Discovery and Chemical Exploration of Spiro[Benzofuran-3,3'-Pyrroles] Derivatives as Innovative FLT3 Inhibitors for Targeting Acute Myeloid Leukemia.

Aims: This study aimed at the synthesis of several spiro[benzofuran-3,3'-pyrroles] derivatives by a three-component reaction conducted by mixing DMAD, N-bridgehead het-erocycles, and benzofuran-2,3-diones in dichloromethane at room temperature for 24 h. Moreover, in vitro evaluation of their cytotoxicity affinities against FMS-like tyrosine kinase 3 was carried out.

Objectives: The objective of this study was to use a one-pot, three-component reaction to synthesize a novel set of spiro[benzofuran-3,3'-pyrroles] derivatives.

Synthesis, crystal structure, Hirshfeld surface analysis, and DFT calculation of 4-(5-(((1-(3,4,5-trimethoxyphenyl)-1-1,2,3-triazol-4-yl)methyl)thio)-4-phenyl-4-1,2,4-triazol-3-yl)pyridine.

Triazole is considered as a privileged scaffold in medicinal chemistry by virtue of it is diverse biological activity. several drugs currently in the market possess triazole moiety. In this study click chemistry was performed on the pyridine based 1,2,4-triazole-tethered propargyl moiety to afford 4-(5-(((1-(3,4,5-trimethoxyphenyl)-1-1,2,3-triazol-4-yl)methyl)thio)-4-phenyl-4-1,2,4-triazol-3-yl)pyridine The new compound was fully characterized by H NMR, C NMR, HRMS and X-ray diffraction (XRD).

Novel hybrid motifs of 4-nitroimidazole-piperazinyl tagged 1,2,3-triazoles: Synthesis, crystal structure, anticancer evaluations, and molecular docking study.

4-((4-(1-benzyl-2-methyl-4-nitro-1-imidazole-5-yl)piperazine-1-yl)methyl)-1-substituted-1-1,2,3-triazole motifs are designed and synthesized click chemistry. The reaction of 1-(-benzyl- 2-methyl-4-nitro-1-imidazole- 5-yl)-4-(prop-2-yn-1-yl) piperazine as new scaffold with diverse primary azides to selectively produce 1,4-disubstituted-1,2,3-triazoles ---. Physicochemical methods: when H NMR, C NMR, and HRMS are utilized to fully characterize all synthesized compounds.

Divergent Protocol for the Synthesis of Isoquinolino[1,2-]quinazolinone and Isoquinolino[2,1-]quinazolinone Derivatives.

The development of robust and step-economic strategies to access structurally diverse drug-like compound collections remains a challenge. A distinct structural option that constitutes the core scaffold of many biologically significant molecules is the quinazolinone ring system. Several members of this family of privileged substructures have gained attention due to their diverse biological activities.

Blue Light-Driven [4+2]-Cycloaddition: Diastereoselective Synthesis of Chromeno[4,3-]quinoline and Chromeno[4,3-][1,8]naphthyridine Scaffolds.

A one-pot, metal-free, light-driven [4+2]-cycloaddition reaction is described by accessing a diverse collection of chromeno[4,3-]quinoline and chromeno[4,3-][1,8]naphthyridine scaffolds in a diastereoselective manner. This process delivered stereoisomers, which were challenging to produce by an inverse-demand Diels-Alder reaction. The tetracyclic products were provided in good yields, promoted by rose bengal and blue light in a single operation.

8-Amino-7-(aryl/hetaryl)fluoroquinolones. An emerging set of synthetic antibacterial agents.

This study reports the synthesis of seven new 8-amino-7-(aryl/hetaryl)fluoroquinolones and their antibacterial activity against 10 bacteria associated with microbial infections and foodborne illnesses. These fluoroquinolones are prepared the reactions of selected aryl(hetaryl)boronic acids with ethyl-7chloro-6-fluoro-8-nitroquinolone-3-carboxylate, under Suzuki-Miyaura cross-coupling conditions. Nitro group reduction of the latter resulted in the corresponding 8-aminoquinolone-3-esters which upon hydrolysis formed the respective 8-amino-7-(aryl/hetaryl)-quinolone-3-carboxylic acids.

Nitroimidazoles Part 10. Synthesis, crystal structure, molecular docking, and anticancer evaluation of 4-nitroimidazole derivatives combined with piperazine moiety.

Piperazine-tagged imidazole derivatives (symmetrical di-substituted piperazine) and - were synthesized through the combination of 4-nitroimidazole derivatives with piperazine moiety. The structural characterization was done by different physical and spectral techniques like NMR (H and C) and mass spectrometry. The constituency of compound was confirmed by X-ray structural analyses.

Stereoselective Late-Stage Transformations of Indolo[2,3-]quinolizines Skeleta to Nature-Inspired Scaffolds.

The indolo[2,3-]quinolizines, canthines, and arborescidines natural products exhibit a wide range of bioactivities including anticancer, antiviral, antibacterial, and anti-inflammatory, among others. Therefore, the development of modular and efficient strategies to access the core scaffolds of these classes of natural products is a remarkable achievement. The Complexity-to-Diversity (CtD) strategy has become a powerful tool that transforms natural products into skeletal and stereochemical diversity.

Divergent Strategy for Diastereocontrolled Synthesis of Small- and Medium-Ring Architectures.

Nitrogen and oxygen medium rings, in particular nine-membered rings, epitomize a unique area of chemical space that occurs in many natural products and biologically appealing compounds. The scarcity of 8- to 12-membered rings among clinically approved drugs is indicative of the difficulties associated with their synthesis, principally owing to the unfavorable entropy and transannular strain. We report here a scandium triflate-catalyzed reaction that allows for a modular access to a diverse collection of nine-membered ring heterocycles in a one-pot cascade and with complete diastereocontrol.

Synthesis, Characterization and Biological Evaluation of Metal Adamantyl 2-Pyridylhydrazone Complexes.

Four new complexes derived from adamantly containing hydrazone () ligand with Cu(II) (), Co(II) (), Ni(II) () and Zn(II) (), have been synthesized and characterized using different physicochemical methods. The structure of the ligand and its copper complex have been established by single-crystal X-ray diffraction direct methods, which reveal that complex has distorted square-pyramidal geometry. Complexes - are screened against seven human cancer cell lines namely, breast cancer cell lines (MCF7, T47D, MDA-MB-231), prostate cancer cell lines (PC3, DU145) and the colorectal cancer cell line Coco-2, for their antiproliferative activities.

Sequencing [4 + 1]-Cycloaddition and Aza-Michael Addition Reactions: A Diastereoselective Cascade for the Rapid Access of Pyrido[2',1':2,3]/Thiazolo[2',3':2,3]imidazo[1,5-]quinolone Scaffolds as Potential Antibacterial and Anticancer Motifs.

The design and synthesis of a quality compound library containing a small number of skeletally diverse scaffolds, whose members rapidly deliver new chemical probes active against multiple phenotypes, is paramount in drug discovery. In this context, an efficient one-pot strategy for the synthesis of a mini library of sp-enriched hexahydropyrido[2',1':2,3]imidazo[1,5-]quinolinium and hexahydrothiazolo[2',3':2,3]imidazo[1,5-]quinolinium architectures, is described. This new one-pot method features a combination of Sc(OTf)-catalyzed [4 + 1]-cycloaddition with aza-Michael addition reactions.

One-Pot Synthesis of Diverse Collections of Benzoxazepine and Indolopyrazine Fused to Heterocyclic Systems.

The development of efficient and modular synthetic methods for the synthesis of diverse collection of privileged substructures needed for a drug design and discovery campaign is highly desirable. Benzoxazepine and indolopyrazine ring systems form the core structures of distinct members of biologically significant molecules. Several members of these families have gained attention due to their broad biological activities, which depend on the type of ring-fusion and peripheral substitution patterns.

Multidirectional desymmetrization of pluripotent building block en route to diastereoselective synthesis of complex nature-inspired scaffolds.

Octahydroindolo[2,3-a]quinolizine ring system forms the basic framework comprised of more than 2000 distinct family members of natural products. Despite the potential applications of this privileged substructure in drug discovery, efficient, atom-economic and modular strategies for its assembly, is underdeveloped. Here we show a one-step build/couple/pair strategy that uniquely allows access to diverse octahydroindolo[2,3-a]quinolizine scaffolds with more than three contiguous chiral centers and broad distribution of molecular shapes via desymmetrization of the oxidative-dearomatization products of phenols.

Synthesis, Characterization, Crystal Structure, and DFT Study of a New Square Planar Cu(II) Complex Containing Bulky Adamantane Ligand.

A copper complex with square planar geometry, [(L)CuBr₂] (), (L = -(furan-2-ylmethylene)adamantne-1-carbohydrazide) has been synthesized and characterized by Fourier transfer infrared (FTIR) spectroscopy, elemental analysis, mass spectrometry, and single crystal X-ray diffraction. The crystal of is solved as monoclinic, space group P2₁/m with unit cell parameters: = 10.8030(8), = 6.

Diaryldichalcogenide radical cations.

One-electron oxidation of two series of diaryldichalcogenides (CFE) () and (2,6-MesCHE) () was studied (E = S, Se, Te). The reaction of and with AsF and SbF gave rise to the formation of thermally unstable radical cations [(CFS)]˙ () and [(CFSe)]˙ () that were isolated as [SbF] and [AsF] salts, respectively. The reaction of with AsF afforded only the product of a Te-C bond cleavage, namely the previously known dication [Te] that was isolated as [AsF] salt.

Three new seco-ursadiene triterpenoids from Salvia syriaca.

Three new seco-ursadiene triterpenoids 1-3 together with 11 known compounds were isolated from Salvia syriaca of Jordanian origin. The compounds were identified by using NMR spectroscopy including extensive 2D NMR experiments and mass spectrometry. The structure of compound 3 was confirmed by X-ray crystallography, and the information thus obtained was used to confirm the stereochemistry of compounds 1 and 2.

Halogenated benzene cation radicals.

The halogenated benzenes C(6)HF(5), 2,4,6-C(6)H(3)F(3), 2,3,5,6-C(6)H(2)F(4), C(6)F(6), C(6)Cl(6), C(6)Br(6), and C(6)I(6) were converted into their corresponding cation radicals by using various strong oxidants. The cation-radical salts were isolated and characterized by electron paramagnetic resonance (EPR) spectroscopy and by single-crystal X-ray diffraction. The thermal stability of the cation radicals increased with decreasing hydrogen content.

trans-Dichlorido(2,2-dimethyl-propane-1,3-diamine)-bis-(triphenyl-phosphane)ruthenium(II).

In the title compound, [RuCl(2)(C(5)H(14)N(2))(C(18)H(15)P)(2)], the Ru(II) atom is six-coordinated, forming a slightly distorted octa-hedral geometry, with two chloride ions in an axial arrangement, and two P atoms of two triphenyl-phosphane and two chelating N atoms of the bidentate 2,2-dimethyl-propane-1,3-diamine ligand located in the equatorial plane. The average Ru-P, Ru-N and Ru-Cl bond lengths are 2.325 (18), 2.

4-(4-Chloro-phen-yl)-1-(2-hydr-oxy-2,2-di-phenyl-acet-yl)thio-semicarbazide.

The asymmetric unit of the title compound, C(21)H(18)ClN(3)O(2)S, contains two mol-ecules in which the bond lengths and angles are almost identical. Intra-molecular N-H⋯S hydrogen bonds result in the formation of two five-membered rings. In the crystal structure, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into centrosymmetric dimers; these dimers are linked via inter-molecular O-H⋯S hydrogen bonds, leading to infinite corrugated layers parallel to the bc plane through R(2) (2)(16) ring motifs.

A new eudesmane type sesquiterpene from Inula viscosa.

Investigation of Inula viscosa of Jordanian origin afforded the new sesquiterpene 1beta-hydroxyilicic acid in addition to the known 2beta-hydroxyilicic acid.

The chemical constituents of Capparis spinosa of Jordanian origin.

Investigation of Capparis spinosa of Jordanian origin lead to isolation of two new compounds beta-sitosterylglucoside-6'-octadecanoate (1) and 3-methyl-2-butenyl-beta-glucoside (2). Linked Scan MS measurements were used to propose a mass fragmentation pattern for the alkaloid Cadabicine isolated here for the second time from nature.