90064-48-5Relevant academic research and scientific papers
Biomimetic Total Syntheses of (+)-Chloropupukeananin, (-)-Chloropupukeanolide D, and Chloropestolides
Ikeda, Wataru,Kobayashi, Susumu,Suzuki, Takahiro,Tanino, Keiji,Watanabe, Soichiro
, p. 15597 - 15605 (2021/11/12)
Chloropupukeananin, chloropupukeanolides, and chloropestolides are a family of structurally complex bioactive natural products that possess highly functionalized tricyclo[4.3.1.03,7]decane or bicyclo[2.2.2]octane skeletons. Biosynthesis of the chloropupukeananin family is triggered by the intermolecular heterodimeric Diels-Alder reaction between maldoxin and iso-A82775C; however, the enzymes involved have not yet been identified. We herein report the one-pot biomimetic synthesis of chloropupukeananin and chloropupukeanolide D. Moreover, the effect of the solvent on the intermolecular Diels-Alder reaction of siccayne and maldoxin suggested that the biosynthesis of the chloropupukeananin family involves a Diels-Alderase-catalyzed heterodimeric Diels-Alder reaction.
MLKL INHIBITORS
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Paragraph 0420-0421, (2018/09/26)
Purine derivatives that inhibit cellular necroptosis and/or human MLKL, pharmaceutical compositions thereof, and methods of treating an MLKL-mediated disorder with an effective amount of the compound or composition. Said MLKL-mediated disorder is pathology associated necroptosis, including ischemia-reperfusion damage, neurodegeneration, and inflammatory diseases such as acute pancreatitis, multiple sclerosis, inflammatory bowel disease, and allergic colitis.
Design, synthesis, and characterization of rhein analogs as novel inhibitors of scavenger receptor A
Zheng, Yi,Li, Xia,Pagare, Piyusha P.,Yuan, Yunyun,Wang, Xiang-Yang,Zhang, Yan
supporting information, p. 72 - 76 (2016/12/09)
Scavenger receptor A (SRA) has been known as an immunosuppressive factor and therefore therapeutic inhibition of SRA may be potentially exploited for cancer immunotherapy. Our previously work suggested that rhein may act as an inhibitor of SRA in reversin
Geographic variability and anti-staphylococcal activity of the chrysophaentins and their synthetic fragments
Keffer, Jessica L.,Hammill, Jared T.,Lloyd, John R.,Plaza, Alberto,Wipf, Peter,Bewley, Carole A.
experimental part, p. 1103 - 1125 (2012/08/14)
Drug-resistant Staphylococcus aureus is a continuing public health concern, both in the hospital and community settings. Antibacterial compounds that possess novel structural scaffolds and are effective against multiple S. aureus strains, including current drug-resistant ones, are needed. Previously, we have described the chrysophaentins, a family of bisdiarylbutene macrocycles from the chrysophyte alga Chrysophaeum taylori that inhibit the growth of S. aureus and methicillin-resistant S. aureus (MRSA). In this study we have analyzed the geographic variability of chrysophaentin production in C. taylori located at different sites on the island of St. John, U.S. Virgin Islands, and identified two new linear chrysophaentin analogs, E2 and E3. In addition, we have expanded the structure activity relationship through synthesis of fragments comprising conserved portions of the chrysophaentins, and determined the antimicrobial activity of natural chrysophaentins and their synthetic analogs against five diverse S. aureus strains. We find that the chrysophaentins show similar activity against all S. aureus strains, regardless of their drug sensitivity profiles. The synthetic chrysophaentin fragments indeed mimic the natural compounds in their spectrum of antibacterial activity, and therefore represent logical starting points for future medicinal chemistry studies of the natural products and their analogs.
Synthesis of pluraflavin A "aglycone"
Wright, Benjamin J. D.,Hartung, John,Peng, Feng,Van De Water, Ryan,Liu, Haibo,Tan, Quen-Hui,Chou, Ting-Chao,Danishefsky, Samuel J.
supporting information; experimental part, p. 16786 - 16790 (2009/04/14)
The "aglycone" of pluraflavin A (2) has been synthesized. The key features of this synthesis include a 1,3-dipolar cycloaddition between a nitrile oxide (cf. 14) and an olefin (22) to yield an isoxazoline followed by subsequent conversion into the γ-pyrone of pluraflavin A. The epoxide moiety linked to the pyrone is installed prior to Diels-Alder installation of the D ring, which allows access to a number of potentially active cytotoxic intermediates en route to the final compound. The preliminary in vitro results of two such compounds are also included with the racemic title compound exhibiting cytotoxicity in the nanomolar range.
Ethyl(or methyl) 4-acetoxy(or propionyloxy)-5,6,7 or 8-di(or tri-)substituted-2-naphthoates
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, (2008/06/13)
Novel antiviral ring-substituted ethyl or methyl 4-acetoxy (or propionyloxy)-2-naphthoates are provided.
AN EFFICIENT ROUTE TO 3-CHLOROJUGLONES
Bloomer, James L.,Gazzillo, Joseph A.
, p. 1201 - 1204 (2007/10/02)
The novel 4-chloro-2,5-dimethoxybenzaldehyde 1 has been prepared and converted in only three steps to 5-acetoxy-7-carboethoxy-3-chloro-1,4-naphthaquinone 4.Subsequent Diels-Alder reaction affords a tetracyclic enol ether 9 in a regiospecific manner.
Radiohalogen-Labeled Imaging Agents. 3. Compounds for Measurement of Brain Blood Flow by Emission Tomography
Sargent, Thornton,Shulgin, Alexander T.,Mathis, Chester A.
, p. 1071 - 1077 (2007/10/02)
The radioiodine-labeled amines currently available as brain-imaging agents, based on our previous work and that of others, are prepared either by exchange labeling or by direct iodination of a protected intermediate.The intrinsic slowness of these process
