Day: February 22, 2023

Enantioseparation of derivatives of amino acids on silica modified by macrocyclic antibiotic eremomycin was written by Fedorova, I. A.;Shapovalova, E. N.;Staroverov, S. M.;Shpigun, O. A.. And the article was included in Sorbtsionnye i Khromatograficheskie Protsessy in 2015.HPLC of Formula: 7432-21-5 This article mentions the following:

Macrocyclic antibiotic eremomycin is using as chiral selector in chiral HPLC. Sorbents with this antibiotic permit to enantiosep. optical isomers of amino acids and their derivatives The main purpose of this paper was the investigation of enantioseparation of benzyloxycarbonyl (Cbz), tert-butyloxycarbonyl (Boc) derivatives of amino acids on sorbent with eremomycin. Retention time and efficiency of enantioseparation depend on structure of amino acid and radical of derivatives Retentions time of derivatives of amino acids on eremomycin increase in the row Boc < benzoyl < Cbz. More complicated structure, the presence of aromatic rings improve the enantioseparation Comparison of the results on vancomycin-sorbent shows the most successful enantioseparation on the eremomycin. In the experiment, the researchers used many compounds, for example, (S)-2-(((Benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoic acid (cas: 7432-21-5HPLC of Formula: 7432-21-5).

(S)-2-(((Benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoic acid (cas: 7432-21-5) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.HPLC of Formula: 7432-21-5

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Reaction of phthalimidoalkyl radicals with π-deficient olefins was written by Totoki, Shintaro;Tada, Masaru. And the article was included in Rikogaku Kenkyusho Hokoku, Waseda Daigaku in 1987.HPLC of Formula: 3130-75-4 This article mentions the following:

ω-Phthalimidoalkanoic acids (I, R = H, Me; n = 0-2) give ω-phthalimidoalkyl radicals on Ag ion-mediated oxidation with dioxopersulfate. The radicals thus formed add to electron-deficient olefins such as crotononitrile and Me crotonate to afford ω-phthalimidoalkanenitrile (II, R¹ = CN) and ω-phthalimidoalkanoate (II, R¹ = CO₂Me). In the experiment, the researchers used many compounds, for example, 4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4HPLC of Formula: 3130-75-4).

4-(1,3-Dioxoisoindolin-2-yl)butanoic acid (cas: 3130-75-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.HPLC of Formula: 3130-75-4

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Catalytic enantioselective synthesis of macrodiolides and their application in chiral recognition was written by Xiao, Wanlong;Mo, Yuhao;Guo, Jing;Su, Zhishan;Dong, Shunxi;Feng, Xiaoming. And the article was included in Chemical Science in 2021.Category: indole-building-block This article mentions the following:

New types of C2-sym. chiral macrodiolides are readily obtained via chiral N,N’-dioxide-scandium(III) complex-promoted asym. tandem Friedel-Crafts alkylation/intermol. macrolactonization of ortho-quinone methides with C3-substituted indoles. This protocol provides an array of enantioenriched macrodiolides with 16, 18 or 20-membered rings in moderate to good yields with high diastereoselectivities and excellent enantioselectivities through adjusting the length of the tether at the C3 position of indoles. D. functional theory calculations indicate that the formation of macrocycles is more favorable than that of 9-membered-ring lactones in terms of kinetics and thermodn. The potential utility of these intriguing chiral macrodiolide mols. is demonstrated in the enantiomeric recognition of aminols and chem. recognition of metal ions. In the experiment, the researchers used many compounds, for example, 4-Methyl-1H-indole (cas: 16096-32-5Category: indole-building-block).

4-Methyl-1H-indole (cas: 16096-32-5) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Category: indole-building-block

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Central-to-Axial Chirality Conversion Approach Designed on Organocatalytic Enantioselective Povarov Cycloadditions: First Access to Configurationally Stable Indole-Quinoline Atropisomers was written by Bisag, Giorgiana Denisa;Pecorari, Daniel;Mazzanti, Andrea;Bernardi, Luca;Fochi, Mariafrancesca;Bencivenni, Giorgio;Bertuzzi, Giulio;Corti, Vasco. And the article was included in Chemistry – A European Journal in 2019.Recommanded Product: 4-Chloro-1H-indole-3-carbaldehyde This article mentions the following:

The first stereoselective synthesis of enantioenriched axially chiral indole-quinoline systems is presented. The strategy takes advantage of an organocatalytic enantioselective Povarov cycloaddition of 3-alkenylindoles and N-arylimines, followed by an oxidative central-to-axial chirality conversion process, allowing for access to previously unreported axially chiral indole-quinoline biaryls. The methodol. is also implemented for the design and the preparation of challenging compounds exhibiting two stereogenic axes. DFT calculations shed light on the stereoselectivity of the central-to-axial chirality conversion, showing unconventional behavior. In the experiment, the researchers used many compounds, for example, 4-Chloro-1H-indole-3-carbaldehyde (cas: 876-72-2Recommanded Product: 4-Chloro-1H-indole-3-carbaldehyde).

4-Chloro-1H-indole-3-carbaldehyde (cas: 876-72-2) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Recommanded Product: 4-Chloro-1H-indole-3-carbaldehyde

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Visible-light-induced intramolecular charge transfer in the radical spirocyclization of indole-tethered ynones was written by Ho, Hon Eong;Pagano, Angela;Rossi-Ashton, James A.;Donald, James R.;Epton, Ryan G.;Churchill, Jonathan C.;James, Michael J.;O’Brien, Peter;Taylor, Richard J. K.;Unsworth, William P.. And the article was included in Chemical Science in 2020.Recommanded Product: 2-(2-Phenyl-1H-indol-3-yl)acetic acid This article mentions the following:

Indole-tethered ynones form an intramol. electron donor-acceptor complex that can undergo visible-light-induced charge transfer to promote thiyl radical generation from thiols. This initiates a novel radical chain sequence, based on dearomatizing spirocyclization with concomitant C-S bond formation. Sulfur-containing spirocycles are formed in high yields using this simple and mild synthetic protocol, in which neither transition metal catalysts nor photocatalysts are required. The proposed mechanism is supported by various mechanistic studies, and the unusual radical initiation mode represents only the second report of the use of an intramol. electron donor-acceptor complex in synthesis. In the experiment, the researchers used many compounds, for example, 2-(2-Phenyl-1H-indol-3-yl)acetic acid (cas: 4662-03-7Recommanded Product: 2-(2-Phenyl-1H-indol-3-yl)acetic acid).

2-(2-Phenyl-1H-indol-3-yl)acetic acid (cas: 4662-03-7) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Recommanded Product: 2-(2-Phenyl-1H-indol-3-yl)acetic acid

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Design, synthesis, and structure activity relationship analysis of new betulinic acid derivatives as potent HIV inhibitors was written by Zhao, Yu;Chen, Chin-Ho;Morris-Natschke, Susan L.;Lee, Kuo-Hsiung. And the article was included in European Journal of Medicinal Chemistry in 2021.Name: 5-Methoxyindole-2-carboxylic acid This article mentions the following:

Prior modification of betulinic acid (1), a natural product lead with promising anti-HIV activity, produced 3-O-(3′,3′-dimethylsuccinyl)betulinic acid (bevirimat, 3, III), the first-in-class HIV maturation inhibitor. After 3-resistant variants were found during Phase I and IIa clin. trials, further modification of 3 produced 4 (IV) with improved activity against wild-type and 3-resistant HIV-1. In continued efforts to optimize 1, 63 final products have now been designed, synthesized, and evaluated for anti-HIV-1 replication activity against HIV-1_NL4-3 infected MT-4 cell lines. Five known and 21 new derivatives were as or more potent than 3 (EC₅₀ 0.065μM), while eight new derivatives were as or more potent than 4 (EC₅₀ 0.019μM). These derivatives feature expanded structural diversity and chem. space that may improve the antiviral activity and address the growing resistance crisis. Structure-Activity Relationship (SAR) correlations were thoroughly analyzed, and a 3D Quant. SAR model with high predictability was constructed to facilitate further rational design and development of new potent derivatives In the experiment, the researchers used many compounds, for example, 5-Methoxyindole-2-carboxylic acid (cas: 4382-54-1Name: 5-Methoxyindole-2-carboxylic acid).

5-Methoxyindole-2-carboxylic acid (cas: 4382-54-1) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Name: 5-Methoxyindole-2-carboxylic acid

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Synthesis, characterization and antimicrobial evaluation of N-(4-oxo-2phenyl/ thiophenylquinazolin-3(4H)-yl)-1H-indole-2 or 3-carboxamide derivatives was written by Chaudhary, Aniruddh Prasad;Shukla, Akhilesh Kumar;Kant, Padam. And the article was included in Chemistry & Biology Interface in 2018.Recommanded Product: 87802-11-7 This article mentions the following:

A series of novel N-(4-oxo-2phenyl/thiophenylquinazolin-3(4H)-yl)-1H-indole-2 or 3-carboxamide derivatives were prepared and screened for their antimicrobial activities against different strains of bacteria and fungi. The most potent antibacterial and antifungal activity was exhibited by compound with halogen substituted ring in the resp. series compared to the compounds bearing other electron donating or withdrawing groups. The synthesized compounds were characterized with the help of spectroscopic techniques including IR, ₁H-NMR, ₁₃C-NMR and Mass spectra. In the experiment, the researchers used many compounds, for example, Methyl 5-chloro-1H-indole-2-carboxylate (cas: 87802-11-7Recommanded Product: 87802-11-7).

Methyl 5-chloro-1H-indole-2-carboxylate (cas: 87802-11-7) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Recommanded Product: 87802-11-7

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Metabolomics coupled with network pharmacology study on the protective effect of Keguan-1 granules in LPS-induced acute lung injury was written by Chen, Shuaishuai;Zhou, Mingxi;Zhao, Xu;Han, Yanzhong;Huang, Ying;Zhang, Long;Wang, Jiabo;Xiao, Xiaohe;Li, Pengyan. And the article was included in Pharmaceutical Biology (Abingdon, United Kingdom) in 2022.Computed Properties of C10H10N2O This article mentions the following:

Keguan-1 (KG-1) plays a vital role in enhancing the curative effects, improving quality of life, and reducing the development of acute lung injury (ALI). To unravel the protective effect and underlying mechanism of KG-1 against ALI. C57BL/6J mice were intratracheally instilled with lipopolysaccharide to establish the ALI model. Then, mice in the KG-1 group received a dose of 5.04 g/kg for 12 h. The levels of proinflammatory cytokines, chemokines, and pathol. characteristics were determined to explore the effects of KG-1. Next, untargeted metabolomics was used to identify the differential metabolites and involved pathways for KG-1 anti-ALI. Network pharmacol. was carried out to predict the putative active components and drug targets of KG-1 anti-ALI. KG-1 significantly improved the levels of TNF-α (from 2295.92 ± 529.87 pg/mL to 1167.64 ± 318.91 pg/mL), IL-6 (from 4688.80 ± 481.68 pg/mL to 3604.43 ± 382.00 pg/mL), CXCL1 (from 4361.76 ± 505.73 pg/mL to 2981.04 ± 526.18 pg/mL), CXCL2 (from 5034.09 ± 809.28 pg/mL to 2980.30 ± 747.63 pg/mL), and impaired lung histol. damage. Untargeted metabolomics revealed that KG-1 significantly regulated 12 different metabolites, which mainly related to lipid, amino acid, and vitamin metabolism Network pharmacol. showed that KG-1 exhibited anti-ALI effects through 17 potentially active components acting on seven putative drug targets to regulate four metabolites. Discussion and conclusionsThis work elucidated the therapeutic effect and underlying mechanism by which KG-1 protects against ALI from the view of the metabolome, thus providing a scientific basis for the usage of KG-1. In the experiment, the researchers used many compounds, for example, Indole-3-acetamide (cas: 879-37-8Computed Properties of C10H10N2O).

Indole-3-acetamide (cas: 879-37-8) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Computed Properties of C10H10N2O

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Multicomponent Tandem Polymerization of Aromatic Alkynes, Carbonyl Chloride, and Fischer’s Base toward Poly(diene merocyanine)s was written by Tang, Xiaojuan;Zhang, Lihui;Hu, Rongrong;Tang, Ben Zhong. And the article was included in Chinese Journal of Chemistry in 2019.Safety of 1,3,3-Trimethyl-2-methyleneindoline This article mentions the following:

Summary of main observation and conclusion : Multicomponent polymerization (MCP) is a popular tool to construct polymers with diverse structure, simple operation, and high efficiency, which faces the challenges of limited product structures. Multicomponent tandem polymerization (MCTP), combining two or multiple reactions in a one-pot fashion, could expand the scope of MCP and enrich the polymer structures. Herein, a one-pot three-component tandem polymerization of diynes, carbonyl chloride, and Fischer’s base has been developed to afford conjugated poly(diene merocyanine)s with mild condition, satisfactory mol. weights (M_w up to 10900 g/mol) and yields (up to 81%). The polymers enjoy good solubility and high thermal stability. The unique emission behavior of the model compound and polymer show that they are aggregation-induced emission (AIE)-active, suggesting that the diene merocyanine moiety is a potential AIEgen. This MCTP shows great potential in the preparation of functional polymer materials, which could build new AIE functional units directly from the polymerization, demonstrating its synthetic simplicity and elegance. In the experiment, the researchers used many compounds, for example, 1,3,3-Trimethyl-2-methyleneindoline (cas: 118-12-7Safety of 1,3,3-Trimethyl-2-methyleneindoline).

1,3,3-Trimethyl-2-methyleneindoline (cas: 118-12-7) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Safety of 1,3,3-Trimethyl-2-methyleneindoline

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Indocyanine-Based Activatable Fluorescence Turn-On Probe for γ-Glutamyltranspeptidase and Its Application to the Mouse Model of Colon Cancer was written by Park, Seokan;Lim, Soo-Yeon;Bae, Sang Mun;Kim, Sang-Yeob;Myung, Seung-Jae;Kim, Hae-Jo. And the article was included in ACS Sensors in 2016.SDS of cas: 171429-43-9 This article mentions the following:

An activatable fluorescent probe from indocyanine was developed for the detection of tumor-enriched γ-glutamyltranspeptidase (γGT). The probe exhibited a dramatic fluorescence enhancement (F/F₀ = 10) as well as a bathochromic shift (>100 nm) upon the treatment of γGT with a low limit of detection of 0.15 unit/L and was further successfully applied as a sensitive probe for γGT in the mouse model of colon cancer. In the experiment, the researchers used many compounds, for example, 1-(5-Carboxypentyl)-2,3,3-trimethyl-3H-indol-1-ium bromide (cas: 171429-43-9SDS of cas: 171429-43-9).

1-(5-Carboxypentyl)-2,3,3-trimethyl-3H-indol-1-ium bromide (cas: 171429-43-9) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.SDS of cas: 171429-43-9

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles