October 2022 - Page 58 of 72 - Indole Building Blocks

Chavez, Jose’s team published research in Journal of Photochemistry and Photobiology, B: Biology in 2020 | CAS: 120-72-9

1H-Indole(cas: 120-72-9) belongs to indole. 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. 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.Category: indole-building-block

Category: indole-building-blockIn 2020 ,《On the possibility of direct triplet state excitation of indole》 appeared in Journal of Photochemistry and Photobiology, B: Biology. The author of the article were Chavez, Jose; Ceresa, Luca; Kitchner, Emma; Kimball, Joseph; Shtoyko, Tanya; Fudala, Rafal; Borejdo, Julian; Gryczynski, Zygmunt; Gryczynski, Ignacy. The article conveys some information:

We studied the luminescence properties of indole in poly (vinyl alc.) (PVA) film. The indole mols. are effectively immobilized in this polymer film and display both fluorescence and phosphorescence emission at room temperature We noticed that the phosphorescence of indole in PVA film can be effectively excited at a longer wavelength than its typical singlet to triplet population route involving intersystem crossing. The maximum of the phosphorescence excitation is about 410 nm which corresponds to the energy of indole triplet state. Interestingly, the phosphorescence anisotropy excited with the longer wavelength (405 nm) is pos. and reaches a value of about 0.25 in contrast to the phosphorescence anisotropy excited within the indole singlet absorption spectrum (290 nm), which is neg. Very different temperature dependences have been observed for fluorescence and phosphorescence of indole in PVA film. While fluorescence depends minimally, the phosphorescence decreases with temperature dramatically. The fluorescence lifetime was measured to be a single component 4.78 ns while the intensity weighted average phosphorescence lifetime with 290 nm and 405 nm excitations were 6.57 and 5.62 ms, resp. We believe that the possibility of the excitation of indole phosphorescence in the blue region of visible light and its high anisotropy opens a new avenue for future protein studies. The experimental process involved the reaction of 1H-Indole(cas: 120-72-9Category: 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

Barman, Surajit’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2019 | CAS: 120-72-9

《Tripodal molecular propellers perturb microtubule dynamics: indole acts as a blade and plays a crucial role in anticancer activity》 was written by Barman, Surajit; Das, Gaurav; Mondal, Prasenjit; Pradhan, Krishnangsu; Jana, Batakrishna; Bhunia, Debmalya; Saha, Abhijit; Kar, Chirantan; Ghosh, Surajit. Application In Synthesis of 1H-IndoleThis research focused ontripodal mol microtubule dynamics indole anticancer activity. The article conveys some information:

An indole-rich tripodal microtubule inhibitor is designed, which binds at the DCVJ site of tubulin and inhibits its polymerization It causes apoptotic death of cancer cells without affecting normal cells and inhibits the growth of tumors. Finally, STD-NMR and TR-NOESY experiments reveal that the indole appendages play a crucial role in interacting with tubulin. In the experiment, the researchers used 1H-Indole(cas: 120-72-9Application In Synthesis of 1H-Indole)

Johnson, Emily P.’s team published research in Scientia Horticulturae (Amsterdam, Netherlands) in 2020 | CAS: 60096-23-3

Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3) is auxin-family plant hormone, and is thought to be a precursor of indole-3-acetic acid (IAA) the most abundant and the basic auxin natively occurring and functioning in plants. IAA generates the majority of auxin effects in intact plants, and is the most potent native auxin.Application In Synthesis of Potassium 4-(1H-indol-3-yl)butanoate

Application In Synthesis of Potassium 4-(1H-indol-3-yl)butanoateOn March 15, 2020, Johnson, Emily P.; Preece, John E.; Aradhya, Malli; Gradziel, Thomas published an article in Scientia Horticulturae (Amsterdam, Netherlands). The article was 《Rooting response of Prunus wild relative semi-hardwood cuttings to indole-3-butyric acid potassium salt (KIBA)》. The article mentions the following:

Wild Prunus germplasm is an important resource for pest and disease resistance traits for the continued improvement of almond and other Prunus rootstocks. Evaluation of resistance in these wild species requires clonal replicates that are traditionally produced by rooting cuttings. Over two consecutive years, leafy cuttings of 20 genotypes of the following wild Prunus species were collected in mid-late May and treated with a 15 s dip in 0, 500, 1000, 2000 or 4000 mg/L of the potassium salt of indole-3-butyric acid (KIBA): almonds (P. argentea (one genotype), P. bucharica (two genotypes), P. dulcis (two genotypes), P. tangutica (three genotypes)), peaches (P. davidiana (two genotypes), P. kansuensis, P. mira (two genotypes), P. persica (three genotypes including a com. peach rootstock, ‘Lovell’)), and plums (P. cerasifera (two genotypes), P. salicina (two genotypes)).. The cuttings were planted in a perlite-vermiculite medium under intermittent mist and periodically checked for roots. The plum species rooted at a higher percentage, and produced more roots than the peach species; and the almond species generally failed to root. The plums produced the most roots at 2000-4000 mg/L KIBA, although rooting in both P. cerasifera and P. salicina was genotype dependent. The plum cuttings that rooted generally produced from 2 to 14 roots that averaged 0.74-1.73 cm long when the cuttings were harvested; one accession produced 60 roots/cutting when treated with 4000 mg/L KIBA. The wild peach species produced the most roots at 1000-4000 mg/L KIBA, with cuttings of P. kansuensis and P. mira having significantly higher rooting percentages than P. davidiana and P. persica cuttings. All of the wild almond species tested did not root or rooted a very low percentage. After reading the article, we found that the author used Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3Application In Synthesis of Potassium 4-(1H-indol-3-yl)butanoate)

Deng, Shubo’s team published research in Chemical Engineering Journal (Amsterdam, Netherlands) in 2016 | CAS: 60096-23-3

Deng, Shubo; Chen, Tao; Zhao, Tianning; Yao, Xiaolong; Wang, Bin; Huang, Jun; Wang, Yujue; Yu, Gang published an article on February 15 ,2016. The article was titled 《Role of micropores and nitrogen-containing groups in CO2 adsorption on indole-3-butyric acid potassium derived carbons》, and you may find the article in Chemical Engineering Journal (Amsterdam, Netherlands).Name: Potassium 4-(1H-indol-3-yl)butanoate The information in the text is summarized as follows:

Nitrogen-rich carbons for CO2 capture have received much attention in recent years, but the role of N-containing groups in CO2 adsorption has not been clearly elucidated. In this study, indole-3-butyric acid potassium (IBAP) as a new precursor was used to prepare the nitrogen-rich carbons via one-step carbonization. The IBAP-derived carbon prepared at 700 °C exhibited high CO2 adsorption of 1.48 mmol/g at 0.15 bar and 4.53 mmol/g at 1 bar and 25 °C, among the highly efficient activated carbons for CO2 adsorption. The high CO2 adsorption was attributed to not only the high volume of effective micropores, but also the effective N-containing groups on the IBAP-derived carbons. When carbonization temperatures increased from 500 °C to 900 °C, the nitrogen contents in the IBAP-derived carbons decreased from 6.35% to 0.70%. XPS anal. confirmed that the pyrrolic-N in IBAP was converted into pyridinic-N, quaternary nitrogen and pyridinic-N-oxide in the carbonization process, and their contents first increased and then decreased with increasing carbonization temperatures Only the pyrrolic-N was proved to be effective for CO2 adsorption on the IBAP-derived carbons, and its contribution to CO2 adsorption was pronounced for the carbons prepared at low temperatures For the well-developed porous carbons, the effective micropores were mainly responsible for CO2 adsorption via micropore filling. In the experimental materials used by the author, we found Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3Name: Potassium 4-(1H-indol-3-yl)butanoate)

Al-Warhi, Tarfah’s team published research in Journal of Enzyme Inhibition and Medicinal Chemistry in 2020 | CAS: 120-72-9

《Novel [(N-alkyl-3-indolylmethylene)hydrazono]oxindoles arrest cell cycle and induce cell apoptosis by inhibiting CDK2 and Bcl-2: synthesis, biological evaluation and in silico studies》 was written by Al-Warhi, Tarfah; Abo-Ashour, Mahmoud F.; Almahli, Hadia; Alotaibi, Ohoud J.; Al-Sanea, Mohammad M.; Al-Ansary, Ghada H.; Ahmed, Hanaa Y.; Elaasser, Mahmoud M.; Eldehna, Wagdy M.; Abdel-Aziz, Hatem A.. Synthetic Route of C8H7N And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2020. The article conveys some information:

As a continuation for our previous work, a novel set of N-alkylindole-isatin conjugates is here designed and synthesized with the prime aim to develop more efficient isatin-based antitumor candidates. Utilizing the SAR outputs from the previous study, our design here is based on appending four alkyl groups with different length (Et and n-propyl), bulkiness (iso-propyl) and unsaturation (allyl) on N-1 of indole motif, with subsequent conjugation with different N-unsubstituted isatin moieties to furnish the target conjugates. As planned, the adopted strategy achieved a substantial improvement in the growth inhibitory profile for the target conjugates in comparison to the reported lead . The best results were obtained with N-propylindole -5-methylisatin hybrid which displayed broad spectrum anti-proliferative action with efficient sub-panel GI50 (MG-MID) range from 1.33 to 4.23 μM, and promising full-panel GI50 (MG-MID) equals 3.10 μM, at the NCI five-dose assay. Also, hybrid was able to provoke cell cycle disturbance and apoptosis in breast T-47D cells as evidenced by the DNA flow cytometry and Annexin V-FITC/PI assays. Furthermore, hybrid exhibited good inhibitory action against cell cycle regulator CDK2 protein kinase and the anti-apoptotic Bcl-2 protein (IC50= 0.85 ± 0.03 and 0.46 ± 0.02 μM, resp.). Interestingly, mol. docking for hybrid in CDK2 and Bcl-2 active sites unveiled that N-Pr group is involved in significant hydrophobic interactions. Taken together, the results suggested conjugate as a promising lead for further development and optimization as an efficient antitumor drug. The experimental process involved the reaction of 1H-Indole(cas: 120-72-9Synthetic Route of C8H7N)

Ledvina, Miroslav’s team published research in Collection of Czechoslovak Chemical Communications in 1998 | CAS: 99409-32-2

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Reference of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.

《New effective synthesis of (N-acetyl- and N-stearoyl-2-amino-2-deoxy-β-D-glucopyranosyl)-(1→4)-N-acetylnormuramoyl-L-2-aminobutanoyl-D-isoglutamine, analogs of GMDP with immunopotentiating activity》 was written by Ledvina, Miroslav; Zyka, Daniel; Jezek, Jan; Trnka, Tomas; Saman, David. Reference of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside And the article was included in Collection of Czechoslovak Chemical Communications on April 30 ,1998. The article conveys some information:

Et 3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (5), prepared by benzylation of Et 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside, was transformed by reaction with bromine into 3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide (6). Thioglycoside 5 in the presence of Me triflate and glycosyl bromide 6 in the presence of silver triflate were used as glycosyl donors for condensation with benzyl 2-acetamido-3-O-allyl-6-O-benzyl-2-deoxy-α-D-glucopyranoside, to give benzyl 2-acetamido-3-O-allyl-6-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-deoxy-α-D-glucopyranoside (8). Its reductive dephthaloylation with NaBH4/AcOH afforded benzyl 2-acetamido-3-O-allyl-4-O-(2-amino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside (11). Compound 11 was N-acylated to give benzyl 2-acetamido-4-O-(2-acylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3-O-allyl-6-O-benzyl-2-deoxy-α-D-glucopyranosides. These compounds were converted into corresponding benzyl 2-acetamido-4-O-(2-acylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-6-O-benzyl-3-O-carboxymethyl-2-deoxy-α-D-glucopyranosides which, by condensation with H-L-Abu-D-isoGln(OBzl) followed by hydrogenolysis of protective benzyl groups, furnished the title glycopeptides. Intramol. O→N migration of the allyl protecting group followed by its reduction to the Pr residue by reaction of compound 8 with hydrazine or hydrazinium acetate, to give benzyl 2-acetamido-4-O-(3,4,6-tri-O-benzyl-2-deoxy-2-propylamino-β-D-glucopyranosyl)-6-O-benzyl-2-deoxy-α-D-glucopyranoside, is also described. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Reference of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside)

Lee, C. I.’s team published research in Journal of the American Society for Horticultural Science in 1976 | CAS: 60096-23-3

In 1976,Journal of the American Society for Horticultural Science included an article by Lee, C. I.; Hackett, W. P.. Category: indole-building-block. The article was titled 《Root regeneration of transplanted Pistacia chinensis Bunge seedlings at different growth stages》. The information in the text is summarized as follows:

The root-regenerating potential (RRP) of 1-year-old P. chinensis seedlings at different growth states, was determined by recording the number of newly initiated roots during 4 weeks after bareroot transplanting into a bottom misting chamber. RRP of intact pistacias was greatest when leaves were fully expanded and the terminal bud was forming (stage III), and lowest when seedlings were dormant (stages V and VI). However, seedlings disbudded before transplanting and root cuttings showed 2 peaks in RRP; 1 at spring bud break (stage I) and the other at stage III. Removal of buds resulted in decreased RRP at stage I, but had little effect when plants were dormant. Thiourea [62-56-6] sprays of growing seedlings and chilling of dormant seedlings enhanced bud break and RRP. K indolebutyrate [60096-23-3] applied to the root system promoted RRP but did not eliminate the seasonal variation of RRP. K indolebutyrate could replace the influence of buds only when seedlings were not dormant. Sucrose [57-50-1] feeding via the stem increased RRP at spring bud break. Dormant condition of buds and the availability of carbohydrates are the factors controlling the RRP of bareroot transplanted pistacias. In the experiment, the researchers used many compounds, for example, Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3Category: indole-building-block)

Cobo, Maria Mercedes’s team published research in In Vitro Cellular & Developmental Biology: Plant in 2018 | CAS: 60096-23-3

Cobo, Maria Mercedes; Gutierrez, Bernardo; Torres, Maria de Lourdes published an article on February 28 ,2018. The article was titled 《Regeneration of mortinõ (Vaccinium floribundum Kunth) plants through axillary bud culture》, and you may find the article in In Vitro Cellular & Developmental Biology: Plant.Recommanded Product: 60096-23-3 The information in the text is summarized as follows:

The use of conventional propagation strategies for Vaccinium floribundum Kunth has proven difficult, which has resulted in this species’ escape from formal cultivation, despite its importance as a gastronomic and nutraceutical fruit. The current report presents an efficient propagation methodol. for V. floribundum using axillary bud growth. Axillary buds were cultured on modified Woody Plant medium (mWPM) supplemented with 3.0 mg L-1 N6-isopentenyladenine (2iP) or with 5.0 mg L-1 2iP plus 0.1 mg L-1 1-naphthaleneacetic acid (NAA). The best results for plant propagation were obtained on mWPM with 2iP and NAA, where significantly higher numbers of shoots per bud were observed In vitro-rooted plants were successfully acclimatized to a peat and vermiculite substrate, while unrooted plants could be efficiently grown after an ex vitro rooting treatment by submersion in an 0.5 g L-1 indole-3-butyric acid (IBA) or potassium IBA (KIBA) solution This is the first report of an efficient propagation methodol. for V. floribundum using plant tissue culture protocols, and provides a tool for the implementation of conservation strategies for this species. In the experiment, the researchers used Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3Recommanded Product: 60096-23-3)

Krezdorn, A. H.’s team published research in Proceedings of the Florida State Horticultural Society in 1977 | CAS: 60096-23-3

Category: indole-building-blockOn May 1, 1977 ,《Advances in rooting avocados》 appeared in Proceedings of the Florida State Horticultural Society. The author of the article were Krezdorn, A. H.; Marte, D.; Marte, R. J.. The article conveys some information:

Avocado (Persea americana) cuttings were rooted by applying bottom heat, combined with K indolebutyrate [60096-23-3] treatment. Other treatments were ineffective. Cuttings placed under intermittnet mist showed foliar Na, K, and K leaching. In the experiment, the researchers used Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3Category: indole-building-block)

Khan, Nazmul Abedin’s team published research in Chemical Engineering Journal (Amsterdam, Netherlands) in 2020 | CAS: 120-72-9

《Cu2O-incorporated MAF-6-derived highly porous carbons for the adsorptive denitrogenation of liquid fuel》 was published in Chemical Engineering Journal (Amsterdam, Netherlands) in 2020. These research results belong to Khan, Nazmul Abedin; Shin, Subin; Hwa Jhung, Sung. Formula: C8H7N The article mentions the following:

Metal-organic framework (MOF)-derived carbons (MDCs) with remarkable porosity were synthesized through pyrolysis of a MOF (metal-azolate framework-6 or MAF-6) in the presence of KOH activating agent. Further, Cu2O particles were synthesized under a mild condition within the MDCs. The Cu2O/MDCs showed very efficient adsorptions of both quinoline (454 mg/g) and indole (435 mg/g) from liquid fuel. Or, the Cu2O/MDC resulted in increase of quinoline and indole adsorption, by around 213% and 243%, resp., compared with simple MDC, prepared without KOH. Addnl., the new adsorbent showed around 5-6 times efficiency in removal of such adsorbates to that of conventional activated carbon. The maximum adsorption capacities (Qm) of the studied adsorbent for quinoline and indole also stand at the first and second positions, resp., among the carbon-based adsorbents reported so far. Moreover, compared with other studied adsorbents, the Cu2O-incorporated MDCs had a good selectivity towards both adsorbates, especially during the adsorptions in the presence of toluene as a co-solvent. The remarkable adsorptions with Cu2O/MDC were explained by the π-complexation and huge porosity. In addition, the adsorbents could be regenerated for several cycles via a simple solvent wash. In the experiment, the researchers used 1H-Indole(cas: 120-72-9Formula: C8H7N)