeseed biomass by 2 times in comparison with control sample. It was determined that 5-oxo-1-({3-[2-oxo-1,3-benzoxazol-3(2 H )-yl]propanoyl}amino)-3-pyrrolidinecarboxylic acid (6 mM/l) increased the length of rapeseed roots in the MS medium by 1.2 times in comparison with control sample, but the sodium salt of 3-(3-benzoxazolonyl)propanoic acid decreased their length at all concentrations. Also, 5-oxo-1-({3-[2-oxo-1,3-benzoxazol-3(2 H )-yl]propanoyl}amino)-3-pyrrolidinecarboxylic acid (1.5 mM/l) increased rapeseed biomass, but the sodium salt of 3-(3-benzoxazolonyl)propanoic acid (1.5 mM/l) decreased the biomass by 39.1 % in comparison with the control sample.  DOI: http://dx.doi.org/10.5755/j01.ct.64.2.6022","PeriodicalId":22505,"journal":{"name":"the Chemical Technology","volume":"125 1","pages":"35-44"},"PeriodicalIF":0.0000,"publicationDate":"2014-02-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"the Chemical Technology","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.5755/j01.ct.64.2.6022","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0

Abstract

Rapeseed ( Brassica napus L . ) is one of the world’s most important sources of vegetable oil and protein meal used for food and for industrial purposes. Primary and secondary metabolites stored in rapeseed depend on many factors: growth regulators, temperature, water stress, nutrients (nitrogen, phosphorus, potassium, calcium, boron, sulfur) and their amount, soil acidity, evolution change, and plant diseases. Indole-3-acetic acid (IAA) is one of the most important natural auxins. 3-[2-Oxo-1,3-benzoxazol-3(2 H )-yl]propanoic acid is know as a synthetic auxin. The sodium salt of this compound, stilite-14, has been studied for 10 years while growing sugar beets in Lithuania. Natural and synthetic auxins are known to promote rapeseed root growth. New indole-3-acetic acid and 3-[2-oxo-1,3-benzoxazol-3(2 H )-yl]propanoic acid derivatives containing b,g-amino acid or 3-carboxy-5-oxopyrrolidine fragments from the corresponding hydrazides were synthesized. It was determined that 2-({2-[2-(1 H -indol-3-yl)acetyl]hydrazino}methyl)succinic acid (8.3 μM/l) increased the length of rapeseed roots in the MS medium by 1.6 times in comparison with rapeseed, which were grown in MS medium without growth regulators, whereas IAA decreased their length. Also, 2-({2-[2-(1 H -indol-3-yl)acetyl]hydrazino}methyl)succinic acid (8.3 mM/l) increased rapeseed biomass by 2 times in comparison with control sample. It was determined that 5-oxo-1-({3-[2-oxo-1,3-benzoxazol-3(2 H )-yl]propanoyl}amino)-3-pyrrolidinecarboxylic acid (6 mM/l) increased the length of rapeseed roots in the MS medium by 1.2 times in comparison with control sample, but the sodium salt of 3-(3-benzoxazolonyl)propanoic acid decreased their length at all concentrations. Also, 5-oxo-1-({3-[2-oxo-1,3-benzoxazol-3(2 H )-yl]propanoyl}amino)-3-pyrrolidinecarboxylic acid (1.5 mM/l) increased rapeseed biomass, but the sodium salt of 3-(3-benzoxazolonyl)propanoic acid (1.5 mM/l) decreased the biomass by 39.1 % in comparison with the control sample.  DOI: http://dx.doi.org/10.5755/j01.ct.64.2.6022
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
含吲哚和苯并恶唑啉酮氨基酸衍生物的合成及对甘蓝型油菜的影响体外生长
油菜(Brassica napus L .)是世界上用于食品和工业用途的植物油和蛋白粉最重要的来源之一。油菜籽初级和次级代谢物的储存取决于多种因素:生长调节剂、温度、水分胁迫、营养物质(氮、磷、钾、钙、硼、硫)及其数量、土壤酸度、演变变化和植物病害。吲哚-3-乙酸(IAA)是一种重要的天然生长素。3-[2-氧-1,3-苯并恶唑-3(2 H)-基]丙酸是一种合成生长素。这种化合物的钠盐,斯蒂尔石-14,在立陶宛种植甜菜时已经研究了10年。已知天然和合成的生长素可以促进油菜籽的根系生长。合成了新的吲哚-3-乙酸和3-[2-氧-1,3-苯并恶唑-3(2 H)-基]丙酸衍生物,其中含有相应的酰肼的b,g氨基酸或3-羧基-5-氧吡咯烷片段。结果表明,2-({2-[2-(1 H -吲哚-3-酰基)乙酰基]肼基甲基)琥珀酸(8.3 μM/l)能使MS培养基中的油菜根长增加1.6倍,而IAA能使MS培养基中的油菜根长减少。2-({2-[2-(1h -吲哚-3-酰基)乙酰基]肼基甲基)琥珀酸(8.3 mM/l)使油菜籽生物量比对照提高了2倍。结果表明,5-氧-1-({3-[2-氧-1,3-苯并恶唑-3(2 H)-基]丙基氨基)-3-吡啶羧酸(6 mM/l)在MS培养基中使菜籽根的长度增加了1.2倍,而3-(3-苯并恶唑基)丙酸钠盐在任何浓度下都使菜籽根的长度减少。5-氧-1-({3-[2-氧-1,3-苯并恶唑-3(2 H)基]丙基)氨基)-3-吡咯烷羧酸(1.5 mM/l)增加了油菜籽生物量,但3-(3-苯并恶唑基)丙酸钠盐(1.5 mM/l)使油菜籽生物量比对照样品减少了39.1%。DOI: http://dx.doi.org/10.5755/j01.ct.64.2.6022
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
自引率
0.00%
发文量
0
期刊最新文献
ACCUMULATION OF RESIDUAL ENERGY OF AN EXPERIMENTAL STOVE AFTER BURNING PROPERTIES OF CATIONIC STARCHES OBTAINED BY REACTIVE EXTRUSION SYNTHESIS AND ANTIBACTERIAL PROPERTIES OF N,N-DISUBSTITUTED β-AMINO ACIDS CONTAINING FUNCTIONALIZED THIAZOLE FRAGMENT IN THE STRUCTURE BACTERIA OF THE GENUS BACILLUS AS A METHOD OF DIRECTED MODIFICATION OF POLYCAPROAMIDE FIBERS VERIFICATION OF AVAILABLE GLASS MECHANICAL PROPERTIES AGAINST RECOMMENDATION BY THE DRAFT EUROCODE DESIGN PRACTICE
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1