2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl 2-bromo­benzoate

In the title compound, C13H12BrN3O4, the dihedral angle between the benzene and imidazole rings is 30.6 (2)°. In the crystal, mol­ecules are linked into chains parallel to [001] by C—H⋯O hydrogen bonds. The crystal packing is further consolidated by π–π inter­actions [centroid–centroid distance = 3.482 (2) Å]

17β-Hy­droxy-17α-(hy­droxy­meth­yl)estr-4-en-3-one

The title compound, C19H28O3, the fungal-transformed metabolite of the steroid methyl­oestrenol contains four fused rings A, B, C and D. Ring A adopts a half-chair and the trans-fused rings B and C adopt chair confirmations; the five-membered D ring is folded like an envelope. In the crystal, adjacent mol­ecules are linked by O—H⋯Ocarbon­yl and O—H⋯Ohy­droxy hydrogen bonds into a layer structure

Synthesis, single crystal X-ray diffraction, Hirshfeld surface and biological activity of quinolone derivatives

Two new quinolone derivatives, 5-nitroquinolin-8-yl-3-bromobenzoate (1) and 5-nitroquinolin-8-yl-3-chlorobenzoate (2), were synthesized and their structures were elucidated using X-ray diffraction techniques. Both compounds crystallized in P21/n (monoclinic) space group having four independent molecules in asymmetric unit. The dihedral angle between benzene and planner quinoline rings in compounds 1 and 2 were found to be 117.7(2) and 117.4(2)ᵒ, respectively. No intermolecular hydrogen bonding was observed in compound 1. However, C-H···O intermolecular interaction was found to connect the molecules in crystal lattice of compound 2. Hirshfeld surfaces analysis was performed to evaluate the directions, and strength of interactions of molecules of compounds and 1 and 2 with neighbouring molecules, and the major contribution in the crystal packing was due to O-H (1, 24.6% and 2, 25.1%) interactions. The synthesized quinoline derivatives were found as potent anti-bacterial agents against E. coli reference (ATCC25922 and ATCC 35218) and multi-drug resistant strains (M2 and M3) with 91.42 to 94.72% inhibition. Both compounds 1 and 2 showed weak antileishmanial activity against L. Major promastigotes in vitro with IC50 values 73.2±3.1 and 72.2±2.3 mg/mL, respectively, and also found as cytotoxic in nature against 3T3 fibroblast cell line

3-Amino-N′-(2-oxoindolin-3-yl­idene)benzohydrazide

The title compound, C15H12N4O2, contains two substituted benzohydrazide and indole rings linked via a C=N double bond. The dihedral angle between the benzene ring and the indole ring system is 11.38 (10)°. The mol­ecular structure is stabilized by an intra­molecular N—H⋯O hydrogen bond, forming a six-membered ring. The crystal structure is consolidated by inter­molecular N—H⋯O and C—H⋯O inter­actions, which result in sheets

2-Azido-1-(4-methyl­phen­yl)ethanone

In the mol­ecule of the title compound, C9H9N3O, the angle formed by the least-squares line through the azide group with the normal to the plane of the benzene plane ring is 46.62 (16)°. The crystal structure features C—H⋯O hydrogen bonds, which link the mol­ecules into zigzag chains running parallel to [010]

2-Azido-1-(4-nitro­phen­yl)ethanone

In the title compound, C8H6N4O3, the ketone [C—C(=O)—C] and nitro groups are tilted with respect to the benzene ring by 18.92 (6) and 24.11 (15)°, respectively. In the crystal, mol­ecules are linked into inter­woven chains running parallel to the [100] direction by C—H⋯N hydrogen bonds and weak π–π stacking inter­actions, with centroid–centroid separations of 3.897 (3) Å

5,5-Dimethyl-2,2-bis­(pyridin-2-yl)-1,3-diazinane

In the mol­ecule of the title compound, C16H20N4, the 1,3-diazinane ring adopts a chair conformation and the dihedral angle formed by the pyridine rings is 78.64 (8)°. The mol­ecular conformation is stabilized by an intra­molecular C—H⋯N hydrogen bond, forming an S(6) ring motif. In the crystal, centrosymmetrically related mol­ecules are linked into dimers by pairs of N—H⋯N hydrogen bonds, generating rings of R 2 2(10) graph-set motif

tert-Butyl 2-[4-(2-{4-[(tert-butoxycar­bonyl)methoxy]-3-methylphenyl}-2-propyl)-2-methylphenoxy]acetate

In the mol­ecule of the title compound, C29H40O6, the carbon atom belonging to the propyl chain is connected to two aromatic rings that open up the Car­yl—C—Car­yl angle to 111.5 (1)°. The four-atom –O–CH2–C(=O)–O– linkage between the aromatic ring and the tert-butyl group assumes a (−)anti-periplanar conformation for one substituent and a (−)syn-periplanar conformation for the other substituent; the O–C–C–O torsion angles are −173.7 (2) and −10.2 (3)°

Di-tert-butyl 2,2′-[9H-fluorene-9,9-diylbis(p-phenyl­ene­oxy)]diacetate

In the title mol­ecule, C37H38O6, the non-fused C atom belonging to the five-membered ring of the fluorene system is connected to two p-phenyl­ene rings, the rings opening up the Car­yl–C—Car­yl angle to 113.1 (1)°. The four-atom –O–CH2–C(=O)–O– chain between the p-phenyl­ene ring and the tert-butyl group assumes a more regular W-shaped conformation for one substituent [O—C—C—C torsion angle = 171.9 (2)°] but a less regular W-shaped conformation for the other [torsion angle = 147.4 (2)°]

In vitro antifungal, anti-inflammatory and cytotoxic activities of Rumex abyssinicus rhizome extract and bioassay-guided isolation of cytotoxic compounds from Rumex abyssinicus

  ABSTRACT. Rumex abyssinicus showed strong cytotoxicity against HeLa cells (IC50 = 22.25 μg/mL) and weak cytotoxicity against PC3 and BJ cells with percent inhibition of 58.6, 25.8 and 29.7% at 30.0 μg/mL. It showed moderate antifungal activity against Aspergillus niger with a percent growth inhibition of 55.5% at 3000 µg/mL. It also strongly inhibited oxidative burst with IC50 value of 24.8 μg/mL. DCM (100%) and DCM: EtOAc (1:1) fractions showed strong cytotoxicity against HeLa cells, whilst pet ether: DCM (1:1) fraction showed strong cytotoxicity against PC3 cells with IC50 values of 29.3, 26.3 and 24.3 μg/mL, respectively. Moreover, the DCM: EtOAc (1:1) fraction inhibited ROS production with IC50 value of 18.8 μg/mL. Cytotoxic fractions afforded chrysophanol (1), physicon (2), emodin (3), citreorosein (4) and β-sitosterol (5). Among the isolated compounds, emodin (3) showed strong cytotoxicity against HeLa cells, whilst chrysphanol (1) and physicon (2) showed strong cytotoxicity against PC3 cells with IC50 values of 8.94, 22.5, and 28.5 µM, respectively. In addition, emodin (3) and citreorosein (4) showed strong inhibition against ROS production with an IC50 value of 16.2 and 38.2 μg/mL. The findings of this study suggest R. abyssinicus as a good candidate for cancer and inflammation management.     KEY WORDS: Polygonaceae, Rumex abyssinicu Jacq., Cytotoxic, Antifungal, Anti-Inflammatory, Reactive oxygen species   Bull. Chem. Soc. Ethiop. 2022, 36(4), 879-892.                                                               DOI: https://dx.doi.org/10.4314/bcse.v36i4.13                                                     &nbsp