scholarly journals Fungi-Mediated Biotransformation of the Isomeric Forms of the Apocarotenoids Ionone, Damascone and Theaspirane

Molecules ◽  
2018 ◽  
Vol 24 (1) ◽  
pp. 19 ◽  
Author(s):  
Stefano Serra ◽  
Davide De Simeis
Keyword(s):  
Double Bond ◽  
Functional Groups ◽  
Chemical Compound ◽  
Natural Compounds ◽  
Fungal Species ◽  
Minor Amount ◽  
Natural Form ◽  
Active Compounds ◽  
Reduced Products ◽  
Oxidized Products

In this work, we describe a study on the biotransformation of seven natural occurring apocarotenoids by means of eleven selected fungal species. The substrates, namely ionone (α-, β- and γ-isomers), 3,4-dehydroionone, damascone (α- and β-isomers) and theaspirane are relevant flavour and fragrances components. We found that most of the investigated biotransformation reactions afforded oxidized products such as hydroxy- keto- or epoxy-derivatives. On the contrary, the reduction of the keto groups or the reduction of the double bond functional groups were observed only for few substrates, where the reduced products are however formed in minor amount. When starting apocarotenoids are isomers of the same chemical compound (e.g., ionone isomers) their biotransformation can give products very different from each other, depending both on the starting substrate and on the fungal species used. Since the majority of the starting apocarotenoids are often available in natural form and the described products are natural compounds, identified in flavours or fragrances, our biotransformation procedures can be regarded as prospective processes for the preparation of high value olfactory active compounds.

Participation by some oxygen containing groups in hypobromous acid addition to double bond

1983 ◽  
Vol 48 (12) ◽  
pp. 3660-3673 ◽  
Author(s):  
Pavel Kočovský
Keyword(s):  
Double Bond ◽  
Functional Groups ◽  
Relative Reactivity ◽  
Product Analysis ◽  
Acid Addition ◽  
Hypobromous Acid ◽  
Electron Withdrawing Substituents

5(O)n and 6(O)π,n participations by some oxygen containing functional groups in the course of reaction with hypobromous acid have been studied on olefinic models of steroid type (I and II). The ability of these groups to participate has been compared on the basis of their relative reactivity with water (as externally attacking nucleophile) competing with participation. The results of the product analysis show that the ability to react with 5(O)n participation decreases in the order HO > CH3O ≃ CH3OCH2O > CH3CO2 > HCO2 > CH3SO3 ≥ (C2H5O)2PO2 > C6H5CO2 > O2NO ≫ CF3CO2, C2H5OCO2; in the last two functional groups is this ability completely suppressed. The 6(O)π,n participation comes in consideration only for compounds of the type II bearing the groups with the -X=O moiety which are ordered in the following sequence: C2H5OCO2 ≃ CH3CO2 ≥ (C2H5O)2PO2 > HCO2 > C6H5CO2. The remaining functional groups (CF3CO2, O2NO and CH3SO3do not undergo this process. Generally, it is valid that introduction of electron-withdrawing substituents into a participating group impedes or completely suppresses its ability to participate.

Double bond terminated Ln3+-doped LiYF4 nanocrystals with strong single band NIR emission: simple click chemistry route to make water dispersible nanocrystals with various functional groups

2016 ◽  
Vol 40 (4) ◽  
pp. 3080-3085 ◽  
Author(s):  
Brahmaiah Meesaragandla ◽  
Debashrita Sarkar ◽  
Venkata N. K. B. Adusumalli ◽  
Venkataramanan Mahalingam
Keyword(s):  
Double Bond ◽  
Click Chemistry ◽  
Functional Groups ◽  
Single Band ◽  
Water Dispersible ◽  
Nir Emission

A simple thiol–ene click chemistry strategy to develop upconverting nanocrystals with different functional groups.

Cu(II)-Catalyzed [3+2] Annulation of Thioamides with AIBN: Facile Access to Highly Functionalized Thiazolidine-4-ones

Synthesis ◽  
2021 ◽  
Author(s):  
Pragya Pali ◽  
Dhananjay Yadav ◽  
Gaurav Shukla ◽  
Maya Shankar Singh
Keyword(s):  
Double Bond ◽  
Functional Groups ◽  
Dual Role ◽  
Direct Access ◽  
One Pot ◽  
Simple Method ◽  
Two Component ◽  
Thiazolidine Ring ◽  
Coupling Partner

An efficient and versatile copper-catalyzed unprecedented intermolecular radical [3 + 2] annulation of thioamides with azobisisobutyronitrile (AIBN) is described. This two-component one-pot copper(II)-catalyzed transformation has been achieved via cascade formation of C-S/C−N bonds through the cyclization of in situ generated N,S-acetal intermediate from β-ketothioamide. This operationally simple method allows direct access to synthetically demanding thiazolidin-4-ones in good to excellent yields containing diverse functional groups of different electronic and steric nature. Remarkably, the readily available reaction partners, avoidance of expensive/toxic reagents and the gram scale synthesis are additional attributes to this strategy. AIBN here plays a dual role as radical initiator and unusual source of two carbon coupling partner. Notably, the products possess Z-stereochemistry with regard to the exocyclic C=C double bond at the 2-position of the thiazolidine ring.

scholarly journals Synthesis and Antimicrobial Resistant Modulatory Activity of 2,4-Dinitrophenylhydrazone Derivatives as Agents against Some ESKAPE Human Pathogens

2020 ◽  
Vol 2020 ◽  
pp. 1-9
Author(s):  
Alberta Ade ◽  
Cedric D. K. Amengor ◽  
Abena Brobbey ◽  
Isaac Ayensu ◽  
Benjamin K. Harley ◽  
...  
Keyword(s):  
Streptococcus Pneumoniae ◽  
Klebsiella Pneumoniae ◽  
Inhibitory Concentration ◽  
Fungal Species ◽  
Human Pathogens ◽  
Visible Spectroscopy ◽  
Active Compounds ◽  
Gram Negative ◽  
Uv Visible

A library of six novel phenylhydrazones were synthesized and evaluated for their in vitro antimicrobial and resistance modulating activity against a panel of Gram-positive, Gram-negative, and fungal species. The compounds were produced in good yields of 60–92% w/w and characterized using melting point, UV-visible spectroscopy, infrared, and nuclear magnetic resonance (1H, 13C, and DEPT-Q) techniques. Mass spectroscopy was used to confirm the identity of one of the most active compounds, 5 [SA5]. The phenylhydrazones showed activity against all the six selected microorganisms with minimum inhibitory concentration (MIC) values of the most active compounds, 1 [BP1] and 5 [SA5], at 138 µM (Klebsiella pneumoniae) and 165 µM (Streptococcus pneumoniae), respectively. Compound 1 [BP1] further demonstrated a high resistance modulatory activity at 1.078 µM against Streptococcus pneumoniae and Klebsiella pneumoniae.

scholarly journals Identifikasi Kandungan Senyawa Kimia Cuka Kayu dari Sekam Padi

2017 ◽  
Vol 19 (1) ◽  
pp. 30 ◽  
Author(s):  
Dian Laila Nugrahaini ◽  
Endang Kusdiyantini ◽  
Udi Tarwotjo ◽  
A. Heru Prianto
Keyword(s):  
Phenolic Compounds ◽  
Functional Groups ◽  
Rice Husk ◽  
Chemical Compound ◽  
Chemical Compounds ◽  
Pyrolysis Process ◽  
Wood Vinegar ◽  
Rotary Evaporator ◽  
Infrared Spectrophotometer

Wood vinegar rice husk contains a chemical compound that can be used as a biopesticides. Wood vinegar contained compounds which estimated potential as repellent, antifeedant, antimicrobials, antioxidants, disinfectants and as preservatives. The content of chemical compounds in the wood vinegar must be identified. Identification were done by calculating the concentration of acid, phenol and an infrared spectrophotometer. Production of wood vinegar made by the pyrolysis process used pirolisator. Most of the wood vinegar obtained is evaporated using a rotary evaporator and partly extracted using the method of separating funnel. Compound of acid and phenol in wood vinegar evaporation were higher than the extraction of wood vinegar. These results were confirmed by an infrared spectrophotometer spectrum showed the functional groups of acid and phenolic compounds. Keywords: wood vinegar rice husk, acid, phenol, pyrolysis, infrared spetrofotometer

scholarly journals Research Progress on Toxicity of Natural Compounds

2021 ◽  
Vol 5 (2) ◽  
Author(s):  
Zhangping Zhou ◽  
Zilong Fu ◽  
Yan Li ◽  
Biao Ren ◽  
Ling Duan ◽  
...  
Keyword(s):  
Natural Resources ◽  
High Efficiency ◽  
Natural Compounds ◽  
Research Progress ◽  
Rational Utilization ◽  
Active Compounds ◽  
Natural Substances ◽  
Low Toxicity ◽  
Further Development ◽  
Active Substances

There are many active substances in natural resources. After years of research, researchers at home and abroad have extracted active compounds and proved that these compounds have low toxicity and high efficiency, but the toxicity of these compounds cannot be ignored. In this paper, the research progress on the toxicity of compounds isolated from various natural substances is reviewed, which provides a reference for the further development and rational utilization of natural compounds.

scholarly journals A biomimetic approach to some specifically functionalized cyclic terpenoids.

2007 ◽  
Vol 54 (4) ◽  
pp. 679-693 ◽  
Author(s):  
Veaceslav Kulciţki
Keyword(s):  
Double Bond ◽  
Functional Groups ◽  
Ring Closure ◽  
Living Systems ◽  
Open Chain ◽  
Initial Substrate ◽  
Alpha Omega ◽  
Biomimetic Approach

The paper relates on the current advancements in the synthesis of complex cyclic terpenoids by superacidic induced cyclization of open chain precursors. It is shown that functional groups disposal in the initial substrate strongly influences the reaction outcome. Possible variations of the investigated compound structures include particularly alpha-functionalization and alpha,omega-bifunctionalization. This approach allowed a selective initiation of cyclization sequence from an internal double bond or suspending the ring closure cascade to partially cyclized compounds. The reported synthetic schemes are attempts to mimic the biogenetical processes postulated in the living systems.

scholarly journals Potential Natural Compounds for Preventing SARS-CoV-2 (2019-nCoV) Infection

2020 ◽  
Author(s):  
Hansen Chen ◽  
Qiaohui Du
Keyword(s):  
Molecular Docking ◽  
Chinese Medicine ◽  
Angiotensin Converting Enzyme ◽  
Natural Compounds ◽  
Converting Enzyme ◽  
Active Compounds ◽  
Angiotensin Converting Enzyme 2 ◽  
Novel Coronavirus

SARS-CoV-2 (2019-nCoV), a novel coronavirus, caused the pneumonia outbreak in China and continue to expand. The host receptor for 2019-nCoV Angiotensin-converting enzyme 2 (ACE2), is the same as the host receptor for SARS-CoV. Targeting ACE2 holds the promise for preventing and inhibiting 2019-nCoV infection. Chinese Medicine herbs could be a valuable pool for identifying active compounds for treating infection of 2019-nCoV. In this study, we summarize several active compounds, including baicalin, Scutellarin, Hesperetin, Nicotianamine and glycyrrhizin that could have potential anti-2019-nCoV effects. We conduct molecular docking to predict their capacity for binding ACE2, which may prevent the 2019-nCoV infection. We propose that these selected compounds worth further investigation for preventing 2019-nCoV.

Variability of Rhodium(III)-Catalyzed Reactions of Aromatic Oximes with Alkenes

Synlett ◽  
2020 ◽  
Vol 31 (11) ◽  
pp. 1117-1120 ◽  
Author(s):  
Dmitry S. Perekalin ◽  
Evgeniya A. Trifonova ◽  
Alina A. Komarova ◽  
Denis Chusov
Keyword(s):  
Double Bond ◽  
Functional Groups ◽  
Rhodium Catalyst ◽  
The Other ◽  
Chiral Catalyst ◽  
Enantiomeric Ratio ◽  
Other Hand ◽  
Terminal Alkenes ◽  
Catalyzed Reactions ◽  
Acetophenone Oxime

Acetophenone oxime reacts with various alkenes in the presence of the rhodium catalyst [Cp*RhCl2]2 (2.5 mol%; Cp* = pentamethylcyclopentadienyl) and 1,1,1,3,3,3-hexafluoropropan-2-ol as an important cosolvent. Styrene, aliphatic terminal alkenes, and strained cyclic alkenes gave the corresponding substituted dihydroisoquinolines in yields of 50–99%. On the other hand, alkenes containing functional groups close to the double bond gave a variety of different products. The reactions of acetophenone oxime with styrene or dec-1-ene in the presence of the chiral catalyst [(C5H2 t Bu2CH2 t Bu)RhI2]2 provided the corresponding dihydroisoquinolines with improved regioselectivity but a low enantiomeric ratio (61:39 in both cases).

Silver(I)-Catalyzed Deprenylation of Allylsulfonamide Derivatives

Synlett ◽  
2017 ◽  
Vol 28 (16) ◽  
pp. 2143-2146 ◽  
Author(s):  
Fuyuhiko Inagaki ◽  
Shisen Hira ◽  
Chisato Mukai
Keyword(s):  
Double Bond ◽  
Nitrogen Atom ◽  
Functional Groups ◽  
Silver Cation ◽  
Elimination Reaction

The silver(I)-catalyzed deprenylation of sulfonamide bearing prenyl functional groups on the nitrogen atom has been developed. In this reaction, the prenyl moiety was selectively eliminated without allyl or benzyl cleavage on the nitrogen atom. In addition, geranyl was also applicable for this elimination reaction. Furthermore, sulfonamide possessing two prenyl groups underwent a double deprenylation to form the corresponding deprenylated sulfonamide. Thus, a novel reactivity between the silver cation and double bond was observed.

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