Category: 4396-13-8

Gao, Yuan; Wang, Gang-Qiang; Wei, Kun; Hai, Ping; Wang, Fei; Liu, Ji-Kai published the artcile< Isolation and biomimetic synthesis of (±)-guajadial B, a novel meroterpenoid from Psidium guajava>, Electric Literature of 4396-13-8, the main research area is guajadial B Psidium.

(±)-Guajadial B (I), an unusual humulene-based meroterpenoid, was isolated as a racemate from the leaves of Psidium guajava, collected from Vietnam. The structure of this novel secondary metabolite was established on the basis of extensive anal. of NMR spectra and confirmed by biomimetic synthesis in a domino three-component coupling reaction.

Organic Letters published new progress about Guava. 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, Electric Literature of 4396-13-8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wu, Jie; Mu, Ran; Sun, Mingna; Zhao, Nan; Pan, Miaomiao; Li, Hongshuang; Dong, Yi; Sun, Zhaogang; Bai, Jie; Hu, Minwan; Nathan, Carl F.; Javid, Babak; Liu, Gang published the artcile< Derivatives of Natural Product Agrimophol as Disruptors of Intrabacterial pH Homeostasis in Mycobacterium tuberculosis>, Related Products of 4396-13-8, the main research area is agrimophol derivative antitubercular disruption pH homeostasis Mycobacterium tuberculosis; agrimophol; coumarin; diphenylmethane scaffold; intrabacterial pH homeostasis; pharmacophores.

This article reports the rational medicinal chem. of a natural product, agrimophol (1), as a new disruptor of intrabacterial pH (pHIB) homeostasis in Mycobacterium tuberculosis (Mtb). Through the systematic investigation of the structure-activity relationship of 1, scaffold-hopping of the diphenylmethane scaffold, pharmacophore displacement strategies, and studies of the structure-metabolism relationship, a new derivative 5a was achieved. Compound 5a showed 100-fold increased potency in the ability to reduce pHIB to pH 6.0 and similarly improved mycobactericidal activity compared with 1 against both Mycobacterium bovis-BCG and Mtb. Compound 5a possessed improved metabolic stability in human liver microsomes and hepatocytes, lower cytotoxicity, higher selectivity index, and similar pKa value to natural 1. This study introduces a novel scaffold to an old drug, resulting in improved mycobactericidal activity through decreasing pHIB, and may contribute to the critical search for new agents to overcome drug resistance and persistence in the treatment of tuberculosis.

ACS Infectious Diseases published new progress about Blood proteins Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (human). 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, Related Products of 4396-13-8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Vieira de Castro, Tomas; Yahiaoui, Oussama; Peralta, Ricardo A.; Fallon, Thomas; Lee, Victor; George, Jonathan H. published the artcile< Biomimetic Synthesis Enables the Structure Revision of Littordials E and F and Drychampone B>, Reference of 4396-13-8, the main research area is biomimetic synthesis littordial E F drychampone B; hetero Diels Alder structure revision littordial drychampone.

Structural reassignments for littordial E, littordial F, and drychampone B are proposed on the basis of consideration of their biosynthetic origin. The key step in the proposed biosynthesis of each of these meroterpenoids is an intermol. hetero-Diels-Alder reaction between an o-quinone methide and caryophyllene or humulene. Biomimetic total synthesis of the natural products gave sufficient material to allow their structure revision by NMR studies.

Organic Letters published new progress about Biomimetic synthesis. 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, Reference of 4396-13-8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Man Kadayat, Tara; Eun Kim, Dong; Bong Lee, Sang; Jung, Kyungjin; Eun Park, Sang; Hong, Ji-Ye; Kim, Jina; Shrestha, Aarajana; Kim, Dong-Su; An, Hongchan; Kim, Nayeon; Lee, Su-Jeong; Kwon, Sugyeong; Kim, Suhui; Yeon Hwang, Jun; Kim, Shinae; Hahn, Dongyup; Choi, Hyukjae; Nam, Sang-Jip; Hyun Jeon, Yong; Jin Hwang, Jung; Jin Cho, Sung; Chin, Jungwook published the artcile< Antioxidative and anti-inflammatory activity of psiguadial B and its halogenated analogues as potential neuroprotective agents>, Quality Control of 4396-13-8, the main research area is psiguadial B halo derivative preparation antiinflammatory antioxidant neuroprotective; Anti-inflammatory effect; Antioxidative effect; Neuroprotective agent; Psiguadial B; Reactive oxygen species; Short synthetic route.

Psiguadial B (I, R = H), and its fluoro-, chloro-, and bromo-derivatives I (R = F, Cl, Br, resp.) were synthesized using a sodium acetate-catalyzed single step coupling of three components: β-caryophyllene , diformylphloroglucinol, and benzaldehyde. These compounds efficiently and dose-dependently decreased H2O2-induced cell death, a quant. marker of cell death, in primary cultures of mouse cortical neurons. Psiguadial B also decreased neuronal death and accumulation of ROS induced by FeCl2 in cortical cultures. The in vitro effects of these compounds in lipopolysaccharide (LPS)-induced expression of nitric oxide (NO), and TNF-α and IL-6 by suppressing the NF-κB pathway in immune cells demonstrated their antioxidative and anti-inflammatory activity. The present findings warrant further research on the development of psiguadial B-based neuroprotective agents for the treatment of neurodegenerative diseases, acute brain injuries and immunol. disorders.

Bioorganic Chemistry published new progress about Anti-inflammatory agents. 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, Quality Control of 4396-13-8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Dong, Yi; Du, Nana; Li, Xueyuan; Zheng, Litao; Liu, Gang published the artcile< Tandem Chloropalladation/Cyclization and Dearomative Cyclization toward Functionalized Tricyclic Bridged [3.2.1] Skeleton Compounds>, SDS of cas: 4396-13-8, the main research area is fused tricyclic dienone chemoselective preparation; palladium copper catalyst aerobic dearomative cyclization alkenylphenylalkynyl carbonyl compound; tandem aerobic chloropalladation dearomative cyclization alkenylphenylalkynyl carbonyl compound; oxatricyclododecanecarboxamide mol crystal structure.

In the presence of PdCl2(MeCN)2 and CuCl2, o-alkenylphenylalkynyl carbonyl compounds such as allyloxyphenylpropynamide I underwent aerobic chemoselective dearomative cyclization reactions to yield fused tricyclic dienones such as II (R = MeO, BuO, EtO, PhCH2O, Me). The structure of II (R = PhCH2O) was determined by X-ray crystallog.

Organic Letters published new progress about Bicyclic compounds, ketones Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (bridged). 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, SDS of cas: 4396-13-8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Katagiri, Ryo; Uekusa, Yoshinori; Narukawa, Yuji; Kiuchi, Fumiyuki published the artcile< Synthesis of Methylophiopogonanone A>, SDS of cas: 4396-13-8, the main research area is methylophiopogonanone A preparation.

Here, methylophiopogonanone A I was synthesized, which was a candidate marker compound for identification test of Ophiopogon Root, from phloroglucinol in 9 steps with overall yield of 11.1%.

Heterocycles published new progress about Acylation. 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, SDS of cas: 4396-13-8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sidana, Jasmeen; Foley, William J.; Singh, Inder Pal published the artcile< Quantitative analysis of euglobals in Eucalyptus loxophleba leaves by qNMR>, Related Products of 4396-13-8, the main research area is euglobal analysis Eucalyptus leaf NMR diformylphloroglucinol monoterpene adduct; NMR analysis euglobal adduct sabinene alpha beta phellandrene adduct.

A simple, rapid, accurate and selective 1H NMR spectroscopic method to detect and quantify euglobals in the leaves of Eucalyptus loxophleba ssp. lissophloia has been developed. The method allows for the estimation of total concentration of diformylphloroglucinol-monoterpene adducts, as well as the quantitation of sabinene- and α/β-phellandrene-adducts, sep. The method was validated for accuracy, precision and linearity using as reference standards 2-Et phenol and mixtures of jensenone, a monomeric formylated phloroglucinol, and 2-ethyl phenol.

Natural Product Communications published new progress about Addition compounds Role: ANT (Analyte), BSU (Biological Study, Unclassified), ANST (Analytical Study), BIOL (Biological Study). 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, Related Products of 4396-13-8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Lawrence, Andrew L.; Adlington, Robert M.; Baldwin, Jack E.; Lee, Victor; Kershaw, Jessica A.; Thompson, Amber L. published the artcile< A Short Biomimetic Synthesis of the Meroterpenoids Guajadial and Psidial A>, HPLC of Formula: 4396-13-8, the main research area is caryophyllene benzaldehyde diformylphloroglucinol hetero Diels Alder reaction; meroterpenoid guajadial biomimetic synthesis; psidial A meroterpenoid biomimetic synthesis.

The biosynthesis of the meroterpenoid guajadial was previously hypothesized to occur via a hetero-Diels-Alder reaction between caryophyllene and an o-quinone methide. This hypothesis has been verified via the biomimetic synthesis of guajadial (I) and psidial A (II) in an aqueous three-component coupling reaction, between caryophyllene, benzaldehyde, and diformylphloroglucinol.

Organic Letters published new progress about Absolute configuration. 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, HPLC of Formula: 4396-13-8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Mondal, John; Borah, Parijat; Modak, Arindam; Zhao, Yanli; Bhaumik, Asim published the artcile< Cu-Grafted Functionalized Mesoporous SBA-15: A Novel Heterogeneous Catalyst for Facile One-Pot Three-Component C-S Cross-Coupling Reaction of Aryl Halides in Water>, Computed Properties of 4396-13-8, the main research area is copper grafted SBA15 coupling aryl halide benzyl bromide thiourea; aryl alkyl thioether synthesis.

A highly ordered 2D hexagonal Cu-grafted functionalized mesoporous SBA-15 (Cu-PIF-SBA-15) has been designed through postsynthetic modification of mesoporous SBA-15. Surface functionalization technique has been employed to synthesize -NH2 functionalized mesoporous SBA-15 material. Schiff base condensation of this -NH2 functionalized SBA-15 with phloroglucinol dialdehyde leads to the formation of PIF-SBA-15. Reaction of PIF-SBA-15 with Cu-(OAc)2·H2O in ethanol under reflux leads to the formation of Cu-PIF-SBA-15 catalyst. This Cu-PIF-SBA-15 catalyst exhibits excellent catalytic activity in a one-pot three-component C-S coupling reaction for a diverse range of aryl halides (bromide and chloride) with thiourea and benzyl bromide in aqueous medium to offer aryl alkyl thioether in very good yields [e.g., 4-bromoanisole + thiourea + benzyl bromide → 4-MeOC6H4SCH2Ph (79%)]. Due to the strong binding ability of the imine-N and phenolic-OH functional groups present in the phloroglucinol diimine moiety of the framework, the anchored Cu-(II) could not leach out from the surface of the mesoporous catalyst during the course of reaction, and it has been observed that six repetitive reaction cycles could not cause any appreciable loss in the catalytic activity of this material.

Organic Process Research & Development published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, Computed Properties of 4396-13-8.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chakrabortty, Pekham; Biswas, Surajit; Das, Anjan; Dolai, Malay; Islam, Sk Manirul published the artcile< Diformylphloroglucinol derived imine based covalent organic frameworks (PHTA) as efficient organocatalyst for conversion of isocyanates to urea derivatives>, Recommanded Product: 2,4,6-Trihydroxyisophthalaldehyde, the main research area is diformylphloroglucinol covalent organic framework preparation surface structure; aryl isocyanate organocatalyst dimerization; diaryl urea preparation.

New two-dimensional porous covalent organic frameworks (PHTA) with imine linkers was synthesized and effectively utilized as metal free catalytic system for the synthesis of urea derivatives from a wide range of isocyanates under inert atm. The material has been thoroughly characterized using powder XRD, HRTEM, FESEM, BET, FT-IR, XPS and a structure-activity relationship was established. The imine based covalent organic framework owing to its highly conjugated system permits superior conduction efficiency of carriers, thereby exhibiting better performance and exceptional reusability and selectivity (> 99%) towards generation of urea derivatives from the corresponding isocyanates. At room temperature the solvent free catalytic process under nitrogen atm. requires short range of reaction duration (2 h) to produce high yields (84-96%) of urea derivatives from resp. isocyanates. The catalytic route of urea synthesis in presence of organocatalyst PHTA was suitably described by theor. calculations (DFT) method. The heterogeneity and recyclability nature of the catalyst was checked for five cycles and the obtained result portrayed its good catalytic effectiveness.

Molecular Catalysis published new progress about Binding energy. 4396-13-8 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H6O5, Recommanded Product: 2,4,6-Trihydroxyisophthalaldehyde.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts