88700-34-9Relevant academic research and scientific papers
Formation of hydroxycinnamoylamides and α-hydroxyacetovanillone in cell cultures of Solanum khasianum
Muehlenbeck, Ute,Kortenbusch, Albertus,Barz, Wolfgang
, p. 1573 - 1579 (1996)
In elicitor-elicited photomixotrophic Solanum khasianum cell cultures, nine phenolic compounds accumulated in the cell culture medium. They were isolated and structurally identified at the cis- and trans-isomers of N-p- coumaroyloctopamine, N-feruloyloctopamine, N-p-coumaroyltyramine and N- feruloyltyramine as well as α-hydroxyacetovanillone. The cis-isomers of the hydroxycinnamoyl moieties were only formed during illumination of the cultures. The hydroxycinnamoylamides showed a transient accumulation with maximum values between 6 and 24 hr after elicitation, depending on the compound. The decrease of the compounds is very likely a peroxidase-mediated reaction.
Synthesis and structure-activity relationships and effects of phenylpropanoid amides of octopamine and dopamine on tyrosinase inhibition and antioxidation
Wu, Zhengrong,Zheng, Lifang,Li, Yang,Su, Feng,Yue, Xiaoxuan,Tang, Wei,Ma, Xiaoyan,Nie, Junyu,Li, Hongyu
, p. 1128 - 1131 (2012/07/28)
Phenylpropanoid amides of octopamine (OA) 1a-1e and dopamine (DA) 2a-2e were synthesised and the structure-activity relationships (SARs) for antioxidant and tyrosinase inhibition activities were analysed. Among synthesised compounds, 2c, which contains two catechol moieties, exhibited the most DPPH radical-scavenging activity (EC50 = 16.2 ± 2.4 μM), and 1d exhibited significant tyrosinase inhibitory activity (IC50 = 5.3 ± 1.8 μM). Interestingly, with the same acid moiety, OA derivatives showed more inhibitory effect on tyrosinase than did compounds derived from DA, whereas DA derivatives were found to have higher antioxidant activity than compounds derived from OA. The relationship between their structures and their potencies, demonstrated in the current study, will be useful for the design of optimal agents.
