Aminomethylated Hydroxinaphthalenes: Synthesis and Application

Author(s):  
P.V. Slitikov ◽  
Yu.B. Evdokimenkova

The analysis of the literature is carried out and the results of the synthetic approaches to the aminomethylation of hydroxy derivatives of naphthalenes developed over the past 20 years are presented. Most of the described aminomethylation processes proceed as Mannich aminomethylation or, as a special case of a similar condensation --- aminobenzylation according to Betti. The results of all studies are grouped according to the nature of the amine used in the synthesis: primary, secondary, tertiary. Most of the examples were considered for 2-naphthol, however, as the analysis of literature data shows, similar methods are applicable to 1-naphthol and dihydroxynaphthalenes with different positions of OH groups in the ring --- often only the yields of the target product differ. Both the classical methods for the preparation of Mannich and Betti bases using the carbonyl component (formaldehyde, benzaldehyde and its derivatives, respectively) and special cases of synthesis, in which condensation is carried out by means of halogen derivatives, substituted azacrown ethers, etc., are presented. Particular attention is paid to the use of various catalysts and activators, allowing to significantly simplify the synthetic procedures and increase the yields of target compounds. The main fields of application of aminomethylated derivatives of hydroxynaphthalenes are presented

Genome ◽  
1996 ◽  
Vol 39 (5) ◽  
pp. 823-829 ◽  
Author(s):  
N. Paricio ◽  
M. J. Martínez-Sebastián ◽  
R. de Frutos ◽  
W. J. Miller ◽  
S. Hagemann ◽  
...  

The P element homologous sequences of the two closely related species Drosophila guanche and Drosophila subobscura represent a very special case of transposable-element derivatives. Although they have lost the regions known to be essential for P transposition by random mutations, all of them have selectively conserved the coding capacity for "P-repressor-like" proteins during the past few millions years. In both species, they are tandemly amplified in a single euchromatic gene cluster at equivalent chromosomal positions. In contrast, Drosophila madeirensis, an endemic species that is very closely related to both D. subobscura and D. guanche, harbours an additional P homologous site. Several mechanisms can be invoked to explain the generation of the new site in this species. In this work we present several molecular and cytological data in order to elucidate the possible evolutionary origin of the P derivatives of D. madeirensis. Key words : Drosophila, P elements, molecular evolution, gene cluster.


Synthesis ◽  
2020 ◽  
Vol 52 (05) ◽  
pp. 660-672
Author(s):  
Ramil F. Fatykhov ◽  
Oleg N. Chupakhin ◽  
Anna K. Inyutina ◽  
Igor A. Khalymbadzha

The chemical equivalence of the hydroxy groups in the 5,7-dihydroxycoumarin core has challenged synthetic chemists to develop short and efficient strategies for the selective modification of one of the hydroxy groups leaving the second intact. Over the past 100 years, chemists have proposed various approaches to distinguishing between these two groups according to their reactivity. While the early syntheses included simple nonselective reactions of both hydroxy groups and the subsequent separation of mixtures of the 5-O- and 7-O-isomers formed, recent sophisticated approaches often include the introduction of protective groups for selective directing reactions or the completely controlled construction of the 5,7-dihydroxycoumarin framework by Horner–Wadsworth–Emmons reaction. This review discusses in detail approaches towards unsymmetrically substituted 5,7-dihydroxycoumarins as well as factors influencing 5-O vs. 7-O regioselectivity of reactions of 5,7-dihydroxycoumarins. This review covers all the literature since 1921 with an emphasis on recent works. This critical review may facilitate the synthesis of new drug candidates as well as the total synthesis of natural products.1 Introduction2 O-Modification of 5,7-Dihydroxycoumarins2.1 Alkylation/Alkenylation2.2 Acylation2.3 Sulfonylation2.4 Silylation2.5 Acylation Followed by Alkylation3 Other Approaches3.1 Synthesis from Substituted Phloroglucinol3.2 Synthesis from Derivatives of 2-Acylphloroglucinol4 Conclusion


2016 ◽  
Vol 12 (8) ◽  
pp. 295-300
Author(s):  
Olga Kovalchukova ◽  
Amangdam A.T. ◽  
Strashnova S.B. ◽  
Strashnov P.V. ◽  
Romashkina E.P. ◽  
...  

Using spectrophotometric titration technique, the processes of complex formation of some phenylazo-derivatives of methylphloroglucinol (MPG) containing hydroxo-, nitro- and nitroso-substituents were studied. The spectral criteria of neutral and ionized forms of the organic ligands in their different tautomeric forms were determined.It was detected that the complex formation is accompanied by formation of one or two chelate cycles which involve azo- or nitroso-fragments and neighboring OH-groups of the organic ligands. Different types of coordination lead to different changes in the electronic absorption spectra.The DFT-B3LYP modeling of a Ni(II) complex of α-hydroxyphenylazo MPG established the most probable coordination mode of the organic ligand: tridentate chelating dianion, distorted square coordination of Ni-cations including one water molecule.  The theoretical results are in a good accordance with the experimental data.


2019 ◽  
Vol 16 (7) ◽  
pp. 653-688 ◽  
Author(s):  
Leena Kumari ◽  
Salahuddin ◽  
Avijit Mazumder ◽  
Daman Pandey ◽  
Mohammad Shahar Yar ◽  
...  

Heterocyclic compounds are well known for their different biological activity. The heterocyclic analogs are the building blocks for synthesis of the pharmaceutical active compounds in the organic chemistry. These derivatives show various type of biological activity like anticancer, antiinflammatory, anti-microbial, anti-convulsant, anti-malarial, anti-hypertensive, etc. From the last decade research showed that the quinoline analogs plays a vital role in the development of newer medicinal active compounds for treating various type of disease. Quinoline reported for their antiviral, anticancer, anti-microbial and anti-inflammatory activity. This review will summarize the various synthetic approaches for synthesis of quinoline derivatives and to check their biological activity. Derivatives of quinoline moiety plays very important role in the development of various types of newer drugs and it can be used as lead compounds for future investigation in the field of drug discovery process.


2018 ◽  
Vol 16 (1) ◽  
pp. 43-58 ◽  
Author(s):  
Santosh L. Gaonkar ◽  
Vignesh U. Nagaraj ◽  
Swarnagowri Nayak

In the past three decades, the heterocyclic oxazine cores have been intensely concerned. Oxazine derivatives are promising vital heterocyclic motifs. They are eminent for their synthetic potential and extensive biological properties. Oxazines are versatile intermediates for the synthesis of a variety of heterocycles and bifunctional compounds. Researchers have reported several synthetic approaches for the preparation of oxazines. This review emphasises the recent approaches for the synthesis of oxazine derivatives.


2019 ◽  
Vol 14 (2) ◽  
pp. 133-143 ◽  
Author(s):  
Hidayat Hussain ◽  
Ivan R. Green ◽  
Muhammad Saleem ◽  
Khanzadi F. Khattak ◽  
Muhammad Irshad ◽  
...  

Background: Cucurbitacins belong to a group of tetracyclic triterpenoids that display a wide range of biological effects. In the past, numerous cucurbitacins have been isolated from natural sources and many active compounds have been synthesized using the privileged scaffold in order to enhance its cytotoxic effects. Objective: his review covers patents on the therapeutic effects of natural cucurbitacins and their synthetic analogs published during the past decade. By far, the majority of patents published are related to cancer and Structure-Activity Relationships (SAR) of these compounds are included to lend gravitas to this important class of natural products. Methods: The date about the published patents was downloaded via online open access patent databases. Results: Cucurbitacins display significant cytotoxic properties, in particular cucurbitacins B and D which possess very potent effects towards a number of cancer cells. Numerous cucurbitacins isolated from natural sources have been derivatized through chemical modification at the C(2)-OH and C(25)- OH groups. Most importantly, an acyl ester of the C(25)-OH and, iso-propyl, n-propyl and ethyl ether groups of the C(2)-OH demonstrated the most increased cytotoxic activity. Conclusion: The significant cytotoxic effects of natural and semi-synthetic cucurbitacins make them attractive as new drug candidates. Moreover, cucurbitacins have the capability to form conjugates with other anticancer drugs which will synergistically enhance their anticancer effects. The authors believe that in order to get lead compounds, there should be a greater focus on the synthesis of homodimers, heterodimers, and halo derivatives of cucurbitacins. In the opinion of the authors the analysis of the published patents on the cucurbitacins indicates that these compounds can be developed into a regimen to treat a wide spectrum of cancers.


2021 ◽  
Vol 2021 (3) ◽  
Author(s):  
Nishant Gupta ◽  
Nemani V. Suryanarayana

Abstract We construct classical theories for scalar fields in arbitrary Carroll spacetimes that are invariant under Carrollian diffeomorphisms and Weyl transformations. When the local symmetries are gauge fixed these theories become Carrollian conformal field theories. We show that generically there are at least two types of such theories: one in which only time derivatives of the fields appear and the other in which both space and time derivatives appear. A classification of such scalar field theories in three (and higher) dimensions up to two derivative order is provided. We show that only a special case of our theories arises in the ultra-relativistic limit of a covariant parent theory.


2017 ◽  
Vol 50 (1) ◽  
pp. 119-129 ◽  
Author(s):  
Tuncer Acar

Abstract The present paper deals with the rate of convergence of the general class of Durrmeyer operators, which are generalization of Ibragimov-Gadjiev operators. The special cases of the operators include somewell known operators as particular cases viz. Szász-Mirakyan-Durrmeyer operators, Baskakov-Durrmeyer operators. Herewe estimate the rate of convergence of Ibragimov-Gadjiev-Durrmeyer operators for functions having derivatives of bounded variation.


1978 ◽  
Vol 56 (10) ◽  
pp. 1261-1288 ◽  
Author(s):  
V. F. Sears

We present a review of the dynamical theory of neutron diffraction by macroscopic bodies which provides the theoretical basis for the study of neutron optics. We consider both the theory of dispersion, in which it is shown that the coherent wave in the medium satisfies a macroscopic one-body Schrödinger equation, and the theory of reflection, refraction, and diffraction in which the above equation is solved for a number of special cases of interest. The theory is illustrated with the help of experimental results obtained over the past 10 years by a number of new techniques such as neutron gravity refractometry, Pendellösung interference, and neutron interferometry.


2014 ◽  
Vol 2014 ◽  
pp. 1-11
Author(s):  
W. M. Abd-Elhameed

This paper is concerned with deriving some new formulae expressing explicitly the high-order derivatives of Jacobi polynomials whose parameters difference is one or two of any degree and of any order in terms of their corresponding Jacobi polynomials. The derivatives formulae for Chebyshev polynomials of third and fourth kinds of any degree and of any order in terms of their corresponding Chebyshev polynomials are deduced as special cases. Some new reduction formulae for summing some terminating hypergeometric functions of unit argument are also deduced. As an application, and with the aid of the new introduced derivatives formulae, an algorithm for solving special sixth-order boundary value problems are implemented with the aid of applying Galerkin method. A numerical example is presented hoping to ascertain the validity and the applicability of the proposed algorithms.


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