Search

In this work new dicarboxylate-Cu based MOF materials were synthesized and characterized. The prepared MOF materials exhibit good electrochemical properties as modifier for carbon paste electrodes. • Dicarboxylate-Cu based metal organic framework materials were synthesized. • Characterization of new MOFs by of CHN, FT-IR, SEM, XRD, TGA analysis, BET and EIS. • Newly synthesized MOFs offer an excellent potential as electrode modifier. This work describes the synthesis and characterization of benzylimidazole (Bim) and piperazine (P) based metal organic framework (MOF) materials with two different linkers of adipic acid (A) and terephthalic acid (T) namely: ABim-Cu-MOF, TBim-Cu-MOF, AP-Cu-MOF, and TP-Cu-MOF. The physical and chemical characterization of these MOF materials were studied by elemental analysis (CHN), Fourier-transform infrared spectrometry (FT-IR), powder x-ray diffraction (PXRD), BET surface area and thermogravimetric analyses. The synthesized MOF materials were used as a modifier for carbon paste electrode to study its electrochemical behaviour towards ferricyanide. The electrochemical characterization revealed that the newly synthesized MOFs offer an excellent potential as electrode modifier for the redox reaction of ferricyanide. The reaction was reversible and diffusion controlled with the calculated diffusion coefficient values in the range of (4.86 × 10−5–2.66 × 10−5 cm2 s−1). [ABSTRACT FROM AUTHOR]

• Synthesis and characterization of two bis(imidazole) derivatives. • A comparative study of chemical structure of two bis(imidazole) derivatives. • Study the methyl group effect on spectra data and thermal behavior. • Study of the methyl group effect on the crystal structure parameters. Two bis(imidazole) derivatives, 1,4-di(1H-imidazol-1-yl) butane dihydrate (DImB·2H 2 O) and 1,4-di(1H-2-methylimidazol-1-yl) butane tetrahydrate (DMImB·4H 2 O were synthesized. The crystallization was performed from an aqueous ethanol by slow evaporation technique. X-ray crystallography was used to confirm the molecular structures of both crystals. The results from crystal structure analysis displayed that DImB·2H 2 O was crystallized in the orthorhombic crystal system and Pbca space group with a = 14.7805(4) Å, b = 5.22600(10) Å, and c = 15.6110(4) Å. The molecule lies in the center of inversion, making the asymmetric unit consist of half of the parent molecule with one unit of the water molecule, whereas DMImB·4H 2 O displayed the triclinic crystal system and R-3 space group with a = 21.526(3) Å, b = 21.526(3) Å, and c = 9.3333(12) Å. The molecule lies on a center of inversion, making the asymmetric molecules consist of half of the parent molecule with two units of the water molecules. The effect of replacing hydrogen atoms at C2 of two imidazole rings with the methyl groups on spectroscopic properties was investigated using FTIR, MS, 1H, and 13C NMR. The infrared spectrum demonstrated the presence of water molecules in DMImB·4H 2 O, which showed a more intense O‒H group peak than DImB·2H 2 O. The effect of methyl groups was studied on the chemical shifts, multiplicity, and coupling constants of hydrogen atoms, and carbon chemical shifts of imidazole rings. Mass spectra of both compounds showed [M+Na]+ and [2M+Na]+ in positive ion mode (ESI+). In addition, the thermal phase transitions and thermal stability of the bis(imidazole) derivatives were studied using the DSC and TGA/DTG. The crystalline structures of DImB and DMImB recorded and the methyl effect was investigated on the size of molecules, arrangement of molecules in the crystal lattice, lattice planes, solvent void, length, angle, and torsion. [Display omitted] [ABSTRACT FROM AUTHOR]

The crystallographic structures of 12 palladium xanthates, Pd(S2COR)2 (R = alkyl) show a uniform adoption of square-planar PdS4 geometries. Supramolecular aggregation in 1 (R = Me), 2 (Et) and 3 (n-Pr) is based on secondary Pd…S interactions, which are “turned off” when the bulk of R increases. In 4 (i-Pr), C–H…S hydrogen bonding is present. In each of 2–4, C–H…π(PdS2C) interactions are incorporated within the architecture, stabilised by Pd…S secondary- or C–H…S hydrogen-bonding. In 5–12 (R = n-Bu, i-Bu, n-Pent, i-Pent, neoPent, n-Hex, i-Hex, neoHex), varying numbers of stand-alone C–H…π(PdS2C) interactions involving different hydrogen donors uniformly stabilise supramolecular chains in their crystal structures. In order to determine the relative importance of the various intermolecular interactions and packing effects, a computational study using dispersion-corrected density-functional theory was performed on 3 (R = n-Pr). The results showed that the most significant contributors to the stability of the crystal structure are Pd…S interactions followed closely by C–H…π(PdS2C) interactions. Two non-specific hydrophobic interactions also contribute to the overall packing to a lesser extent. The utility of Pd(S2COR)2 to function as synthetic precursors for PdS nanoparticles and thin films was also investigated. Aerosol-assisted-CVD on representative examples generated PdS films with either matted, needle-like or granular morphologies depending on temperature and substrate. Solvothermal (ethylene glycol) decomposition generated sulphur-rich PdS nanoparticles with diameters 120 nm (7 and 10)–400 nm (8). When dodecanethiol was employed as a capping agent, PdS1.75 nanoparticles ＜10 nm were generated from 1. [ABSTRACT FROM AUTHOR]

Crystallization of Cd[S2CN(iPr)CH2CH2OH]2 from ethanol yields the coordination polymer [{Cd[S2CN(iPr) CH2CH2OH]2}·EtOH]∞(1) within 3 h. When the solution is allowed to stand for another hour, the needles begin to dissolve and prisms emerge of the supramolecular isomer (SI), binuclear {Cd[S2CN(iPr)CH2CH2OH]2}2·2EtOH (2). These have been fully characterized spectroscopically and by X-ray crystallography. Polymeric 1 has 2-fold symmetry and features dithiocarbamate ligands coordinating two octahedral Cd atoms in a μ2k2-tridentate mode. Binuclear 2 is centrosymmetric with two ligands being μ2k2-tridentate as for 1 but the other two being k2-chelating leading to square pyramidal geometries. The conversion of the kinetic crystallization product, 1, to thermodynamic 2 is irreversible but transformations mediated by recrystallization (ethanol and acetonitrile) to related literature SI species, namely coordination polymer [{Cd[S2CN(iPr) CH2CH2OH]2}3·MeCN] and binuclear {Cd[S2CN(iPr)CH2CH 2 OH] 2}2·2H2O·2MeCN, are demonstrated, some of which are reversible. Three other crystallization outcomes are described whereby crystal structures were obtained for the 1:2 co-crystal {Cd[S2CN(iPr)CH2CH2OH]2}2:2[3-(propan- 2-yl)-1,3-oxazolidine-2-thione] (3), the salt co-crystal [iPr NH2(CH2CH2OH)] 4 [SO4] 2{Cd[S2CN(iPr)CH2CH2OH]2}2 (4) and the salt [iPrNH2(CH2CH2OH)]{Cd[S2CN(iPr)CH2CH2OH] 3} (5). These arise as a result of decomposition/oxidation of the dithiocarbamate ligands. In each of 3 and 4 the binuclear {Cd[S2CN(iPr)CH2CH2OH]2}2 SI, as in 2, is observed strongly suggesting a thermodynamic preference for this form. [ABSTRACT FROM AUTHOR]

The common feature of the title compounds, [Zn(C5H10NO2S2)2(C10H8N2)]-- 2H2O, (I), and [Zn(C6H12NOS2)2(C10H8N2)], (II), is the location of the Znn atoms on a twofold rotation axis. Further, each ZnII atom is chelated by two symmetry-equivalent and symmetrically coordinating dithiocarbamate ligands and a 2,20-bipyridine ligand. The resulting N2S4 coordination geometry is based on a highly distorted octahedron in each case. In the molecular packing of (I), supramolecular ladders mediated by O--H···O hydrogen bonding are found whereby the uprights are defined by {···HO(water)···HO(hydroxy)···}n chains parallel to the a axis and with the rungs defined by 'Zn[S2CN(CH2CH2)2]2'. The water molecules connect the ladders into a supramolecular layer parallel to the ab plane via water-O--H···S and pyridyl-C--H···O(water) interactions, with the connections between layers being of the type pyridyl-C--H···S. In (II), supramolecular layers parallel to the ab plane are sustained by hydroxy-O -- H···S hydrogen bonds with connections between layers being of the type pyridyl-C--H···S. [ABSTRACT FROM AUTHOR]

The title compound, [Cd(C6H12NOS2)2(C4H10N2)], features a distorted squarepyramidal coordination geometry about the central Cdn atom. The dithiocarbamate ligands are chelating, forming similar Cd--S bond lengths and define the approximate basal plane. One of the N atoms of the piperazine molecule, which adopts a chair conformation, occupies the apical site. In the crystal, supramolecular layers propagating in the ac plane are formed via hydroxy-O -- H···O(hydroxy), hydroxy-O--H···N(terminal-piperazine) and coordinatedpiperazine- N--H···O(hydroxy) hydrogen bonds; the layers also feature methine-C--H···S interactions and S···S [3.3714 (10)Å] short contacts. The layers stack along the b-axis direction with very weak terminal-piperazine-N -- H···O(hydroxy) interactions between them. An evaluation of the Hirshfeld surfaces confirms the importance of intermolecular interactions involving oxygen and sulfur atoms. [ABSTRACT FROM AUTHOR]

The title 2:1 co-crystal, 2C7H5NO4⋅C14H14N4O2, in which the complete diamide molecule is generated by crystallographic inversion symmetry, features a three-molecule aggregate sustained by hydroxyl-O--H⋯N(pyridyl) hydrogen bonds. The p-nitrobenzoic acid molecule is non-planar, exhibiting twists of both the carboxylic acid and nitro groups, which form dihedral angles of 10.16 (9) and 4.24 (4)°, respectively, with the benzene ring. The diamide molecule has a conformation approximating to a Z shape, with the pyridyl rings lying to either side of the central, almost planar diamide residue (r.m.s. deviation of the eight atoms being 0.025 Å), and forming dihedral angles of 77.22 (6)° with it. In the crystal, three-molecule aggregates are linked into a linear supramolecular ladder sustained by amide-N--H⋯O(nitro) hydrogen bonds and orientated along [104]. The ladders are connected into a double layer via pyridyl- and benzene-C--H⋯O(amide) interactions, which, in turn, are connected into a three-dimensional architecture via it-it stacking interactions between pyridyl and benzene rings [inter-centroid distance = 3.6947 (8) Å]. An evaluation of the Hirshfeld surfaces confirm the importance of intermolecular interactions involving oxygen atoms as well as the it-it interactions. [ABSTRACT FROM AUTHOR]

Evidence for C-H...π(CuCl...HNCS) interactions, i.e. C-H...π(quasichelate ring) where a six-membered quasi-chelate ring is closed by an N-H...Cl hydrogen bond, is presented based on crystal structure analyses of (Ph3P)2Cu[ROC(=S)N(H)Ph]Cl. Similar intramolecular interactions are identified in related literature structures. Calculations suggest that the energy of attraction provided by such interactions approximates 3.5 kcal mol-1. [ABSTRACT FROM AUTHOR]

The article discusses the crystal structure of 3-(propan-2-yl)-1,3-oxazolidine-2-thione, whose chemical formulae is C6H11NOS. Topics discussed include its physical properties, chemical formula, chemical structure, and its atomic coordinates and displacement parameters. It is noted that functionalised dithiocarbamate ligands offer opportunities in crystal engineering.

The article discusses the crystal structure of tris[N,N-bis(2-hydroxyethyl)-dithiocarbamato-κ2S,S']-chromium(III), whose chemical formulae is C15H30CrN3O6S6. Topics discussed, include its physical properties, chemical formula, chemical structure, and its atomic coordinates and displacement parameters.

The crystal and molecular structures of two homoleptic morpholine-derived dithiocarbamates of zinc, binuclear {Zn[S2CN(CH2CH2)2O)2]2}2 (1), and cadmium, one-dimensional coordination polymer {Cd[S2CN(CH2CH2)2O)2]2}2 (2), are described. In 1, a centrosymmetric binuclear molecule is found as there are equal numbers of chelating and bidentate bridging dithiocarbamate ligands; weak transannular Zn···S interactions are found within the resultant eight-membered {···SCSZn}2 ring which has the form of a chair. The resultant 4+1 S5 donor set is highly distorted with the geometry tending towards a square-pyramid. By contrast, a square-planar geometry is found in centrosymmetric 2 defined by symmetrically chelating dithiocarbamate ligands. The presence of Cd···S secondary bonding in the crystal of 2 leads to a distorted 4+2 S6 octahedron and a linear coordination polymer, which is unprecedented in the structural chemistry of cadmium dithiocarbamates. The analyses of the Hirshfeld surfaces for 1 and 2 show the dominance of H···H, S···H/H···S and O···H/H···O contacts to the surface, i.e. contributing around 90 and 80%, respectively. [ABSTRACT FROM AUTHOR]

The Ni atom in the crystal structure of the title compound, [Ni(C5H5N)2(C16H10BrN4O3)2]·2C5H5N, lies on a special position of site symmetry 2 in an all- cis octa­hedral geometry. [ABSTRACT FROM AUTHOR]

The Zn atom in the title compound, [Zn(C14H6BrO3)2(C5H5N)2], lies on a centre of inversion. It is chelated by the bromo-substituted hydroxy­anthro­quinone mol­ecule and is coordinated by the pyridine mol­ecules in an all- trans octahedral geometry. [ABSTRACT FROM AUTHOR]

In the title mol­ecule, C14H10BrN3OS, the indole moiety is twisted by 36.0 (2)° with respect to the disordered thienyl group and the nitro­gen-bound H atoms interact with the amide O atoms of symmetry-related mol­ecules, resulting in an N—H·O hydrogen-bonded layer structure. [ABSTRACT FROM AUTHOR]

In the title structure, C14H10N4O2, the pyridyl ring is twisted with respect to the central —C(=O)—NH—N= fragment by 17.7 (1)°, whereas the indole fused-ring system is almost coplanar with this fragment. Molecules are linked into a linear chain motif by N—H·O hydrogen bonds. [ABSTRACT FROM AUTHOR]

Molecules of the title compound, C16H16N2O3S, are linked by N—H·S hydrogen bonds to form centrosymmetric dimers [N·S = 3.4501 (13) Å]. The N′-phenyl and N-phenyl rings are twisted by 52.7 (1) and 23.3 (1)°, respectively, from the essentially planar —NHC(=S)NC(=O)— moiety. [ABSTRACT FROM AUTHOR]

Abstract A phytochemical investigation of the stem barks of the Malaysian Croton oblongus Burm.f. (Syn. Croton laevifolius Blume) (Euphorbiaceae) yielded seven previously undescribed ent-neo- clerodane diterpenoids, laevifins A - G and the known crovatin (3). Structures were established by a combination of spectroscopic methods including HRESIMS, NMR spectroscopy and X-ray crystallography. The absolute configuration of crovatin and laevifins A-G was established by comparison of experimental ECD and theoretical TDDFT ECD calculated spectra. This is the first report on the occurrence of the sesquiterpenoid cryptomeridiol in a Croton species. In vitro cytotoxicity assays on laevifins A, B and G showed moderate activities against the MCF-7 cancer cell line (IC 50 102, 115 and 106 μ M, respectively) while β -amyrin and acetyl aleuritolic acid showed good anti-inflammatory activity on the LPS-induced NF-κB translocation inhibition in RAW 264.7 cells assay with IC 50 values of 23.5 and 35.4 μ g/mL, respectively. Graphical abstract Seven previously undescribed ent-neo- clerodane diterpenoids (1 , 2 , 4 - 8) were isolated from Croton oblongus Burm.f. Image 1 Highlights • The stem barks of Malaysian Croton oblongus Burm.f. (Euphorbiaceae) was investigated. • Seven previously undescribed ent-neo- clerodane diterpenoids, laevifins A - G were isolated. • The absolute configurations were determined using Electronic Circular Dichroism. • This is the first occurrence of the sesquiterpenoid cryptomeridiol in Croton. [ABSTRACT FROM AUTHOR]

The full molecule of the binuclear title compound, [Cd2Cl2(C6H8O4)(C6H8N2)2- (H2O)2], is generated by the application of a centre of inversion located at the middle of the central CH2--CH2 bond of the adipate dianion; the latter chelates a CdII atom at each end. Along with two carboxylate-O atoms, the CdII ion is coordinated by the two N atoms of the chelating benzene-1,2-diamine ligand, a Cl- anion and an aqua ligand to define a distorted octahedral CdClN2O3 coordination geometry with the monodentate ligands being mutually cis. The disparity in the Cd--N bond lengths is related to the relative trans effect exerted by the Cd--O bonds formed by the carboxylate-O and aqua-O atoms. The packing features water-O--H ... O(carboxylate) and benzene-1,2-diamine-N--H ... Cl hydrogen bonds, leading to layers that stack along the a-axis direction. The lack of directional interactions between the layers is confirmed by a Hirshfeld surface analysis. [ABSTRACT FROM AUTHOR]

In the title structure, C16H12N4O3·0.5H2O, the uncoordinated water mol­ecule lies on a special position of site symmetry 2; O—H⋯O and N—H⋯O hydrogen bonds link the water and organic mol­ecules into a layer structure. [ABSTRACT FROM AUTHOR]

The amine N atom of the isatin portion of the title compound (systematic name: 2-oxo-2,3-dihydro-1 H-indole-3-carbaldehyde benzoylhydrazone), C15H11N3O2, forms a hydrogen bond with the amide O atom of the benzoyl­hydrazone portion of a symmetry-related mol­ecule, giving rise to a hydrogen-bonded chain structure that propagates by a glide plane along the c axis of the monoclinic unit cell. [ABSTRACT FROM AUTHOR]

The amine N atom of the isatin portion of the title compound (systematic name: 2-oxo-2,3-dihydro-1 H-indole-3-carbaldehyde benzoylhydrazone), C15H11N3O2, forms a hydrogen bond with the amide O atom of the benzoyl­hydrazone portion of a symmetry-related mol­ecule to give rise to a hydrogen-bonded chain structure that propagates by a twofold screw axis along the a axis of the ortho­rhom­bic unit cell. [ABSTRACT FROM AUTHOR]

The asymmetric unit of the title salt, C14H16N4O22+.2C9H5O6-, comprises half a dication, being located about a centre of inversion, and one anion, in a general position. The central C4N2O2 group of atoms in the dication are almost planar (r.m.s. deviation = 0.009 Å), and the carbonyl groups lie in an anti disposition to enable the formation of intramolecular amide-N--H···O(carbonyl) hydrogen bonds. To a first approximation, the pyridinium and amide N atoms lie to the same side of the molecule [Npy--C--C--Namide torsion angle = 34.8 (2)°], and the anti pyridinium rings are approximately perpendicular to the central part of the molecule [dihedral angle = 68.21 (8)°]. In the anion, one carboxylate group is almost coplanar with the ring to which it is connected [Cben--Cben--Cq--O torsion angle = 2.0 (3)°], whereas the other carboxylate and carboxylic acid groups are twisted out of the plane [torsion angles = 16.4 (3) and 15.3 (3)°, respectively]. In the crystal, anions assemble into layers parallel to (104) via hydroxy-O--H···O(carbonyl) and charge-assisted hydroxy-O -- H···O(carboxylate) hydrogen bonds. The dications are linked into supramolecular tapes by amide-N--H···O(amide) hydrogen bonds, and thread through the voids in the anionic layers, being connected by charge-assisted pyridinium-N--O(carboxylate) hydrogen bonds, so that a three-dimensional architecture ensues. An analysis of the Hirshfeld surface points to the importance of O--H···O hydrogen bonding in the crystal structure. [ABSTRACT FROM AUTHOR]

• A series of fused quinazoline-quinazolinone derivatives were synthesized through cyclization of amino-quinazolinone and aldehyde, achieving high yields. • Compound 3b demonstrated potent antiproliferative activity against H1975 non-small cell lung cancer (NSCLC) cells, with an IC 50 value of 15.9 ± 1.2 μM. • Compound 3b effectively inhibited EGFR and PI3K enzymes, induced apoptosis, and caused cell cycle arrest at the G0/G1 phase in H1975 cells. • In the Fish Embryo Toxicity (FET) assay, compound 3b showed no toxicity at concentrations up to 400 μM in zebrafish embryos. • Molecular dynamics simulations confirmed a stable and strong interaction between compound 3b and EGFR, supporting its potential as a targeted therapy. Although several methods for the synthesis of the fused quinazoline-quinazolinone derivatives have been reported, their biological activity has not been thoroughly investigated. The objectives of the present study were to synthesize a series of fused quinazoline-quinazolinone derivatives and evaluate them for their anticancer activity alongside their potential as EGFR inhibitors, through in vitro , in vivo and in silico studies. This study presents the synthesis, biological evaluation, and computational analysis of a series of quinazoline-quinazolinone fused ring derivatives as potential epidermal growth factor receptor (EGFR) inhibitor targeting non-small cell lung cancer (NSCLC). Compounds 3a-e were synthesized through the cyclization of quinazolinone with respective aldehydes, yielding new quinazoline ring. Compound 3b recorded significant activity against H1975 cells (IC 50 = 15.9 ± 1.2 μM) and moderate activity against A549 cells (IC 50 = 32.9 ± 1.2 μM) in the MTT assay, compared to gefitinib (IC 50 = 20.2 ± 1.1 μM and 34.0 ± 1.2 μM, respectively). It also inhibited EGFR and PI3K enzymes at 10 μM in the Western Blot assay. The compound induced apoptosis and cell cycle arrest at the G0/G1 phase in H1975 cells. Additionally, the fish embryo acute toxicity assay showed that the compound was non-toxic at 400 μM on zebrafish embryos. In silico studies using molecular docking and molecular dynamics revealed that the binding of the compound to EGFR was stabilized by hydrophobic and hydrogen bonding interactions. These results suggest that the quinazoline-quinazolinone derivative holds promise as an EGFR inhibitor and warrants further investigation. [ABSTRACT FROM AUTHOR]

C26H37ClN2S4Sn, monoclinic, C2/c (no. 15), a = 29.2206(11) Å, b = 10.6749(4) Å, c = 19.6877(7) Å, β = 104.411(4)°, V = 5947.9 ų, Z = 8, Rgt(F) = 0.0235, wRref(F²) = 0.0545, T = 100 K. [ABSTRACT FROM AUTHOR]

C10H22BiClN2O3S4, orthorhombic, Pca21 (no. 29), a = 8.1121(4) Å, b = 10.8634(5) Å, c = 20.7900(9) Å, V = 1832.1 ų, Z = 4, Rgt(F) = 0.0278, wRref(F²) = 0.0574, T = 100 K. [ABSTRACT FROM AUTHOR]

Four compounds, R 3 PAu[S 2 CN(CH 2 CH 2 OH) 2 ], R = Ph ( 1 ) and cyclohexyl ( 2 ), and Et 3 PAuS 2 CNRꞌ 2 , Rꞌ = Rꞌ = Et ( 3 ) and Rꞌ 2 = (CH 2 ) 4 ( 4 ), have been evaluated for antibacterial activity against a panel of 24 Gram positive (8) and Gram negative (16) bacteria. Based on minimum inhibitory concentration (MIC) scores, compounds 1 and 2 were shown to be specifically potent against Gram positive bacteria whereas compounds 3 and, to a lesser extent, 4 exhibited broad range activity. All four compounds were active against methicillin resistant Staphylococcus aureus (MRSA). Time kill assays revealed the compounds to exhibit both time- and concentration-dependent pharmacokinetics against susceptible bacteria. Each compound was bactericidal against one or more bacteria with 3 being especially potent after 8 h exposure; compounds 1 and 3 were bactericidal against MRSA. Compound 3 was the most effective bactericide across the series especially toward B. subtilis , S. saprophyticus , A. hydrophila , P. vulgaris , and V. parahaemolyticus . This study demonstrates the potential of this class of compounds as antibacterial agents, either broad range or against specific bacteria. [ABSTRACT FROM AUTHOR]

In the solid state each of three binuclear zinc dithiocarbamates bearing hydroxyethyl groups, {Zn[S 2 CN(R)CH 2 CH 2 OH] 2 } 2 for R = iPr ( 1 ), CH 2 CH 2 OH ( 2 ), and Me ( 3 ), and an all alkyl species, [Zn(S 2 CNEt 2 ) 2 ] 2 ( 4 ), features a centrosymmetric {ZnSCS} 2 core with a step topology; both 1 and 3 were isolated as monohydrates. All compounds were broadly cytotoxic, specifically against human cancer cell lines compared with normal cells, with greater potency than cisplatin. Notably, some selectivity were indicated with 2 being the most potent against human ovarian carcinoma cells (cisA2780), and 4 being more cytotoxic toward multidrug resistant human breast carcinoma cells (MCF-7R), human colon adenocarcinoma cells (HT-29), and human lung adenocarcinoma epithelial cells (A549). Based on human apoptosis PCR-array analysis, caspase activities, DNA fragmentation, cell apoptotic assays, intracellular reactive oxygen species (ROS) measurements and human topoisomerase I inhibition, induction of apoptosis in HT-29 cells is demonstrated via both extrinsic and intrinsic pathways. Compounds 2 – 4 activate the p53 gene while 1 activates both p53 and p73. Cell cycle arrest at the S and G 2 /M phases correlates with inhibition of HT-29 cell growth. Cell invasion is also inhibited by 1 – 4 which is correlated with down-regulation of NF -κ B. [ABSTRACT FROM AUTHOR]

Eleven compounds: goniomicin A (1), goniomicin B (2), goniomicin C (3), goniomicin D (4), tapisoidin (5), goniothalamin (6), 9-deoxygoniopypyrone (7), pterodondiol (8), liriodenine (9), benzamide (10) and cinnamic acid (11), were isolated from the stem bark of Goniothalamus tapisoides. All compounds were identified by spectroscopic analysis and, for known compounds, by comparison with published data. Goniothalamin (6) exhibited mild cytotoxic activity towards a colon cancer cell line (HT-29), with an IC50 value of 64.17 ± 5.60 μM. Goniomicin B (2) give the highest antioxidant activity in the DPPH assay among all compounds tested, with an IC50 of 0.207 μM. [ABSTRACT FROM AUTHOR]