互变异构体
化学
二酮
烯醇
酮-烯醇互变异构
亚甲基
核磁共振波谱
腙
立体化学
碳-13核磁共振
有机化学
催化作用
作者
Durga Prasad,Aishwarya Praveen,Sipra Mahapatra,Santosh Mogurampelly,Sachin Rama Chaudhari
出处
期刊:Food Chemistry
[Elsevier]
日期:2021-10-01
卷期号:360: 130000-130000
被引量:24
标识
DOI:10.1016/j.foodchem.2021.130000
摘要
Curcumin (CUR), demethoxycurcumin (DMC) and bisdemethoxycurcumin (BDMC) - the class of natural compound derived from turmeric can exist as keto-enol and β-diketone tautomer form. The structure and dynamics of particular relevance CUR is reported in prior studies, whereas DMC and BDMC, by far, have not been scrutinized. In the present studies, we have investigated the detailed molecular structure of CUR, DMC and BDMC by employing NMR spectroscopy as a key tool. The bridging carbon as methylene in β-diketone form and methine in keto-enol form shows significant difference in NMR spectrum. The results justified that Curcuminoids (CC) has nearly 3% of β-diketone tautomer in DMSO solvent at 298 K. Further, results revealed that β-diketone form was favoured in alkaline pH condition whereas acidic and neutral pH conditions favour keto-enol tautomer. However, at higher temperature equilibrium shift towards β-diketone tautomer. Moreover, this is the first report by NMR for observing the presence of β-diketone tautomer.
科研通智能强力驱动
Strongly Powered by AbleSci AI