135675-32-0Relevant academic research and scientific papers
Synthesis, Purification, and Selective β2-AR Agonist and Bronchodilatory Effects of Catecholic Tetrahydroisoquinolines from Portulaca oleracea
Yang, Er-Lan,Sun, Bin,Huang, Zi-Yi,Lin, Jian-Guang,Jiao, Bo,Xiang, Lan
, p. 2986 - 2993 (2019)
A green, biomimetic, phosphate-mediated Pictet-Spengler reaction was used in the synthesis of three catecholic tetrahydroisoquinolines, 1, 2, and 12, present in the medicinal plant Portulaca oleracea, as well as their analogues 3-11, 13, and 14, with dopa
Method for separating and purifying water-soluble catechol type tetrahydroisoquinoline alkaloid by using macroporous resin
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Paragraph 0004; 0048; 0054; 0088-0090, (2020/04/02)
The invention provides a method for separating and purifying water-soluble catechol type tetrahydroisoquinoline alkaloid by using a macroporous resin, wherein the water-soluble catechol type tetrahydroisoquinoline alkaloid has a structure represented by a
The catalytic potential of Coptis japonica NCS2 revealed - Development and utilisation of a fluorescamine-based assay ETI
Pesnot, Thomas,Gershater, Markus C.,Ward, John M.,Hailes, Helen C.
, p. 2997 - 3008 (2013/01/15)
The versatility and potential of a norcoclaurine synthase (NCS) from Coptis japonica NCS2 has been investigated, together with the development and application of a novel fluorescence-based high-throughput assay using nearly forty amines/aldehydes. The stereocontrol exerted by CjNCS2 on selected non-natural substrates has been determined, where the tetrahydroisoquinolines (THIAs) were formed as the (1S)-isomer in >95% ee, as observed with the natural product norcoclaurine. Docking calculations involving THIA mechanism intermediates, utilising the reported Thalictrum flavum NCS X-ray crystallographic structure, were carried out and combined with the CjNCS2 screening results to further understand the mode of action of NCS. These findings suggested that in addition to the key active-site residues K122 and E110, D141 is also mechanistically essential for the enzymatic transformation. The exceptional tolerance of NCS towards aldehyde substrates is furthermore supported by our proposed mechanism in which the aldehydes protrude out of the enzymatic pocket. Copyright
Phosphate mediated biomimetic synthesis of tetrahydroisoquinoline alkaloids
Pesnot, Thomas,Gershater, Markus C.,Ward, John M.,Hailes, Helen C.
supporting information; experimental part, p. 3242 - 3244 (2011/05/05)
A one-pot synthesis of tetrahydroisoquinoline alkaloids in a phosphate buffer has been achieved, and a reaction mechanism proposed. The utilisation of mild reaction conditions readily afforded a range of isoquinolines, including norcoclaurine.
