90706-59-5Relevant academic research and scientific papers
Synthesis and anti-inflammatory activity of derivatives of coumarino-lignoid, cleomiscosin A and its methyl ether
Sharma, Shelly,Chattopadhyay,Trivedi, Priyanka,Bawankule
experimental part, p. 5150 - 5156 (2010/12/25)
Six novel cleomiscosin A (a coumarino-lignoid), derivatives have been synthesized for the first time by using electrophilic substitution reaction to give nuclear nitrated and halogenated derivatives of cleomiscosin A in good yields. Structures of these compounds were established on the basis of IR, 1H NMR, 13C NMR and Mass spectral data. Some of the synthesized derivatives were tested for in-vitro target based anti-inflammatory study using primary macrophages cell culture bioassay system. The results showed that the compounds 1a, 3a and 4a (1 and 10 μg/mL) exhibited potent anti-inflammatory activity.
Synthesis and Structural Elucidation of Coumarinolignans
Lin, Lee-Juian,Cordell, Geoffrey A.
, p. 3052 - 3080 (2007/10/02)
Coumarinolignans are a relatively new class of natural products combining a coumarin skeleton with a phenylpropene moiety.We describe here details of the first biomimetic syntheses of compounds in this series (1-16) utilizing both chemical and enzymatic approaches and the application of the selective INEPT nmr technique for unambiguous structure assignment.Chemical oxidation using silver oxide as an oxidizing agent typically produced two regioisomeric trans-substituted coumarinolignans.Enzymatic oxidation on the other hand normally gave rise to a single regioisomer.Almost all of the known natural coumarinolignans and several new compounds which may subsequently be obtained as natural products were synthesized.Three nmr strategies are described for the structure elucidation of the coumarinolignans, but only one of these techniques, the selective INEPT method, affords an unambiguous structure when only one regioisomer is present.Using this technique the structures and complete proton and carbon-13 chemical shift assignments of sixteen synthetic coumarinolignans were established.The described nmr strategy should prove useful for the unambiguous structure determination of all natural 2-aryl benzodioxanes, including the flavonolignans, the xanthonolignans and certain neolignans.
STRUCTURES OF CLEOMISCOSINS, COUMARINO-LIGNOIDS OF CLEOME VISCOSA SEEDS
Ray, Anil B.,Chattopadhyay, Sunil K.,Kumar, Sandeep,Konno, Chohachi,Kiso, Yoshinobu,Hikino, Hiroshi
, p. 209 - 214 (2007/10/02)
Structures of cleomiscosins A, B and C, three new coumarino-lignoids isolated from the seeds of Cleome viscosa Linne, have been established as 1a, 2a and 1f respectively, on the basis of spectral and cemical evidence.The compound exhibited liver-protective properties.
