103669-71-2Relevant articles and documents
Synthesis and cytotoxicity of Baylis-Hillman template derived betulinic acid-triazole conjugates
Suman, Pathi,Patel, Amardeep,Solano, Lucas,Jampana, Gayathri,Gardner, Zachary S.,Holt, Crystal M.,Jonnalagadda, Subash C.
, p. 4214 - 4226 (2017)
Several alkynes and azides were prepared starting from betulinic acid and Baylis-Hillman reaction-derived allylic alcohols. These alkynes and azides were then coupled under click cycloaddition conditions to obtain functionalized betulinic acid-triazole conjugates. Similarly, pyrazinyl- and indolylbetulinic acid-triazoles were also prepared employing cycloaddition chemistry. All the synthetic compounds were tested for their cytotoxicity against murine breast cancer (4T1) and human pancreatic cancer (MIA PaCa-2) cell lines. Based on these in vitro assays, two series of compounds have been identified as lead compounds for further development.
Azidophosphonium salt-directed chemoselective synthesis of (E)/(Z)-cinnamyl-1H-Triazoles and regiospecific access to bromomethylcoumarins from Morita-Baylis-Hillman adducts
Karthikeyan, Soundararajan,Shobana, Radha Krishnan,Subimol, Kamarajapurathu Raju,Helen Ratna Monica,Kumar, Ayyanoth Karthik Krishna
, p. 1579 - 1587 (2020)
The direct transformation of Morita-Baylis-Hillman (MBH) adducts into molecules of interest is a crucial process wherein allylic hydroxy-protected or halogenated MBH adducts are commonly preferred. Herein, we report an azidophosphonium salt (AzPS)-catalys
A novel liquid-phase synthesis of Baylis-Hillman products using PEG-supported α-phenylselenopropionate ester
Sheng, Shou-Ri,Wang, Qiong,Wang, Qiu-Ying,Guo, Lei,Liu, Xiao-Ling,Huang, Xian
, p. 1887 - 1890 (2006)
Treatment of the lithio derivative of novel PEG-supported α-phenylselenopropionate ester with aldehydes and subsequent cleavage from the PEG support by oxidative elimination with 30% hydrogen peroxide efficiently afforded Baylis-Hillman products in good y
Diastereoselective synthesis of α-(aminomethyl)-γ-butyrolactones via a catalyst-free aminolactonization
Ramachandran, P. Veeraraghavan,Nicponski, Daniel R.
, p. 15216 - 15219 (2014)
An auto-catalytic domino reaction, presumably involving an aza-Michael reaction, proton transfer, and lactonization, furnishing α-(aminomethyl)-γ-butyrolactones in near quantitative yields and excellent diastereoselectivity is described.
Tetraphenylphosphonium allyldithiocarbimates derived from Morita-Baylis-Hillman adducts: Synthesis, characterization, crystal structure and antifungal activity
Tavares, Eder C.,Rubinger, Mayura M.M.,Filho, Eclair V.,Oliveira, Marcelo R.L.,Piló-Veloso, Dorila,Ellena, Javier,Guilardi, Silvana,Souza, Rafael A.C.,Zambolim, Laércio
, p. 130 - 140 (2016)
Botrytis blight is a very destructive disease caused by Botrytis spp., infecting flowers, trees, vegetables and fruits. Twelve new compounds were prepared by the reaction of potassium N-aryl-sulfonyldithiocarbimates with Morita-Baylis-Hillman derivatives
Palladium-Catalyzed Allyl-Allyl Reductive Coupling of Allylamines or Allylic Alcohols with H2as Sole Reductant
Zhou, Xibing,Zhang, Guoying,Huang, Renbin,Huang, Hanmin
supporting information, p. 365 - 369 (2021/01/26)
Catalytic carbon-carbon bond formation building on reductive coupling is a powerful method for the preparation of organic compounds. The identification of environmentally benign reductants is key for establishing an efficient reductive coupling reaction. Herein an efficient strategy enabling H2 as the sole reductant for the palladium-catalyzed allyl-allyl reductive coupling reaction is described. A wide range of allylamines and allylic alcohols as well as allylic ethers proceed smoothly to deliver the C-C coupling products under 1 atm of H2. Kinetic studies suggested that the dinuclear palladium species was involved in the catalytic cycle.
Design, Synthesis, and Biological Evaluation of Organic Nitrite (NO 2-) Donors as Potential Anticerebral Ischemia Agents
Wu, Jianbing,Yin, Wei,Huang, Zhangjian,Zhang, Yinqiu,Jia, Jian,Cheng, Huimin,Kang, Fenghua,Huang, Kai,Sun, Tao,Tian, Jide,Xu, Xiaojun,Zhang, Yihua
, p. 10919 - 10933 (2021/08/16)
The treatment of ischemic stroke (IS) remains a big challenge in clinics, and it is urgently needed to develop novel, safe, and effective medicines against IS. Here, we report the design, synthesis, and biological evaluation of organic NO2- donors as potential agents for the treatment of IS. The representative compound 4a was able to slowly generate low concentrations of NO2- by reaction with a thiol-containing nucleophile, and the NO2- was selectively converted into NO under ischemic/hypoxia conditions to protect primary rat neurons from oxygen-glucose deprivation and recovery (OGD/R)-induced cytotoxicity by enhancing the Nrf2 signaling and activating the NO/cGMP/PKG pathway. Treatment with 4a at 2 h before or after ischemia mitigated the ischemia/reperfusion-induced brain injury in middle cerebral artery occlusion (MCAO) rats by producing NO and enhancing Nrf2 signaling. Furthermore, 4a significantly promoted endothelial cell proliferation and angiogenesis within the ischemic penumbra. Our findings suggest that this type of NO2- donors, like 4a, may be valuable to fight IS and other ischemic diseases.
COMPOSITIONS AND METHODS FOR PROTEIN LABELING, MODIFICATION, ANALYSIS, AND TARGETED DELIVERY
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Paragraph 00235, (2020/01/24)
The invention relates to chemically reactive and/or biologically active compounds, reagents and compositions thereof. More particularly, the invention provides novel reagents that are useful in chemical synthesis, functionalization, delivery, probing and/or analytical measurements of small molecule drugs, proteins, antibodies and other biomolecules. The invention provides novel biologically active agents useful as diagnostics or therapeutics, and related composition and methods of uses thereof.
New allyldithiocarbimates: Synthesis, Structure and Antifungal Activity against Phakopsora pachyrhizi and Hemileia vastatrix
Vidigal, Antonio E.C.,Rubinger, Mayura M.M.,da Silva, Lucas F.,Zambolim, Laércio,Pereira, Arthur B.D.,Guilardi, Silvana,Souza, Rafael A.C.,Ellena, Javier
, p. 703 - 715 (2020/04/27)
Twelve tetraphenylphosphonium allyldithiocarbimates were synthesized and fully characterized by high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), infrared and nuclear magnetic resonance (NMR) spectroscopies. The spectroscopic data ind
COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY
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, (2020/06/05)
In one aspect, compounds of Formula AA, or a pharmaceutically acceptable salt thereof, are featured or a pharmaceutically acceptable salt thereof, wherein the variables shown in Formula A can be as defined anywhere herein.
