85315-68-0Relevant academic research and scientific papers
Synthesis of 3′-acetamidoadenosine derivatives as potential A 3 adenosine receptor agonists
Chun, Moon Woo,Choi, Sung Wook,Kang, Tae Kyung,Choi, Won Jun,Kim, Hea Ok,Gao, Zhan-Guo,Jacobson, Kenneth A.,Jeong, Lak Shin
, p. 408 - 420 (2008/09/19)
On the basis of high binding affinity of 3′-aminoadenosine derivatives 2b at the human A3 adenosine receptor (AR), 3′- acetamidoadenosine derivatives 3a-e were synthesized from 1,2:5,6-di-O- isopropylidene-D-glucose via stereoselective hydroboration as a key step. Although all synthesized compounds were totally devoid of binding affinity at the human A3AR, our results revealed that 3′-position of adenosine can only be tolerated with small size of a hydrogen bonding donor like hydroxyl or amino group in the binding site of human A3AR. Copyright Taylor & Francis Group, LLC.
Phosphomolybdic acid supported on silica gel: An efficient, mild and reusable catalyst for the chemoselective hydrolysis of acetonides
Yadav,Raghavendra,Satyanarayana,Balanarsaiah
, p. 2461 - 2464 (2007/10/03)
Carbohydrate acetonides were chemoselectively cleaved to the corresponding diols by using environmentally benign phosphomolybdic acid (H 3PMo12O40) supported on silica gel (PMA-SiO2) at ambient temperature in a
Synthesis and biological evaluation of thymine nucleosides fused with 3′,4′-tetrahydrofuran ring
Kim, Myong Jung,Kim, Hea Ok,Kim, Hee-Doo,Kim, Joong Hyup,Jeong, Lak Shin,Chun, Moon Woo
, p. 3499 - 3501 (2007/10/03)
The pyrimidine nucleosides fused with 3′,4′-tetrahydrofuran ring were successfully synthesized, starting from 1,2; 5,6-di-O-isopropylidene-D-glucose and assayed for antiviral activities against HIV-1, HIV-2, EMCV, Cox. B3 and VSV. Thymine analogue (5) and
Synthesis and biological evaluation of pyrimidine nucleosides fused with 3′,4′-tetrahydrofuran ring
Chun, Moon Woo,Kim, Myong Jung,Kim, Hea Ok,Moon, Hyung Ryong,Kim, Hee-Doo,Kim, Joong Hyup,Jeong, Lak Shin
, p. 719 - 721 (2007/10/03)
Pyrimidine nucleosides fused with 3′,4′-tetrahydrofuran ring were synthesized, starting from 1,2;5,6-di-O-isopropylidene-D-glucose and assayed for antiviral activities. Thymine analogue 1 and its corresponding 2′-deoxy analogue 3 exhibited high cytotoxici
Synthesis of novel 3′-deoxy-3′-C-hydroxymethyl nucleosides with conformationally rigid sugar moiety as potential antiviral agents
Moon Woo Chun,Myung Jung Kim,Un Hee Jo,Joong Hyup Kim,Kim,Lak Shin Jeong
, p. 699 - 702 (2007/10/03)
Based on the fact that the ring expanded 3′-C-hydroxymethyl analogue of oxetanocin A exhibited potent antiviral activity, two types of conformationally rigid 3′-C-hydroxymethyl derivatives in which 2′-hydroxyl group is linked to the 4′-position or to the 6′-position were synthesized starting from 1,2;5,6-di-O-isopropylidene-D-glucose, respectively.
Synthesis of a phosphinic acid analogue of cyclic AMP
Regan,Sciammetta,Tattersall
, p. 8211 - 8215 (2007/10/03)
Synthesis of a cyclic phosphinate ester analogue of cyclic AMP was achieved by using a double Arbuzov-type cyclisation of bis-trimethylsilyl phosphonite onto a sugar dihalide derivative as the key step. (C) 2000 Elsevier Science Ltd.
Synthesis and anti-viral properties of 2',3'-dideoxy-3',4'- dihydroxymethyl substituted pyrimidine nucleoside analogues
Bjorsne,Classon,Kers,Samuelsson,Kvarnstrom
, p. 283 - 286 (2007/10/02)
Some 2',3'-dideoxy-3',4'-dihydroxymethyl nucleoside analogues have been synthesised starting from diacetone-D-glucose. The 3-C-hydroxymethyl group was introduced by selective hydroboration-oxidation of the 3-C-methylene derivative. The 4-C-hydroxymethyl group was obtained by an aldol condensation followed by in situ cross Canizzaro reduction. Glycosylation using silylated pyrimidine bases furnished the 2',3'-dideoxy-3',4'- dihydroxymethyl nucleoside analogues.
First asymmetric synthesis of (+)- and (-)-roccellaric acid and dihydroprotolichesterinic acid
Mulzer,Salimi,Hartl
, p. 457 - 471 (2007/10/02)
Stereocontrolled syntheses of the title compounds from (R)-2,3-isopropylidene glyceraldehyde, (S)-O-THP-lactaldehyde and 1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose ('diacetone-D-glucose') are described.
Chiral Synthesis of Polyketide-derived Natural Products. Part 5. Synthesis of a Chiral Segment Corresponding to the C-1-C-5 Unit of Erythromycin A from D-Glucose
Oikawa, Yuji,Nishi,Takao,Yonemitsu, Osamu
, p. 19 - 26 (2007/10/02)
As a right-hand segment with three consecutive chiral centres corresponding to the C-1-C-5 unit of erythromycin A (1), (2S,3R,4S)-3,5-isopropylidenedioxy-2,4-dimethylpentanal (32) was synthesized from D-glucose (5) by application of MPM (4-methoxybenzyl)
