《Synthesis and Analgesic Activity Assessment of Furanolabdanoid Conjugates with Glucuronic Acid》 was written by Brusentseva, O. I.; Kharitonov, Yu. V.; Dolgikh, M. P.; Tolstikova, T. G.; Shul’ts, E. E.. Category: bromides-buliding-blocks And the article was included in Chemistry of Natural Compounds in 2020. The article conveys some information:
Phlomisoic acid reacted with methyl-1-deoxy-2,3,4-tri-O-acetyl-1-bromo-α-D-glucopyranuronate to form the 18-O-β-D-(glucuronopyranoside)-6′-O-Me ester of 15,16-epoxylabda-8(9),13,14-triene. Reductive amination of Me 16-formyl-15,16-epoxylabda-8(9),13,14-trienoate or this β-D-glucuronopyranoside of 16-formyl-15,16-epoxylabda-8(9),13,14-triene by propargylamine in the presence of NaBH4 gave the corresponding 16-propargylaminomethyl-15,16-epoxylabda-8(9),13,14-trienes. Copper-catalyzed azide-alkyne cycloaddition of the new terpenoid alkynes and the propargylamide of phlomisoic acid with Me 1-deoxy-2,3,4-tri-O-acetyl-1-azido-α-D-glucopyranuronate synthesized the corresponding labdanoid glucuronides and diglucuronide. Selective screening of the labdanoid triazolylglucuronides identified compounds with analgesic activity in chem. and thermal irritation tests. In the experiment, the researchers used (2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3Category: bromides-buliding-blocks)
(2R,3R,4S,5S,6S)-2-Bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate(cas: 21085-72-3) may be used for the synthesis of HMR1098-S-Glucuronide Methyl Ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.Category: bromides-buliding-blocks
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary