Synthesis, X-Ray Crystal Structure and Tubulin- Binding Properties of a Benzofuran Analogue of the Potent Cytotoxic Agent Combretastatin A4

1999 ◽  
Vol 52 (8) ◽  
pp. 767 ◽  
Author(s):  
Martin G. Banwell ◽  
Bernard L. Flynn ◽  
Ernest Hamel ◽  
Anthony C. Willis
Keyword(s):  
Crystal Structure ◽  
Cytotoxic Agent ◽  
Binding Agent ◽  
Binding Properties ◽  
Antimitotic Agent ◽  
X Ray ◽  
Combretastatin A4 ◽  
Tubulin Binding

The benzofuran (4), a ring-fused analogue of the potent antimitotic agent combretastatin A4 (1), has been prepared by a convergent route involving 5-endo-dig iodocyclization of o-hydroxytolan (5) as the key step. Compound (4), which has been characterized crystallographically as well as spectroscopically, is inactive as a tubulin-binding agent.

Synthesis and Tubulin-Binding Properties of Some AC- and ABC-Ring Analogs of Allocolchicine

1992 ◽  
Vol 45 (12) ◽  
pp. 1967 ◽  
Author(s):  
MG Banwell ◽  
JM Cameron ◽  
M Corbett ◽  
JR Dupuche ◽  
E Hamel ◽  
...  
Keyword(s):  
Tubulin Polymerization ◽  
Binding Properties ◽  
Antimitotic Agent ◽  
Active Compounds ◽  
X Ray ◽  
Tubulin Binding

Fourteen analogues [compounds (8), (9) and (11)-(22)] of the powerful antimitotic agent allocolchicine (5) have been prepared and evaluated for their ability to prevent tubulin polymerization. The X-ray structure of one of the more active compounds, tricycle (20), is reported.

Antitumor Activity, X-ray Crystal Structure, and DNA Binding Properties of Thiocoraline A, a Natural Bisintercalating Thiodepsipeptide

2007 ◽  
Vol 50 (14) ◽  
pp. 3322-3333 ◽  
Author(s):  
Ana Negri ◽  
Esther Marco ◽  
Verónica García-Hernández ◽  
Alberto Domingo ◽  
Antonio L. Llamas-Saiz ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Dna Binding ◽  
Antitumor Activity ◽  
Binding Properties ◽  
X Ray ◽  
Dna Binding Properties

Synthesis, X-ray crystal structure, thermal behavior and evaluation as an in vitro cytotoxic agent of a tin(IV) complex containing dipicolinic acid

2020 ◽  
Vol 73 (16) ◽  
pp. 2347-2362
Author(s):  
Rouhollah Heydari ◽  
Elham Motieiyan ◽  
Sara Abdolmaleki ◽  
Alireza Aliabadi ◽  
Mohammad Ghadermazi ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Thermal Behavior ◽  
Dipicolinic Acid ◽  
Cytotoxic Agent ◽  
X Ray

Synthesis, X-ray crystal structure and cation binding properties of a tetrahomodioxacalix[4]arene tetraester

1991 ◽  
Vol 10 (3) ◽  
pp. 329-339 ◽  
Author(s):  
Fran�oise Arnaud-Neu ◽  
Suzanne Cremin ◽  
Des Cunningham ◽  
Stephen J. Harris ◽  
Patrick McArdle ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Cation Binding ◽  
Binding Properties ◽  
X Ray

X-Ray structures and binding properties of molecular clips based on diethoxycarbonyl glycoluril

2007 ◽  
Vol 85 (9) ◽  
pp. 586-591 ◽  
Author(s):  
Bao H Zhou ◽  
Li P Cao ◽  
Guo D Yin ◽  
M Gao ◽  
An X Wu
Keyword(s):  
Crystal Structure ◽  
Crystal Structures ◽  
Good Evidence ◽  
Binding Properties ◽  
X Ray ◽  
H Nmr ◽  
Binding Behavior ◽  
High Affinity ◽  
Molecular Clips

The crystal structures of two molecular clips derived from diethoxycarbonyl glycoluril were reported. Their unique binding behavior towards hydroquinone, which is different from Nolte's clips (high affinity for resorcinol), has been characterized through 1H NMR and IR. Job-plot analyses provide good evidence of a 1:1 stoichiometry for the complexes.Key words: crystal structure, molecular clips, binding properties

Semisyntheses, X-Ray Crystal Structures and Tubulin-Binding Properties of 7-Oxodeacetamidocolchicine and 7-Oxodeacetamidoisocolchicine

1992 ◽  
Vol 45 (10) ◽  
pp. 1577 ◽  
Author(s):  
MG Banwell ◽  
SC Peters ◽  
RJ Greenwood ◽  
MF Mackay ◽  
E Hamel ◽  
...  
Keyword(s):  
Crystal Structures ◽  
Binding Properties ◽  
X Ray ◽  
Tubulin Binding

Commercially available (–)-colchicine (1) has been converted, via deacetylcolchiceine (4), into a mixture of 7-oxodeacetamidocolchicine (2) and 7-oxodeacetamidoisocolchicine (3). The X-ray structures and tubulin-binding properties of these title ketones are described.

The Palladium-Mediated Cross Coupling of Bromotropolones With Organostannanes or Arylboronic Acids: Applications to the Synthesis of Natural Products and Natural Product Analogs

1991 ◽  
Vol 44 (5) ◽  
pp. 705 ◽  
Author(s):  
MG Banwell ◽  
JM Cameron ◽  
MP Collis ◽  
GT Crisp ◽  
RW Gable ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Natural Products ◽  
Natural Product ◽  
Cross Coupling ◽  
Binding Activity ◽  
X Ray ◽  
Arylboronic Acids ◽  
Wide Range ◽  
Tubulin Binding

The bromotropolones (4), (5) and (10) undergo palladium-mediated cross coupling with a wide range of organostannanes to produce alkenyl -, alkyl- and aryl-substituted tropolones . The methodology has been applied to the synthesis of the monoterpenes β- dolabrin (11),β- thujaplicin (12), 4-isopropyl-7-methoxytropolone (13) and β- thujaplicinol (14). Cross coupling of bromotropolones (4), (5) and (10) with various aryltrimethylstannanes or arylboronic acids has permitted the preparation of the bicyclic colchicine analogues (30)-(43) which have been tested for tubulin -binding activity. The X-ray crystal structure of the most active of these systems, compound (38), is reported.

Structure and Binding Properties of Four New Oligomeric Cyclophane Esters: 1,4-Xylylene 1,4-Phenylene Diacetates and Dipropionates

1998 ◽  
Vol 51 (5) ◽  
pp. 361 ◽  
Author(s):  
Donato Donati ◽  
Stefano Roelens ◽  
Riccardo Torriti ◽  
Giovanni Valle
Keyword(s):  
Crystal Structure ◽  
Quaternary Ammonium ◽  
Quaternary Ammonium Salts ◽  
Ammonium Salts ◽  
Binding Properties ◽  
Binding Ability ◽  
X Ray ◽  
Structure Determinations

The X-ray crystal structure determinations of four new oligomeric cyclophane esters are reported. They are: (3a) monomeric 1,4-xylylene (1,4-phenylene)diacetate, P21/n (No. 14), a 5·959(5), b 15·795(5), c 8·094(5) Å, β 108·060(5)°, V 724·3(8) Å3 , Z 2, R1(2σ) 0·0522, wR2 0·125; (3b) monomeric 1,4-xylylene (1,4-phenylene)dipropionate, P21/c (No. 14), a 5·878(1), b 14·642(2), c 18·909(2) Å, β 96·00(10)°, V 1618·5(4) Å3 , Z 4, R1(2σ) 0·053, wR2 0·165; (3c) dimeric 1,4-xylylene (1,4-phenylene)diacetate, P-1 (No. 2), a 14·633(2), b 17·529(2), c 5·736(1) Å, α 98·30(10), β 90·60(10), γ 95·40(10)°, V 1449·0(4) Å3, Z 2, R1(2σ) 0·057, wR2 0·158; (3d) dimeric 1,4-xylylene (1,4-phenylene)dipropionate, P21/a (No. 14), a 8·145(1), b 11·379(2), c 17·401(2) Å, β 101·40(10)°, V 1580·9(4) Å3, Z 4, R1(2σ) 0·034, wR2 0·095. Monomeric cyclophanes (3a,b) exhibit a well defined cleft, while dimeric (3c,d) adopt a flat conformation devoid of cavities. Binding properties were determined by 1H n.m.r. titrations in CDCl3 at T = 296 K. Complexation experiments with quaternary ammonium salts revealed that host (3c) possesses appreciable binding ability toward N-methylpyridinium (–ΔG° = 5·9 kJ mol-1), tetramethylammonium (–ΔG° = 8·8 kJ mol-1) and acetylcholine (–ΔG° = 7·5 kJ mol-1) cations, despite its lack of a preorganized cavity.

scholarly journals Synthesis, Crystal Structure and DNA-binding Properties of a Nickel(II) Complex with 2, 6-Bis(2-benzimidazolyl)pyridine

2010 ◽  
Vol 65 (11) ◽  
pp. 1334-1340 ◽  
Author(s):  
Huilu Wu ◽  
Xingcai Huang ◽  
Jingkun Yuan ◽  
Fan Kou ◽  
Guisheng Chen ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Dna Binding ◽  
Fluorescence Spectra ◽  
Distorted Octahedral Geometry ◽  
Spectral Measurements ◽  
X Ray Diffraction ◽  
Binding Properties ◽  
X Ray ◽  
Distorted Octahedral ◽  
Dna Binding Properties

A novel complex of nickel(II) picrate (pic) with the V-shaped ligand 2, 6-bis(2-benzimidazolyl) pyridine (bbp) was synthesized and characterized by elemental analysis, electrical conductivity, and IR and UV/Vis spectral measurements. The crystal structure of the nickel(II) complex ([Ni(bbp)2](pic)2·2DMF) has been determined by single-crystal X-ray diffraction. The Ni(II) cation is bonded to two bbp ligands through six nitrogen atoms, resulting in a distorted octahedral geometry. The DNA-binding properties of the nickel(II) complex were investigated by electronic absorption and fluorescence spectra and by viscosity measurements. The experimental results suggest that the nickel(II) complex binds to DNA in an intercalation mode.

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