104693-00-7Relevant academic research and scientific papers
A three-step, gram-scale synthesis of hydroxytyrosol, hydroxytyrosol acetate, and 3,4-dihydroxyphenylglycol
Kalampaliki, Amalia D.,Giannouli, Vassiliki,Skaltsounis, Alexios-Leandros,Kostakis, Ioannis K.
, (2019)
Hydroxytyrosol and two other polyphenols of olive tree, hydroxytyrosol acetate and 3,4-dihydroxyphenylglycol, are known for a wide range of beneficial activities in human health and prevention from diseases. The inability to isolate high, pure amounts of these natural compounds and the difficult and laborious procedures for the synthesis of them led us to describe herein an efficient, easy, cheap, and scaling up synthetic procedure, from catechol, via microwave irradiation.
3,4-Dihydroxyphenethyl nitrate with nitric oxide releasing, antioxidant, hypoglycemic and hypolipidemic effects
Li, Na,Liu, Ji-Ping,Shi, Yong-Heng,Sun, Meng,Wang, Wei,Wang, Xiao-Ping,Xie, Yun-Dong,Xu, Xin-Ya
, (2020)
Nitric oxide (NO) dysfunction, oxidative stress, and dyslipidemia are main risk factors associated with the pathophysiology of diabetic complications. In this study, 3,4-dihydroxyphenethyl nitrate (HT-ONO2) was designed, synthesized and evaluated, which incorporated hydroxytyrosol (HT) and nitrate. HT-ONO2 significantly exhibited hypoglycemic activity after oral administration to diabetic mice induced by streptozocin (STZ). HT-ONO2 also potently decreased plasma triglyceride (TG), total cholesterol (TC) in hyperlipidemia mice induced by Triton WR 1339. Meanwhile, HT-ONO2 displayed NO-releasing and antioxidant activity both in diabetic and hyperlipidemia mice and in vitro. Moreover, HT-ONO2 shown definite vasodilation and α-glucosidase inhibition activity in vitro. The results suggested that the hybrid hydroxytyrosol-based nitrate with NO supplement, antioxidant, hypoglycemia and hypolipidemia provided a potential multi-target agent to ameliorate the diabetes mellitus and its complications.
Hydroxytyrosol NO donor derivative, and preparation method and application thereof
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Paragraph 0089; 0090; 0091, (2016/10/08)
The invention discloses a hydroxytyrosol NO donor derivative, and a preparation method and an application thereof. The hydroxytyrosol NO donor derivative is used for preparing hypoglycemic and endothelial protection medicines. As a result of in-vitro and in-vivo pharmacological experiments, the above compound has the following pharmacological activities: (1) active oxygen radical removing activity, (2) NO releasing and vasodilation activity, and (3) glucosidase activity inhibition activity and a certain hypoglycemic effect. As a result of in-vivo pharmacokinetic experiments, the derivative can release NO quickly in body such that NO can reach a relatively high level. The invention also provides the preparation method of the hydroxytyrosol NO donor derivative. A modified derivative can be obtained through 4 steps of organic synthesis. The method has the advantages of easy-to-obtain raw materials, mild reaction conditions, simple reaction process operation, and inexpensive agents. The derivative has significant hypoglycemic and vasodilation effects, and can be used in controlling diabetes and vascular complication thereof. The derivative has a great clinical application value.
Enhanced chemopreventive activity of hydroxytyrosol on HL60 and HL60R cells by chemical conversion into thio derivatives
Sepporta, Maria Vittoria,Lopez-Garcia, M. Angeles,Fabiani, Roberto,Maya, Ines,Fernandez-Bolanos, Jose G.
, p. 790 - 798 (2013/05/21)
Thio derivatives of hydroxytyrosol containing thiol, thioacetate and disulfide functionalities were synthesized from natural hydroxytyrosol (3,4-DHPEA) via 3,4-dihydroxyphenethyl halides. These compounds, containing the combination of catechol moiety and
