138127-67-0Relevant academic research and scientific papers
Design, Synthesis, and Biological Investigation of Thailanstatin A and Spliceostatin D Analogues Containing Tetrahydropyran, Tetrahydrooxazine, and Fluorinated Structural Motifs
Nicolaou,Rekula, Santhosh Reddy,Kumar, S. Mothish,Podilapu, Ananda Rao,Matuszak, Ryan P.,Jung, Paul M.,Lam, Lloyd T.,Phillips, Andrew C.,Lyssikatos, Joseph,Munneke, Stefan,Gu, Christine,Sarvaiya, Hetal,Sandoval, Joseph,Hammond, Mikhail,Aujay, Monette,Purcell, James W.,Reilly, Regina M.,Gavrilyuk, Julia
, p. 2499 - 2521 (2021)
Thailanstatin A and spliceostatin D, two naturally occurring molecules endowed with potent antitumor activities by virtue of their ability to bind and inhibit the function of the spliceosome, and their natural siblings and designed analogues, constitute an appealing family of compounds for further evaluation and optimization as potential drug candidates for cancer therapies. In this article, the design, synthesis, and biological investigation of a number of novel thailanstatin A analogues, including some accommodating 1,1-difluorocyclopropyl and tetrahydrooxazine structural motifs within their structures, are described. Important findings from these studies paving the way for further investigations include the identification of several highly potent compounds for advancement as payloads for antibody-drug conjugates (ADCs) as potential targeted cancer therapies and/or small molecule drugs, either alone or in combination with other anticancer agents.
Total Synthesis of γ-Alkylidenebutenolides, Potent Melanogenesis Inhibitors from Thai Medicinal Plant Melodorum fruticosum
Tanabe, Genzoh,Manse, Yoshiaki,Ogawa, Teppei,Sonoda, Naoki,Marumoto, Shinsuke,Ishikawa, Fumihiro,Ninomiya, Kiyofumi,Chaipech, Saowanee,Pongpiriyadacha, Yutana,Muraoka, Osamu,Morikawa, Toshio
, p. 8250 - 8264 (2018/07/21)
A hitherto unreported member of γ-alkylidenebutenolides in Melodorum fruticosum (Annonaceae), (4E)-6-benzoyloxy-7-hydroxy-2,4-heptadiene-4-olide, named as isofruticosinol (4) was isolated from the methanol extract of flowers, along with the known related
Cobalt-catalyzed diastereoselective synthesis of C-furanosides. total synthesis of (-)-isoaltholactone
Nicolas, Lionel,Izquierdo, Eva,Angibaud, Patrick,Stansfield, Ian,Meerpoel, Lieven,Reymond, Sebastien,Cossy, Janine
, p. 11807 - 11814 (2014/01/06)
An array of C-aryl and C-vinyl furanosides were prepared in good yields and diastereoselectivities from C-halogeno furanosides either with aryl Grignard or with vinyl Grignard using the convenient Co(acac)3/TMEDA catalytic system. This method i
Synthesis of cyclopentenyl carbocyclic nucleosides as potential antiviral agents against orthopoxviruses and SARS
Cho, Jong Hyun,Bernard, Dale L.,Sidwell, Robert W.,Kern, Earl R.,Chu, Chung K.
, p. 1140 - 1148 (2007/10/03)
A practical and convenient methodology for the synthesis of chiral cyclopentenol derivative (+)-12a has been developed as the key intermediate that was utilized for the synthesis of biologically active carbocyclic nucleosides. The selective protection of
Synthesis of the C-Glycoside of Methyl α-D-Altropyranosyl-(1→4)- α-D-glucopyranoside
Denton, Richard W.,Mootoo, David R.
, p. 671 - 683 (2007/10/03)
The C-glycoside of methyl α-D-altropyranosyl-(1→4)-α-D- glucopyranoside 2 was prepared in a convergent fashion, from readily available precursors, 4-O-tert-butyl-diphenylsilyl-1,2-O-isopropylidene-D-erythro-S- phenyl monothiohemiacetal 13 (five steps from
Homochiral α-D- and β-D-isoxazolidinylthymidines via 1,3-dipolar cycloaddition
Chiacchio, Ugo,Corsaro, Antonino,Gumina, Giuseppe,Rescifina, Antonio,Iannazzo, Daniela,Piperno, Anna,Romeo, Giovanni,Romeo, Roberto
, p. 9321 - 9327 (2007/10/03)
The introduction of chiral auxiliaries at the C- or N-atom in starting nitrones has been investigated as a stereoselective synthetic route to heterocyclic nucleoside analogues. The carbohydrate auxiliary at nitrogen atom gave the best results, thus allowi
