6691-27-6Relevant academic research and scientific papers
Efficient regioselective protection of myo-inositol via facile protecting group migration
Nkambule, Comfort M.,Kwezi, Nomfundo W.,Kinfe, Henok H.,Nokwequ, Mbulelo G.,Gammon, David W.,Oscarson, Stefan,Karlsson, Erik
, p. 618 - 623 (2011/03/19)
A cis-1,2-cyclohexanediol, 1,4,5,6-tetra-O-benzyl-myo-inositol, was selectively protected at the axial C2-hydroxyl via acid-mediated rearrangement of the corresponding 1,2-orthoacetate, or via the base-induced migration of a protecting group that had previously been easily installed with complete regioselectivity at the adjacent equatorial hydroxyl. Esters 4a-6a were synthesized in high yields (75-82%) while sulfonate 7a and silyl ether 8a were obtained in 85 and 31% yields, respectively. The migration of the esters induced by DBU results in equilibrium between regioisomers favouring the C2 protected isomer, but NaH induced migration of sulfonyl and silyl groups results in complete migration from equatorial to axial hydroxyl groups.
COMPOUNDS AND COMPOSITIONS FOR THE DETECTION AND TREATMENT OF ALZHEIMER'S DISEASE AND RELATED DISORDERS
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, (2009/10/22)
One aspect of the present invention relates to compounds, compositions and methods for diagnosis and/or treatment of a subject suffering from an amyloidosis-associated pathological condition. In certain embodiments, the imaging and/or therapeutic agents of the instant invention may be administered to a subject for identification and/or treatment of amyloid deposits. A specific imaging method detects amyloid deposits by administering the imaging agent to the subject and detecting the spatial distribution of the agent. Differential accumulation of the agent is indicative of AD or an amyIoidosis-associated pathological condition and can be monitored by using a PET or SPECT camera.
Synthesis of novel vitamin C phosphodiesters: Stability and antioxidant activity
Morisaki, Kazuo,Ozaki, Shoichiro
, p. 123 - 138 (2007/10/03)
A novel series of hybrid L-ascorbic acid (vitamin C) phosphodiesters linked at the C-2 hydroxyl group with other biologically active substances, namely myo-inositol, arbutin, 4-hydroxy-L-proline, and glycolic acid were synthesized, and their thermal stability and reducing activity against free radicals were estimated in vitro. All of the phosphodiesters exhibited high thermal stabilities; however, their antioxidant activities in vitro were generally lower than that of vitamin C.
Syntheses of novel hybrid vitamin C derivatives: Stability and biological activity
Morisaki, Kazuo,Ozaki, Shoichiro
, p. 725 - 734 (2007/10/03)
A novel series of hybrid L-ascorbic acid (vitamin C) derivatives linking other biologically active substances glycolic acid, myo-inositol, and α-tocopherol (vitamin E) at the C-2 or C-3 hydroxyl group were synthesized, and their thermal stability and inhibitory activities against tyrosinase-catalyzed melanin formation, active oxygen species (AOS), and free radicals were evaluated in vitro. Among these derivatives, 2-O-carboxymethylascorbic acid had high thermal stability as well as moderate inhibitory activities against tyrosinase-catalyzed melanin formation, AOS, and free radicals compared to other typical inhibitors and scavengers. On the other hand, 3-O-carboxymethylascorbic acid was markedly unstable in aqueous solution. The 2-O-carbonylmethyl derivatives linking myo-inositol or vitamin E were susceptible to degrading, however the vitamin E derivative had stronger inhibitory activities against AOS and free radicals than free vitamin C.
Synthesis of D- and L-myo-Inositol 1-phosphorothioate, Substrates for Inositol Monophosphatase
Baker, Graham R.,Billington, David C.,Gani, David
, p. 3895 - 3908 (2007/10/02)
The D- and L- enantiomers of myo-inositol 1-phosphorothioate have been synthesized from 2,3,4,5,6-pentakis-O-benzyl myo-inositol in 6 steps, both compounds are substrates for inositol monophosphatase.D-glucopyranose 6-phosphorothioate did not serve as a s
AN APPROACH TOWARD THE SYNTHESIS OF RACEMIC MYO-INOSITOL 1-( 3,4-DI-PALMITOYLOXYBUTYL)-SULFONATE
Elle, C. J. J.,Dreef, C. E.,Brounts, D. M.,Marel, G. A. van der,Boom, J. H. van
, p. 92 - 94 (2007/10/02)
Substitution of the triflate function in 1,2-isopropylidene-sn-glycerol 3-trifluoromethanesulfonate by the α-lithio-anion of 2,3,4,5,6-penta-O-benzyl-myo-inositol 1-methanesulfonate afforded, after acid hydrolysis of the acetonide function, followed by pa
The synthesis of DL-1-(hexadecanoyloxy)methyl- and 1-O-hexadecanoyl-inositols as potential inhibitors of phospholipase C
James,Massy,Wyss
, p. 1037 - 1057 (2007/10/02)
The synthesis of racemic analogues of phosphatidylinositol (PI) and phosphatidylinositol 4,5-bisphosphate (PIP2) starting from myo-inositol is described. Inositol derivatives with and without homologation at C(1) and with and without ionic grou
TOTAL SYNTHESIS OF OPTICALLY ACTIVE MYO-INOSITOL 1,4,5-TRIS(PHOSPHATE)
Ozaki, Shoichiro,Watanabe, Yutaka,Ogasawara, Tomio,Kondo, Yoshihisa,Shiotani, Naokazu,et al.
, p. 3157 - 3160 (2007/10/02)
Optically active myo-inositol 1,4,5-tris(phosphate) has been synthesized starting from myo-inositol.
