Phenyl Derivatives Research Articles

Conjugation Paths in Oxatriphyrin(2.1.1) - C2 Bridge Modifications.

An efficiency of delocalization in strongly conjugated systems remains an important factor crucial for modulation of the optical properties directly correlated with its range. An ortho-substituted phenylene derivative bearing electron donating/accepting functionality was built-in a fully unsaturated macrocyclic system with a global delocalization of a diatropic and/or a paratropic current. A precisely located structural modification influence observed behaviour in spectroscopic parameters that are only slightly recognizable in 4n+2 systems but showing a significant influence on the reduced derivatives with a contribution of 4n π-electrons delocalization path.

Iron Complexes of 4,5-Bis(diorganophosphinomethyl)acridine Ligands.

The search for an iron analog of the established ruthenium-based catalysts containing methylene-extended 4,5-bis(diorganophosphinomethyl)acridine ligands, [FeHCl(CO)(LR)], resulted in the discovery of a bidentate coordination mode of these usually tridentate pincer ligands toward iron. The acridines nitrogen atom does not coordinate to iron, leading to the formation of iron diphos-type complexes with unusually large cis bite angles of up to 124° as well as trans bite angles around 155°. The iron-containing complexes [FeCl2(κ2-LR)] (R = iPr, Ph), [FeX2(κ2-LCy)] (X = Cl, Br) and [Fe(CO)3(κ2-LR)] (R = iPr, Cy) have been isolated in crystalline form and characterized by spectroscopic methods and mass spectrometry. Their structures were verified unambiguously through X-ray diffraction. The stability of the iron(II) complexes decreased in the order Cy > Ph > iPr and Cl > Br > I, although all iron(II) complexes were found to be relatively stable enough for short-term handling in air in the solid state. Notably, no iron(0) complex of the phenyl derivative could be isolated. The iron(0) complex [Fe(CO)3(κ2-LCy)] was found to be significantly more stable toward hydrolysis and oxygen compared to [Fe(CO)3(κ2-LiPr)] and can be stored in air for months without significant decomposition in the solid state, while [Fe(CO)3(κ2-LiPr)] decomposes in air within seconds. The decomposition products [FeI2(κ2-O2LCy)], [{Fe(CO)3(κ2-HLR)}2] (R = iPr, Cy) and [FeCl2(CO)2(κ1-LCy)(κ1-OLCy)] were identified and characterized crystallographically. The iron(0) complex [Fe(CO)3(κ2-LCy)] is oxidized by [Fe(Cp)2](BPh4) to give the paramagnetic, low-spin iron(I) cation [Fe(CO)3(κ2-LCy)]+. The electron paramagnetic resonance spectrum of the highly sensitive cation as well as density functional theory calculations suggest a partial delocalization of the unpaired electron over the three carbonyl ligands and the acridines aromatic ring system. The catalytic activity and photophysical properties of the complexes have been preliminarily investigated.

Pyridine-based strategies towards nitrogen isotope exchange and multiple isotope incorporation

Isotopic labeling is at the core of health and life science applications such as nuclear imaging, metabolomics and plays a central role in drug development. The rapid access to isotopically labeled organic molecules is a sine qua non condition to support these societally vital areas of research. Based on a rationally driven approach, this study presents an innovative solution to access labeled pyridines by a nitrogen isotope exchange reaction based on a Zincke activation strategy. The technology conceptualizes an opportunity in the field of isotope labeling. 15N-labeling of pyridines and other relevant heterocycles such as pyrimidines and isoquinolines showcases on a large set of derivatives, including pharmaceuticals. Finally, we explore a nitrogen-to-carbon exchange strategy in order to access 13C-labeled phenyl derivatives and deuterium labeling of mono-substituted benzene from pyridine-2H5. These results open alternative avenues for multiple isotope labeling on aromatic cores.

Searching for "Greener" Bioequivalents of CF3 to Lower its Environmental Impact.

Considering the broad use of the trifluoromethyl functional group (-CF3) in medicinal chemistry and taking into account the recent concerns on the negative environmental effects of CF3 containing compounds, we are searching for "greener" alternatives. Thus, different chemical groups (i. e. iodide, fluoride, cyclopropyl, isopropyl, cyclobutyl, 3-oxetyl, 2-oxetyl, methylsulfide, pentafluorosulfide, methylsulfonyl and sulfonamide) have been considered as potential bioequivalents of -CF3 aiming to use them in compounds with therapeutic interest instead of the polyfluoride functionality. Different structural (molecular surface and volume) and physicochemical (electronic and lipophilic) aspects of the bioequivalent functionalities proposed have been theoretically calculated and compared to those of -CF3. Additionally, the corresponding phenyl derivatives carrying these functionalities have been purchased or prepared and their experimental lipophilicity (i. e. LogP) measured using shake-flask experiments and UV-vis spectroscopy.

Synthesis and pharmacological activity of various organic and inorganic salts of phenyl derivatives of imidazobenzimidazole

Introduction: The creation of new opioid analgesics that are devoid of the main undesirable effects – euphoria, respiratory depression, tolerance – is an important task for the treatment of pain syndrome. Eighteen salts of 9-pyrrolidinoethyl-(1a), 9-piperidinoethyl-(1b), and 9-morpholinoethyl-2-(4-fluorophenyl)benzo[d]imidazo[1,2-a]imidazole (1c) were synthesized and tested for kappa agonist and analgesic activity. Materials and Methods: Specific analgesic activity studies were conducted using models of nociceptive pain in the “Hot/Cold-plate” and ”Plantar Test” tests, and in neuropathic pain against the background of sciatic nerve ligation. The relationship between the physicochemical and pharmacological properties of the compounds was studied in silico using quantum chemistry methods and artificial neural network technology. Results: The most active compound identified was 4-(2-(2-(4-fluorophenyl)-benzo[d]imidazo[1,2-a]imidazol-9-yl)ethyl)morpholine dihydrochloride (1c.2HCl). EC50, acute toxicity, and conditional therapeutic index values were calculated, which were 38.8 times superior to the kappa agonist U50488. It was established that compound 1c.2HCl exhibits a dose-dependent analgesic effect in the “Hot/Cold-plate” test, which is six times superior to that of butorphanol, maintaining a statistically significant effect for six hours in the “Plantar test” and without causing the formation of tolerance with a ten-day administration. In models of neuropathic pain syndrome, 1c.2HCl with a fourteen-day administration significantly reduced tactile and cold allodynia by three and 1.6 times, respectively, and was not inferior in activity to gabapentin. The kappa-opioidergic mechanism of the antinociceptive action of 1c.2HCl compound was confirmed. Quantum chemistry methods and artificial neural network technologies have shown that the high level of kappa-opioid agonist activity of hydrochlorides, in contrast to other salts, results in lower total energy production; therefore, there is a significant increase in energy during the formation of a salt supramolecular complex. Conclusion: The most active compound was identified – 1c.2HCl, for which kappa-opioid activity in vitro and analgesic properties were revealed in various in vivo models. It has been shown that the compound does not cause the formation of tolerance and is not toxic.

Phenyl Derivatives Modulate the Luminescent Properties and Stability of CzBTM-Type Radicals

The distinctive electron structures of luminescent radicals offer considerable potential for a diverse array of applications. Up to now, the luminescent properties of radicals have been modulated through the introduction of electron-donating substituents, predominantly derivatives of carbazole and polyaromatic amines with more and more complicated structures and redshifted luminescent spectra. Herein, four kinds of (N-carbazolyl)bis(2,4,6-tirchlorophenyl)-methyl (CzBTM) radicals, Ph2CzBTM, Mes2CzBTM, Ph2PyIDBTM, and Mes2PyIDBTM, were synthesized and characterized by introducing simple phenyl and 2,4,6-trimethylphenyl groups to CzBTM and PyIDBTM. These radicals exhibit rare blueshifted emission spectra compared to their parent radicals. Furthermore, modifications to CzBTM significantly enhanced the photoluminescence quantum yields (PLQYs), with a highest PLQY of 21% for Mes2CzBTM among CzBTM-type radicals. Additionally, the molecular structures, photophysical properties of molecular orbitals, and stability of the four radicals were systematically investigated. This study provides a novel strategy for tuning the luminescent color of radicals to shorter wavelengths and improving thermostability.

Geochemical implications of uranium-bearing thucholite aggregates in the Upper Permian Kupferschiefer shale, Lubin district, Poland

New inorganic and organic geochemical data from thucholite in the Upper Permian (Wuchiapingian) Kupferschiefer (T1) shale collected at the Polkowice-Sieroszowice Cu-Ag mine in Poland are presented. Thucholite, which forms spherical or granular clusters, appears scattered in the T1 dolomitic shale at the oxic-anoxic boundary occurring within the same shale member. The composition of thucholite concretions and the T1 shale differs by a higher content of U- and REE-enriched mineral phases within the thucholite concretions compared to the T1 shale, suggesting a different mineralising history. The differences also comprise higher Ntot, Ctot, Htot, Stot contents and higher C/N, C/S ratios in thucholite than in the T1 shale. The hydrocarbon composition of the thucholite and the surrounding T1 shale also varies. Both are dominated by polycyclic aromatic compounds and their phenyl derivatives. However, higher abundances of unsubstituted polycyclic aromatic hydrocarbons in the thucholite are indicative of its pyrogenic origin. Pyrolytic compounds such as benz[a]anthracene or benzo[a]pyrene are more typical of the thucholite than the T1 shale. Microscopic observations of the thucholite and its molecular composition suggest that it represents well-rounded small charcoal fragments. These charcoals were formed during low-temperature combustion, as confirmed by semifusinite reflectance values, indicating surface fire temperatures of about 400 °C, and the absence of the high-temperature pyrogenic polycyclic aromatic hydrocarbons. Charred detrital particles, likely the main source of insoluble organic matter in the thucholite, migrated to the sedimentary basin in the form of spherical carbonaceous particulates, which adsorbed uranium and REE in particular, which would further explain their different contents and sorption properties in the depositional environment. Finally, the difference in mineral content between thucholite and the T1 shale could also have been caused by microbes, which might have formed biofilms on mineral particles, and caused a change in the original mineral composition.

BODIPY-Based Macrostructures: A Design Strategy toward Enhancing the Efficiency of Dye-Sensitized Solar Cells.

Among the metal-free dyes, boron dipyrromethene (BODIPY) has attracted much attention in the solar cell industry due to its thermal stability and tunable electronic and photophysical properties. However, the low power conversion efficiency of dye-sensitized solar cells based on BODIPY has limited their widespread application. Accordingly, different types of structural modifications have already been proposed to improve the photophysical properties of the BODIPY dyes. In this study, we used the strategy of constructing BODIPY-based covalent macrostructures by integrating two BODIPY subunits via a π-linker in linear and cyclic configurations. To this end, various types of the π-linkers including butadiyne, phenyl, and thiophene derivatives are considered. The structural, electronic, and optical properties as well as the photovoltaic performance of BODIPY dimers are theoretically calculated within DCM solvent. The results indicate that for a given linker, the BODIPY dimers with a linear configuration show better performance as compared to their macrocyclic counterparts. The reason is the enhancement of π-conjugation length, higher light harvesting ability, and proper charge carrier separation in linearly linked BODIPYs. In the cyclic series, the dyes incorporating phenyl linkers exhibit greater power conversion efficiency of up to 9%. For the dyes with a linear configuration, the involvement of a thienyl-thiophene bridge results in lower charge recombination and enhances the efficiency by up to 15%, which are expected to be potential candidates for organic dyes applied in DSSCs.

Photophysical and cellular studies of pH-sensitive boron-functionalised far-red fluorophores

Two novel chromenylium-based probes were developed by functionalisation of the 5-position of the xanthene core with either a para-N-methyldiaminoacetic acid (MIDA) boronate ester (CRpMD) or closo‑1,7-carborane (CRmCB). CRpMD revealed near-infrared emission at 655 nm, demonstrating a bathochromic shift compared to the analogous phenyl derivative (CRPh). Both boron-containing probes were found to be sensitive to changes in acidic pH, with CRpMD also displaying a dual fluorescence response at alkaline pH (pKa1 = 2.40 and pKa2 = 9.16). CRmCB showed a ca. 3-fold increase in fluorescence intensity at 638 nm from pH 7.01 to 2.00, with a pKa = 2.08. Moreover, CRpMD and CRmCB were successfully taken up by A549 lung cancer cells to assess their intracellular biodistributions, thereby showcasing the future potential of these probes for time-resolved pH measurements using confocal microscopy.

Enhanced Solubility and Bioavailability of Clotrimazole in Aqueous Solutions with Hydrophobized Hyperbranched Polyglycidol for Improved Antifungal Activity.

The poor solubility of clotrimazole in the aqueous medium and the uncontrolled removal of the drug-loaded suppository content limit its effectiveness in the treatment of vulvovaginal candidiasis. We present here the aqueous formulations of clotrimazole in the form of non-Newtonian structured fluids, i.e., Bingham plastic or pseudoplastic fluids constructed of hyperbranched polyglycidol, HbPGL, with a hydrophobized core with aryl groups such as phenyl or biphenyl. The amphiphilic constructs were obtained by the modification of linear units containing monohydroxyl groups with benzoyl chloride, phenyl isocyanate, and biphenyl isocyanate, while the terminal 1,2-diol groups in the shell were protected during the modification step, followed by their deprotection. The encapsulation of clotrimazole within internally hydrophobized HbPGLs using a solvent evaporation method followed by water addition resulted in structured fluids formation. Detailed Fourier-transform infrared spectroscopy (FTIR) and differential scanning calorimetry (DSC) analyses performed for aryl-HbPGLs with clotrimazole revealed the difference in drug compatibility among polymers. Clotrimazole in biphenyl-enriched HbPGL, unlike phenyl derivatives, was molecularly distributed in both the dry and the hydrated states, resulting in transparent formulations. The shear-thinning properties of the obtained fluid formulations make them injectable and thus suitable for the intravaginal application. Permeability tests performed with the usage of the Franz diffusion cell showed a 5-fold increase in the permeability constant of clotrimazole compared to drugs loaded in a commercially available disposable tablet and a 50-fold increase of permeability in comparison to the aqueous suspension of clotrimazole. Furthermore, the biphenyl-modified HbPGL-based drug liquid showed enhanced antifungal activity against both Candida albicans and Candida glabrata that was retained for up to 7 days, in contrast to the phenyl-HbPGL derivatives and the tablet. With their simple formulation, convenient clotrimazole/biphenyl-HbPGL formulation strategy, rheological properties, and enhanced antifungal properties, these systems are potential antifungal therapeutics for gynecological applications. This study points in the synthetic direction of improving the solubility of poorly water-soluble aryl-enriched pharmaceuticals.

Evaluation and discovery of novel benzothiazole derivatives as promising hits against Leishmania infantum.

An early exploration of the benzothiazole class against two kinetoplastid parasites, Leishmania infantum and Trypanosoma cruzi, has been performed after the identification of a benzothiazole derivative as a suitable antileishmanial initial hit. The first series of derivatives focused on the acyl fragment of its class, evaluating diverse linear and cyclic, alkyl and aromatic substituents, and identified two other potent compounds, the phenyl and cyclohexyl derivatives. Subsequently, new compounds were designed to assess the impact of the presence of diverse substituents on the benzothiazole ring or the replacement of the endocyclic sulfur by other heteroatoms. All compounds showed relatively low cytotoxicity, resulting in decent selectivity indexes for the most active compounds. Ultimately, the invitro ADME properties of these compounds were assessed, revealing a satisfying water solubility, gastrointestinal permeability, despite their low metabolic stability and high lipophilicity. Consequently, compounds 5 and 6 were identified as promising hits for further hit-to-lead exploration within this benzothiazole class against L. infantum, thus providing promising starting points for the development of antileishmanial candidates.

Highly emissive pyrrolo[1,2-a]quinoxaline based narrow band fluorescent sensors for detection of nitroaromatics and their application in spot paper test

In the modern day, explosive detection is essential to public safety, and fluorescent small molecules have gained popularity for their quick and accurate detection. Herein, we present the design and synthesis of a series of pyrrolo[1,2-a]quinoxaline-based conjugated small organic fluorophores (PQ-Ph-OH, PQ-Ph-NMe, PQ-Ph-OMe, PQ-Ph-Me, and PQ-Ph-CN) as fluorescence-based sensors for explosive molecules. The sensor molecules were synthesized in good to excellent yields using a dehomologative functionalization strategy. They exhibited excellent photophysical characteristics, which was tunable based on the substituent on the phenyl linker at position 3. DFT studies showed that the pyrroloquinoxaline moiety could act as an on-demand electron donor or acceptor, depending on the phenyl substituent. The molecules also exhibited solid state emission due to twisted geometry around the CC single bond between the heterocyclic scaffold and the phenyl derivative. This resulted in low band intense emission for the synthesized molecules. In the presence of electron-deficient nitroaromatic explosives, all the fluorophores showed excellent fluorescence quenching. Detection limits in the range of 10−4 M were obtained for all the fluorophores. Stern-Volmer plots show high values of binding constants, indicating good interaction between the fluorophores and the explosive molecules. The mechanism of sensing was confirmed by UV-PL spectral overlap and fluorescence lifetime measurements, which suggest a static quenching based on the formation of a ground state complex. Owing to solid state emissions in some of the derivatives, the synthesized molecules were applied to paper strips for spot detection of explosive molecules.

Structural and electrochemical properties of mononuclear copper(II) complexes with pentadentate ethylenediamine-based ligands with pyridine/quinoline/isoquinoline/quinoxaline binding sites.

N-Monosubstituted ethylenediamine derivatives with three methylene-tethered aromatic groups ((ArCH2)2NCH2CH2N(R)CH2Ar (R-ArArAr), where Ar = 2-pyridyl, 2-quinolyl, 1- and 3-isoquinolyl and 2-quinoxalyl; R = methyl, benzyl and phenyl) were utilized as pentadentate ligands for copper(II) complexation. Fifteen mononuclear copper(II) complexes were synthesized and exhibit differences in cyclic voltammetry, absorption spectroscopy and solid state geometries, depending on the aromatic group (Ar) and the substituent on the aliphatic nitrogen atom (R) of the ligand. Compared with the pyridine and isoquinoline complexes, the quinoline and quinoxaline derivatives exhibit distinct Cu(II)/Cu(I) redox potentials and d-d transition absorption wavelengths. Similarly, the phenyl derivatives are different from their methyl and benzyl counterparts. These characteristic trends are discussed in relation to the square-pyramidal/trigonal-bipyramidal structure of the complexes which is perturbed by the location of quinoline moieties in the penta- or hexacoordinate complexes with Jahn-Teller distortion. In addition, the results are compared to the copper(II) complexes with pyridine/quinoline mixed ligands, Ph-Ar1Ar2Ar3 ((Ar1CH2)(Ar2CH2)NCH2CH2N(Ph)CH2Ar3).

Novel mono substituted pyridoimidazoisoquinoliniums via a silver-catalyzed intramolecular cyclization and their applications in cellular imaging.

Cationic heterocycles, an important class of organic compounds soluble in polar solvents, have been gaining attention in the construction of fluorescent probes. This paper reports the quick synthesis of novel pyrido[1',2';2,3]imidazo[5,1-a]isoquinoliniums starting from 2-(2-ethynylphenyl)imidazo[1,2-a]pyridines at room temperature via intramolecular cyclization by employing a catalytic amount of silver trifluoromethanesulfonate in addition to lithium trifluoromethanesulfonate and silica gel as the counter anion source and additive, respectively. The designed pyridoimidazoisoquinoliniums consisted of an imidazo[1,2-a]pyridine fused isoquinolinium. The X-ray diffraction results revealed that pyrido[1',2';2,3]imidazo[5,1-a]isoquinolinium trifluoromethanesulfonate contained considerable planar parent skeletons and interacted by π-π stacking with neighbouring molecules. Furthermore, in a methanol solution the designed 6-phenyl derivative exhibited strong fluorescence in the 420-450 nm region in addition to strong mitochondrial specificity in a cell staining assay.

Study of Geometrical, Electronic Structure, Spectral, and NLO Properties of Phenyl‐Based Azo Dyes of Dye Sensitizer for Solar Cells: A Theoretical Study

AbstractThe molecular geometry, electronic structure, and absorption spectra of some important phenyl derivatives are investigated by using DFT and TD‐DFT with B3LYP and CAM‐B3LYP functional. The highest HOMO–LUMO energy gap, Non‐linear optical properties of dipole moment, polarizability, and hyperpolarizability are calculated. In both methods hyperpolarizability PDP values (16.77 × 10−30 and 16.59 × 10−30 esu) are higher than PDNA, PDN, and MPAN dye. The Molecular electrostatic potential shows that PDNA dye has more electronegative potential. Comparing all the dyes, PDP dye shows a higher light harvesting efficiency in the UV–vis region. The vibrational frequencies are assigned based on the potential energy distribution (PED) using the VEDA‐4 program.

The Polyketides with Antimicrobial Activities from a Mangrove Endophytic Fungus Trichoderma lentiforme ML-P8-2.

Five new polyketides, including two chromones (1-2), two phenyl derivatives (4-5), and a tandyukusin derivative (6), along with five known polyketides (3 and 7-10) were isolated from mangrove endophytic fungus Trichoderma lentiforme ML-P8-2. The planar structures of compounds were elucidated via detailed 1D, 2D NMR, and HR-ESI-MS analysis. ECD spectra, optical rotation values calculation, and alkali hydrolysis were applied in the determination of the absolute configuration of the new compounds. In bioassays, 6 and 9 exhibited promising antifungal activities against Penicillium italicum, with an MIC value of 6.25 μM for both compounds. Moreover, 3 displayed moderate AChE inhibitory activity with an IC50 value of 20.6 ± 0.3 μM.

Chemical Composition, Market Survey, and Safety Assessment of Blue Lotus (Nymphaea caerulea Savigny) Extracts.

Blue lotus, also known as Nymphaea caerulea (Nymphaeaceae), is a water lily found globally in lakes and rivers. With its long history of use in Egyptian culture, blue lotus has been associated with spiritual rituals and health benefits. Nowadays, blue lotus is still consumed as a tea or tincture to induce relaxation and heightened spiritual awareness. In this study, six authentic N. caerulea extracts from trusted sources and eleven commercial products were analyzed using gas chromatography-mass spectrometry (GC-MS). Authentic blue lotus extracts were produced in industrial settings. Overall, the extracts were a mixture of aliphatic hydrocarbons, aromatic alcohols, fatty acids, phenyl derivatives, diterpenoids, phytosterols, and stigmastanes. Apomorphine and nuciferine, which are responsible for psychoactive effects of the blue lotus flower, were virtually absent from the authentic blue lotus extract. Although blue lotus has a long history of use, the safety data on the plant and its extracts is limited; however, together with the analytical data, the available information does not indicate major safety concerns for the topical application of authentic blue lotus flower concrete or absolute when diluted as a fragrance ingredient.

Novel Sulfone 2-Aminobenzimidazole Derivatives and Their Coordination Compounds: Contribution of the Ethyl and Phenyl Substituents on Non-Covalent Molecular Interactions; Biological Antiproliferative Activity

New sulfone 2-aminobenzimidazole derivatives were designed and synthesized. Their nickel(II), copper(II), zinc(II), cadmium(II) and mercury(II) compounds were obtained and fully characterized by spectroscopic and analytical techniques. Single crystal X-ray structural analysis was performed in order to study the relevant intra and inter non-covalent interactions, mainly H···π, lone pair···π, and π···π, highlighting the difference between the terminal ethyl and phenyl groups in such interactions. Dimeric and trimeric supramolecular syntons were found for some of these compounds. Additionally, their antiproliferative activity was investigated, finding that the copper(II) compounds with the sulfone phenyl derivative were the most active.

Pyrrolidinium Acetate (PyrrIL) as a Green and Recyclable Catalyst: Synthesis of 2-Phenyl Benzimidazoles and 2-Phenyl Benzothiazoles under Solvent-Free Conditions at Room Temperature

AbstractBenzimidazoles and benzothiazoles are a class of pharmacologically potential compounds, which exhibited antimicrobial, anticancer, and anti-inflammatory activities. These can be obtained by simple condensation of o-phenylenediamine or o-aminothiophenol with aromatic aldehydes. The synthetic protocol can be accomplished/improved by varying reaction parameters such as temperature, solvents, and catalysts. To develop such condensation reactions in a sustainable way, nontoxic solvents and eco- friendly catalysts are presently used. In this study, we proposed a novel and interesting strategy for obtaining diversely substituted 2-phenyl benzimidazole and 2-phenyl benzothiazole derivatives via a one-pot protocol, employing pyrrolidinium ionic liquid as a green and environmentally benign catalyst under solvent-free conditions at room temperature in an open atmosphere. The resulting products were obtained in good to excellent yields within a short reaction time (3–20 min). A plausible mechanism was also discussed.

Synthesis, structure characterization, DFT calculations, and computational anticancer activity investigations of 1-phenyl ethanol derivatives

1-Phenyl ethanol derivatives are well-known classes of drug molecules that play an important role as effective substitute analogs to anticancer and antiviral agents. In this work, phenylacetylene was selected as a simple alkyne in the presence of iron (II) phthalocyanine with NaBH4 as a catalyst. This reaction has been proven that it is a significantly efficient catalyzed conversion of terminal and internal alkynes to 1-phenyl ethanol derivatives as secondary alcohols followed by the addition and elimination mechanism. However, such drug design by compiling the redox reaction and its sequence essentially requires exact stoichiometry of iron phthalocyanine to alkynes. The products were characterized using flash column chromatography with an eluent ratio of PE: EA (5: 1 / V: V), gas chromatography, 1H, and 13C NMR spectroscopy. The potential of the synthesized compounds to bind to protein kinase B was investigated through molecular docking to dig out their probable anticancer activity. Compound 7 (1-(4-bromophenyl) ethan-1-ol) exhibited the highest binding potential. However, the binding potential of all the compounds was less than the standard parent compound. In addition, the density functional theory (DFT) studies of the compounds were also applied which revealed that compound 1 might have the highest chemical stability.