310409-17-7Relevant academic research and scientific papers
Ruthenium-Catalyzed Oxidative Cleavage of Alkynes to Carboxylic Acids
Yang, Dan,Chen, Fei,Dong, Ze-Min,Zhang, Dan-Wei
, p. 2221 - 2223 (2004)
We describe an efficient method for the oxidative cleavage of alkynes to carboxylic acids using a combination of RuO2/Oxone/NaHCO3 in a CH3CN/H2O/EtOAc solvent system. Both internal and terminal alkynes, regardless of their electron density, can be oxidized to carboxylic acids in excellent yield (up to 99%). 1H NMR spectroscopy and ESI-MS experiments provided evidence for α-diketones and anhydrides as possible intermediates in these oxidation reactions.
COLLAGEN 1 TRANSLATION INHIBITORS AND METHODS OF USE THEREOF
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Paragraph 00309; 00402, (2021/12/31)
The present invention relates to novel collagen translation inhibitors 1, a composition, their preparation methods, and their uses for the treatment of fibrosis in particular, fibrosis of the lung, liver, kidney, cardiac and dermal fibrosis, IPF, wound he
Fullerene derivatives as dual inhibitors of HIV-1 reverse transcriptase and protease
Yasuno, Takumi,Ohe, Tomoyuki,Kataoka, Hiroki,Hashimoto, Kosho,Ishikawa, Yumiko,Furukawa, Keigo,Tateishi, Yasuhiro,Kobayashi, Toi,Takahashi, Kyoko,Nakamura, Shigeo,Mashino, Tadahiko
, (2020/11/20)
In the present study, we newly synthesized three types of novel fullerene derivatives: pyridinium-type derivatives trans-3a and 4a-5b, piperidinium-type derivative 9, and proline-type derivatives 10a-12. Among the assessed compounds, 5a, 10e, 10f, 10i, 11
TRANSGLUTAMINASE 2 (TG2) INHIBITORS
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Paragraph 00360, (2020/03/02)
Described herein are compounds and pharmaceutical compositions containing such compounds which inhibit transglutaminase 2 (TG2). Also described herein are methods for using such TG2 inhibitors, alone or in combination with other compounds, for treating diseases or conditions that would benefit from TG2 inhibition.
Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis
Said, Madhukar S.,Navale, Govinda R.,Gajbhiye, Jayant M.,Shinde, Sandip S.
, p. 28258 - 28261 (2019/09/30)
A sesquiterpene epicedrol cyclase mechanism was elucidated based on the gas chromatography coupled to electron impact mass spectrometry fragmentation data of deuterated (2H) epicedrol analogues. The chemo-enzymatic method was applied for the specific synthesis of 8-position labelled farnesyl pyrophosphate and epicedrol. EI-MS fragmentation ions compared with non-labelled and isotopic mass shift fragments suggest that the 2H of C6 migrates to the C7 position during the cyclization mechanism.
SULFONAMIDE COMPOUNDS HAVING TNAP INHIBITORY ACTIVITY
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, (2018/07/29)
The present invention relates to a compound or a pharmacologically acceptable salt thereof having excellent tissue non-specific alkaline phosphatase inhibitory activity. The present invention provides a compound represented by the formula (I) or a pharmacologically acceptable salt thereof.
Convergent Synthesis of the Dihydropyran Core Containing the C1-C15 Subunit of Sorangicin A Employing Gold(I)-Catalyzed Cyclization of an Allenic Alcohol
Raghavan, Sadagopan,Nyalata, Satyanarayana
, p. 10698 - 10706 (2016/11/29)
A convergent route to the C1-C15 subunit of sorangicin A is disclosed. The key steps include carbon-carbon bond formation using an α-chloro sulfide, regioselective hydrozirconation of an internal alkyne for the preparation of a trisubstituted iodoalkene, allene formation using the Myers-Movassaghi protocol, stereoselective reduction of allylic and propargylic ketones using Noyori's catalyst, and gold(I)-catalyzed cyclization of a β-hydroxy allene to construct the dihydropyran ring.
Biosynthetic products from a nearshore-derived gram-negative bacterium enable reassessment of the kailuin depsipeptides
Theodore, Christine M.,Lorig-Roach, Nicholas,Still, Patrick C.,Johnson, Tyler A.,Dra?kovi?, Marija,Schwochert, Joshua A.,Naphen, Cassandra N.,Crews, Mitchell S.,Barker, Simone A.,Valeriote, Frederick A.,Lokey, R. Scott,Crews, Phillip
, p. 441 - 452 (2015/04/14)
Sampling of California nearshore sediments resulted in the isolation of a Gram-negative bacterium, Photobacterium halotolerans, capable of producing unusual biosynthetic products. Liquid culture in artificial seawater-based media provided cyclic depsipeptides including four known compounds, kailuins B-E (2-5), and two new analogues, kailuins G and H (7 and 8). The structures of the new and known compounds were confirmed through extensive spectroscopic and Marfeys analyses. During the course of these studies, a correction was made to the previously reported double-bond geometry of kailuin D (4). Additionally, through the application of a combination of derivatization with Moshers reagent and extensive 13C NMR shift analysis, the previously unassigned chiral center at position C-3 of the β-acyloxy group of all compounds was determined. To evaluate bioactivity and structure-activity relationships, the kailuin core (13) and kailuin lactam (14) were prepared by chiral synthesis using an Fmoc solid-phase peptide strategy followed by solution-phase cyclization. All isolated compounds and synthetic cores were assayed for solid tumor cell cytotoxicity and showed only minimal activity, contrary to other published reports. Additional phenotypic screenings were done on 4 and 5, with little evidence of activity.
HERBICIDAL ISOXAZOLO[5,4-B]PYRIDINES
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Page/Page column 56, (2013/07/25)
The invention relates to isoxazolo[5,4-b]pyridine compounds of formula (I), to the agriculturally useful salts of isoxazolo[5,4-b]pyridine compounds of formula (I), and to their use as herbicides.
Total synthesis of (-)-zampanolide and structure-activity relationship studies on (-)-dactylolide derivatives
Zurwerra, Didier,Glaus, Florian,Betschart, Leo,Schuster, Julia,Gertsch, Jürg,Ganci, Walter,Altmann, Karl-Heinz
, p. 16868 - 16883 (2013/03/14)
A new total synthesis of the marine macrolide (-)-zampanolide (1) and the structurally and stereochemically related non-natural levorotatory enantiomer of (+)-dactylolide (2), that is, ent-2, has been developed. The synthesis features a high-yielding, selective intramolecular Horner-Wadsworth-Emmons (HWE) reaction to close the 20-membered macrolactone ring of 1 and ent-2. The β-keto phosphonate/aldehyde precursor for the ring-closure reaction was obtained by esterification of a ω-diethylphosphono carboxylic acid fragment and a secondary alcohol fragment incorporating the THP ring that is embedded in the macrocyclic core structure of 1 and ent-2. THP ring formation was accomplished through a segment coupling Prins-type cyclization. Employing the same overall strategy, 13-desmethylene-ent-2 as well as the monocyclic desTHP derivatives of 1 and ent-2 were prepared. Synthetic 1 inhibited human cancer cell growth in vitro with nM IC50 values, while ent-2, which lacks the diene-containing hemiaminal-linked side chain of 1, is 25- to 260-fold less active. 13-Desmethylene-ent-2 as well as the reduced versions of ent-2 and 13-desmethylene-ent-2 all showed similar cellular activity as ent-2 itself. The same activity level was attained by the monocyclic desTHP derivative of 1. Oxidation of the aldehyde functionality of ent-2 gave a carboxylic acid that was converted into the corresponding N-hexyl amide. The latter showed only μM antiproliferative activity, thus being several hundred-fold less potent than 1. It's the side chain that matters: The marine macrolide (-)-zampanolide (1) has been synthesized via (-)-dactylolide (ent-2), the non-natural enantiomer of the marine natural product (+)-dactylolide (2), employing a high-yielding intramolecular Horner-Wadsworth-Emmons reaction to close the macrolactone ring. While the hemiaminal-linked side chain in 1 is crucial for nanomolar antiproliferative activity, the methylene group and the aldehyde functionality in ent-2 are dispensable. A monocyclic destetrahydropyran derivative of 1 shows equal activity as ent-2. Copyright
