Day: October 12, 2022

Sudhaharan, T.; Reddy, A. Ram published the artcile< Metal ion-mediated inhibition of firefly bioluminescence: a possibility via a quaternary complex>, Quality Control of 115144-35-9, the main research area is ATP luciferase luciferin metal ion complex firefly bioluminescence; Photinus bioluminescence ATP luciferase luciferin metal ion complex; conformation luciferase metal ion bioluminescence firefly.

D(-)-Luciferin, interacts with different metal ions to produce colorless soluble salts with absorption spectra broader, intense and red shifted as compared to those of the parent compound The equilibrium constants for the luciferin-metal ion system vary in the order, depository divalent transition metal ions > alkali metal ions. The equilibrium constants for the ternary complexes formed between metal ions and a mixture of luciferin and luciferase are larger than that of binary complexes but vary in the same order. Steady state fluorometric titration’s of luciferin further confirmed its complexation with metal ions. The single absorption maximum of firefly luciferase at 278 nm originating from tyrosine was split into a doublet in presence of transition metal ions. The absorption maximum at lower wavelength is attributed to the H-bond ruptured free tyrosine denatured conformation of the luciferase while the longer wavelength band to tyrosine-transition metal ion complex. Difference spectra of luciferase metal ion complex yielded change in the molar extinction coefficients from which the number of tyrosine mols. exposed to aqueous solution by the perturbant metal ions are evaluated following the Donovan model. The number of tyrosine mols. exposed to the aqueous medium as a result of conformational change in the enzyme are 4, 3, 3, 2 and 3 by Hg2+, Mn2+, Co2+, Cd2+ and Cs+, resp. The denaturation constants calculated for the luciferase-metal ion complexes vary between 0.152 and 0.570 and follow the order of Hg2+ > Cs+ > Cd2+ > Co2+ > Mn2+. Steady state fluorescence data reveal that the metal ions quench the fluorescence of enzyme by complexation with the side chain residues of the excited state tyrosine. Profound change in the UV CD spectrum of luciferin and luciferase in presence of metal ions was attributed to the conformational change in the substrate and enzyme. Thus the inhibition of luciferase activity in the firefly bioluminescence by metal ions is attributed to the quaternary complex formed between metal ion-luciferin-luciferase and ATP near or around the active site of the enzyme.

Indian Journal of Biochemistry & Biophysics published new progress about Bioluminescence. 115144-35-9 belongs to class thiazole, and the molecular formula is C11H7KN2O3S2, Quality Control of 115144-35-9.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Zhang, Dong; Gao, Di; Cai, Jinlin; Wu, Xiaoyu; Qin, Hong; Qiao, Kai; Liu, Chengkou; Fang, Zheng; Guo, Kai published the artcile< The ruthenium-catalyzed meta-selective C-H nitration of various azole ring-substituted arenes>, Product Details of C10H7NOS, the main research area is ruthenium catalyst meta selective nitration azole arene green chem.

The efficient ruthenium-catalyzed meta-selective CAr-H nitration of azole ring substituted arenes has been developed. In this work, Ru3(CO)12 was used as the catalyst, AgNO2 as the nitro source, HPcy3+·BF4- as the ligand, pivalic acid as the additive, and DCE as the solvent, and a wide spectrum of arenes bearing thiazole, pyrazolyl or removable oxazoline directing groups were tolerated in this meta-selective CAr-H nitration, affording the nitrated products in moderate to good yields. Moreover, this study reveals a gentler and environmentally friendly way to access meta-nitration arenes compared to the traditional process.

Organic & Biomolecular Chemistry published new progress about Azoles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Product Details of C10H7NOS.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Wu, Yikang; Shen, Xin; Yang, Yong-Qing; Hu, Qi; Huang, Jia-Hui published the artcile< Enantioselective Total Synthesis of (+)-Brefeldin A and 7-epi-Brefeldin A>, Category: thiazole, the main research area is asym synthesis brefeldin a epibrefeldin stereoselective aldol chiral auxiliary; chiral auxiliary oxazolidinone thiazolidinethione stereoselective aldol reaction protecting group; stereoselective reduction elimination solvent effect asym synthesis brefeldin a; intramol Mukaiyama aldol condensation stereoselective Michael asym synthesis brefeldin.

A convergent enantioselective route to brefeldin A (I) and 7-epi-BFA was developed. The key C-4/C-5 chiral centers were established by using chiral auxiliary induced intermol. asym. aldolization in the presence of TiCl4 and TMEDA. The results with the thiazolidinethione/TiCl4 mediated intermol. asym. aldolization added some new information about the scope and limitations to the existing knowledge of that type of reactions (which so far was essentially limited to the reactions with N-propionyl thiazolidinethiones). During the course a method for protecting the liable aldol hydroxyl groups by using inexpensive TBSCl in DMF with 2,6-lutidine as the base was developed to replace the otherwise unavoidable TBSOTf procedure. Due to the excessive steric hindrance, removal of the auxiliary was much more difficult than most literature cases. Cleavage of the oxazolidinone by reduction was almost impossible. The thiazolidinethione auxiliary was relatively easier to remove. However, several reactions reported for facile removal of thiazolidinethione auxiliaries in the literature still failed. Reductive removal of the thiazolidinethione auxiliary was most effectively realized with LiBH4 in di-Et ether in the presence of 1 equiv of MeOH (a modification of a literature procedure for removal of oxazolidinone auxiliaries in less hindered substrates). Apart from the auxiliary removal, oxidation of the alc. into aldehyde and the deprotection of the dithiolane protecting group were also rather difficult in the present context. A range of methods were screened before final solutions were found. The five-membered ring was constructed by employing an intramol. Mukaiyama reaction after many attempts with the intramol. aldolization under a variety of conditions failed. The rate of elimination of the alkoxyl to form the α,β-double bond of a key intermediate cyclopentenone with DBU was highly solvent dependent (very sluggish in CH2Cl2 but rather fast in MeOH). Introduction of the lower chain (which was synthesized by using a Jacobsen KHR to establish the C-15 chirality) was achieved through a Michael addition similar to the precedents in the literature. It has not been noticed before that the yield of this Michael reaction could be dramatically raised by using 3 equiv of the copper-lithium reagent. Reduction of the C-7 carbonyl was apparently more difficult than similar cases in the literature. After examination of many reagents under various conditions, it was found that the best reagent for yielding the α-isomer was (S)-2-methyl-CBS-borolidine/BH3 and that for the β-isomer was L-Selectride. The α- and β-isomers were then further elaborated into (+)-brefeldin A and 7-epi-BFA, resp. An unexpected yet very interesting solubility difference between BFA and 7-epi-BFA was also observed

Journal of Organic Chemistry published new progress about Aldol condensation, stereoselective. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Category: thiazole.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Kadam, Shuddhodan N.; Ambhore, Ajay N.; Hebade, Madhav J.; Kamble, Rahul D.; Hese, Shrikant V.; Gaikwad, Milind V.; Gavhane, Priya D.; Dawane, Bhaskar S. published the artcile< Metal-Free One-Pot Chemoselective Thiocyanation of Imidazothiazoles and 2-Aminothiazoles with in situ Generated N-Thiocyanatosuccinimide>, Formula: C9H7N3O2S, the main research area is thiocyanoimidazothiazole thiocyanoaminothiazole preparation green chem; imidazothiazole aminothiazole metal free chemoselective thiocyanation.

A chemoselective thiocyanation of imidazothiazoles and 2-aminothiazoles with use of in situ generated N-thiocyanatosuccinimide (NTS) at room temperature is described. The protocol offers mild reaction conditions and high chemoselectivity for electrophilic substitution in imidazothiazoles over nucleophilic substitution. This method provides metal-free and easy conversion of imidazothiazoles and 2-aminothiazoles into their corresponding C-3 and C-5 thiocyanates, resp., in good to excellent yield. The present protocol also offers the effective thiocyanation of bifunctional imidazothiazoles containing aliphatic -OH and C(sp2)-H bond functionalities.

Synlett published new progress about Chemoselectivity. 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Formula: C9H7N3O2S.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Li, Xiaokai; Srinivasan, Sharan R.; Connarn, Jamie; Ahmad, Atta; Young, Zapporah T.; Kabza, Adam M.; Zuiderweg, Erik. R. P.; Sun, Duxin; Gestwicki, Jason E. published the artcile< Analogues of the Allosteric Heat Shock Protein 70 (Hsp70) Inhibitor, MKT-077, As Anti-Cancer Agents>, Product Details of C10H9NOS2, the main research area is benthiazolyl cationic rhodacyanine preparation allosteric Hsp70 inhibitor antitumor; Hsp90; breast cancer; mortalin; p53; proteostasis.

The rhodacyanine, MKT-077, has antiproliferative activity against cancer cell lines through its ability to inhibit members of the heat shock protein 70 (Hsp70) family of mol. chaperones. However, MKT-077 is rapidly metabolized, which limits its use as either a chem. probe or potential therapeutic. The synthesis and characterization of MKT-077 analogs designed for greater stability is reported. The most potent mols., such as I (JG-98), were at least 3-fold more active than MKT-077 against the breast cancer cell lines MDA-MB-231 and MCF-7 (EC50 values of 0.4 ± 0.03 and 0.7 ± 0.2 μM, resp.). The analogs modestly destabilized the chaperone clients, Akt1 and Raf1, and induced apoptosis in these cells. Further, the microsomal half-life of JG-98 was improved at least 7-fold (t1/2 = 37 min) compared to MKT-077 (t1/2 < 5 min). Finally, NMR titration experiments suggested that these analogs bind an allosteric site that is known to accommodate MKT-077. These studies advance MKT-077 analogs as chem. probes for studying Hsp70s roles in cancer. ACS Medicinal Chemistry Letters published new progress about Antiproliferative agents. 10574-69-3 belongs to class thiazole, and the molecular formula is C10H9NOS2, Product Details of C10H9NOS2.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Huang, Xian; Zhu, Qing; Zhang, Ji-Zhen published the artcile< Synthesis of a new polymer-supported reagent-poly{[4-hydroxy(tosyloxy)iodo]styrene} and its application to the synthesis of 2-amino-4-arylthiazoles>, Recommanded Product: 2-Amino-4-(3-nitrophenyl)thiazole, the main research area is polymer supported reagent hydroxytosyloxyiodobenzene synthesis; solid phase synthesis arylthiazole cyclization.

A new polymer-supported reagent-poly{[4-hydroxy(tosyloxy)iodo]styrene} prepared by substitution from poly[styrene(iodoso diacetate)] has good reactivity in the formation of 2-amino-4-arylthiazoles, e.g. I, from acetophenones and thioureas via cyclization, and the procedure of regeneration and recycle are also described.

Chinese Journal of Chemistry published new progress about Cyclization. 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Recommanded Product: 2-Amino-4-(3-nitrophenyl)thiazole.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Xu, Yuan-Yuan; Qian, An-Ran; Cao, Xu-Feng; Ling, Chen-Yu; Cao, Yong-Bing; Wang, Rui-Lian; Li, Yi-Su; Yang, Yu-She published the artcile< Design and synthesis of novel triazole derivatives containing γ-lactam as potential antifungal agents>, Application In Synthesis of 72054-60-5, the main research area is triazole beta lactam derivative preparation antifungal mol docking.

A series of novel triazole derivatives containing γ-lactam I [R = Br, 5-pyrimidinyl, Ph, etc.] was designed and synthesized, and their structures were confirmed by 1H NMR, 13C NMR and HRMS. The in vitro antifungal activities of the target compounds were evaluated. The results showed that all of the compounds exhibited stronger activity against the six clin. important fungi tested than fluconazole. Compounds I [R = 3-cyano-6-pyridinyl, 4-fluorophenyl] showed comparative activity against the fungi tested except for Candida glabrata and Aspergillus fumigatus as voriconazole. In addition, the docking model for 2-bromo-5-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)-5,6-dihydro-4H-pyrrolo[3,4-d]thiazol-4-one and CYP51 was investigated.

Chinese Chemical Letters published new progress about Boronic acids, esters Role: RCT (Reactant), RACT (Reactant or Reagent). 72054-60-5 belongs to class thiazole, and the molecular formula is C7H10N2O2S, Application In Synthesis of 72054-60-5.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Zhang, Kuojun; Yao, Yiwu; Tu, Zhengchao; Liao, Chenzhong; Wang, Zhen; Qiu, Yatao; Chen, Dong; Hamilton, Dale J.; Li, Zheng; Jiang, Sheng published the artcile< Discovery of class I histone deacetylase inhibitors based on romidpesin with promising selectivity for cancer cells>, Recommanded Product: Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate, the main research area is romidpesin class I histone deacetylase inhibitor cancer cell selectivity; antitumor; class I histone deacetylases; cyclic depsipeptides; inhibitor; structure–activity relationship.

Aim: Class I histone deacetylases (HDACs) are considered to be promising anticancer targets, but selective inhibition of class I HDAC isoforms remains a challenge. Methods & results: Previously, we obtained a selective class I HDAC inhibitor 9 based on a macrocyclic HDAC inhibitor Romidpesin. As our continuous efforts, a library of novel cyclicdepsipeptides based on 9 was established using a convergent synthesis strategy. The most active compounds 10, 16 and 19 selectively inhibit class I HDACs and exhibit promising nanomolar antiproliferative activities against several cancer cell lines with excellent selectivity toward cancer cells over normal cells. Besides, compound 10 demonstrates excellent antitumor effects in human prostate carcinoma PC3 xenograft models with no observed toxicity. Conclusion: These cyclicdepsipeptides show great therapeutic potential as novel anticancer agents for clin. translation.

Future Medicinal Chemistry published new progress about Antitumor agents. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Recommanded Product: Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Shi, Min; Jiang, Jian-Kang published the artcile< Synthesis of novel chiral Cu or Ag/S,N cluster complexes and absolute stereostructures as determined by X-ray crystallography>, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione, the main research area is copper silver chiral thiazolidinethione ligand complex preparation structure; crystal structure copper silver chiral thiazolidinethione ligand complex.

Novel chiral Cu(I) and Ag(I) metal complexes were synthesized from the reaction of chiral (S)-(-)-4-benzyl-1,3-thiazolidine-2-thione ligand with CuCl and AgOAc in CH2Cl2 in the presence of Et3N and DMAP at room temperature Their unique crystal structures were determined by x-ray anal. Four Cu(I) atoms and four 1,3-thiazolidine-2-thione ligands form a butterfly-type metal cluster. Six Ag(I) atoms and six 1,3-thiazolidine-2-thione ligands form another butterfly-type cluster.

Chirality published new progress about Crystal structure. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Akbarzadeh, Elaheh; Shockravi, Abbas; Vatanpour, Vahid published the artcile< Efficient thiazole-based polyimines as selective and reversible chemical absorbents for CO2 capture and separation: Synthesis, characterization and application>, Computed Properties of 57493-24-0, the main research area is thiazole thioether polyimine chem absorbent carbon dioxide capture separation.

A new series of polyimines (PIMs-1-9) including ortho-linked thiazole units and flexible thioether linkages were synthesized from diamine monomers (DA-1-3) and some com. available aromatic dialdehydes (terephthalaldehyde, isophthalaldehyde and 2,5-thiophenedicarboxaldehyde) via Schiff-base condensation reaction. The synthesized polymers as amorphous solids were obtained with high efficiency (74-89%), inherent viscosities in the range of 0.98-1.33 dL g-1 in DMF and high solubility in aprotic polar solvents (DMSO, DMAc, DMF, NMP, and Py). The PIMs were characterized via viscosimetry, elemental anal., FT-IR spectroscopy, X-ray diffraction (XRD), Brunauer-Emmett-Teller (BET), thermogravimetric anal. (TGA) and differential scanning calorimetry (DSC). High thermal resistance revealed for PIMs as glass transition temperatures (Tgs) ranging in 104-189 °C along with 10% weight loss temperatures exceeding 268-390 °C in air and 310-430 °C in nitrogen atm. The polymers were examined for CO2 absorption at 298 K as well as 318 K and high absorption capacity exhibited (maximum 3.72 mmol/g or 163.68 mg/g at 1 bar and 298 K for PIM-4) after 2 h and desorption at 373 K under vacuum conditions (100 mbar) in 20 min. More importantly, remarkable ideal selectivity ratios of CO2/N2 (77.3) and CO2/CH4 (13.7) at 1 bar and 298 K were obtained and recyclability of PIM-4 for CO2 capturing was determined without considerable loss of gas absorption.

Polymer published new progress about Absorbents. 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Computed Properties of 57493-24-0.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica