Asymmetric total synthesis, x-ray crystallography, and preliminary biological evaluation of 1-(1'-hydroxyethyl)-25-hydroxyvitamin D3 analogs of natural calcitriol

1993 ◽  
Vol 58 (25) ◽  
pp. 7209-7215 ◽  
Author(s):  
Gary H. Posner ◽  
Haiyan Dai ◽  
Kamyar Afarinkia ◽  
N. Narasimha Murthy ◽  
Kate Z. Guyton ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Biological Evaluation ◽  
Asymmetric Total Synthesis ◽  
X Ray ◽  
X Ray Crystallography

Isolation and structure of combretastatin

1982 ◽  
Vol 60 (11) ◽  
pp. 1374-1376 ◽  
Author(s):  
George R. Pettit ◽  
Gordon M. Cragg ◽  
Delbert L. Herald ◽  
Jean M. Schmidt ◽  
Prasert Lohavanijaya
Keyword(s):  
Total Synthesis ◽  
South African ◽  
Spectral Methods ◽  
Biological Evaluation ◽  
Crystallographic Analysis ◽  
Structural Elucidation ◽  
The South ◽  
X Ray

The South African tree Combretumcaffrum has been shown to contain a constituent capable of significantly reversing astrocyte formation employing the National Cancer Institute's 9ASK system. The constituent responsible for astrocyte reversal was isolated and designated combretastatin (1). Structural elucidation was initiated employing spectral methods and completed by X-ray crystallographic analysis. By this means combretastatin was assigned structure 1. Further biological evaluation and a total synthesis are now in progress.

Studies Directed Towards the Total Synthesis of Anticapsin. X-Ray Crystal-Structure of (1RS,2SR,4RS,5RS,6SR)-5-Hydroxy-2-phthalimido-1-trimethylsilyloxy-bicyclo[2.2.2]octane-2,6-carbolactone

1990 ◽  
Vol 43 (11) ◽  
pp. 1827 ◽  
Author(s):  
MJ Crossley ◽  
TW Hambley ◽  
AW Stamford
Keyword(s):  
Crystal Structure ◽  
Amino Acid ◽  
Total Synthesis ◽  
Synthetic Approach ◽  
Hydrogen Atoms ◽  
Full Matrix ◽  
X Ray ◽  
X Ray Crystallography ◽  
Relative Stereochemistry ◽  
Atomic Parameters

The relative stereochemistry of methyl 2-phthalimido-1- trimethylsilyloxybicyclo[2.2.2]oct-5-ene-2-carboxylate (9) and its 5,6-epoxide (10), intermediates in a synthetic approach to the amino acid antibiotic anticapsin, were established by the TiCl4-mediated cyclization of (10) to the carbolactone (12); the structure of which was proved by single-crystal X-ray crystallography. Full-matrix least- squares refinement of all atomic parameters with individual isotropic thermal parameters for the hydrogen atoms by using 1446 reflections converged at R 0.036. Crystals of (12) are monoclinic, P21/c, a 12.342(3), b 12.239(2), c 13.405(3) Ǻ, β 99.34(2)°, Z 4.

ChemInform Abstract: Asymmetric Total Synthesis and X-Ray Crystal Structure of the Cytotoxic Marine Diterpene (+)-Vigulariol.

ChemInform ◽  
2008 ◽  
Vol 39 (25) ◽  
Author(s):  
Jochen Becker ◽  
Klaus Bergander ◽  
Roland Froehlich ◽  
Dieter Hoppe
Keyword(s):  
Crystal Structure ◽  
Total Synthesis ◽  
Asymmetric Total Synthesis ◽  
X Ray

Biological evaluation of quinoline derivatives as inhibitors of human dihydroorotate dehydrogenase

MedChemComm ◽  
2016 ◽  
Vol 7 (5) ◽  
pp. 853-858 ◽  
Author(s):  
Jiawei Wang ◽  
Yanyan Diao ◽  
Junsheng Zhu ◽  
Shiliang Li ◽  
Zhenjiang Zhao ◽  
...  
Keyword(s):  
Biological Evaluation ◽  
Quinoline Derivatives ◽  
Dihydroorotate Dehydrogenase ◽  
X Ray ◽  
X Ray Crystallography

Compound A9 was identified as an inhibitor against hDHODH and its interactions were verified by TSA, SPR and X-ray crystallography.

Asymmetric Total Synthesis and Biological Evaluation of the Natural PDE4 Inhibitor Toddacoumalone

2020 ◽  
Vol 22 (2) ◽  
pp. 584-588 ◽  
Author(s):  
Ke-Qiang Hou ◽  
Xue-Ping Chen ◽  
Yiyou Huang ◽  
Albert S. C. Chan ◽  
Hai-Bin Luo ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Biological Evaluation ◽  
Pde4 Inhibitor ◽  
Asymmetric Total Synthesis ◽  
Synthesis And Biological Evaluation

scholarly journals Total Synthesis and Biological Evaluation of Phaeosphaerides

Catalysts ◽  
2018 ◽  
Vol 8 (5) ◽  
pp. 206 ◽  
Author(s):  
Kenichi Kobayashi ◽  
Kosaku Tanaka ◽  
Hiroshi Kogen
Keyword(s):  
Crystal Structure ◽  
Natural Products ◽  
Total Synthesis ◽  
Structure Analysis ◽  
Endophytic Fungus ◽  
Biological Evaluation ◽  
Crystal Structure Analysis ◽  
X Ray ◽  
Structure Activity ◽  
Synthesis And Biological Evaluation

This article reviews studies regarding the total synthesis of phaeosphaerides A and B, nitrogen-containing bicyclic natural products isolated from an endophytic fungus. Numerous synthetic efforts and an X-ray crystal structure analysis of phaeosphaeride A have enabled revision of its originally proposed structure. In addition, a successful protic acid-mediated transformation of phaeosphaeride A to phaeosphaeride B revealed the hypothetical biosynthesis of phaeosphaeride B from phaeosphaeride A. Structure–activity relationship studies of phaeosphaeride derivatives are also discussed.

Asymmetric Total Synthesis and Biological Evaluation of Proapoptotic Natural Myrcene-Derived Cyclohexenyl Chalcones

2018 ◽  
Vol 2018 (42) ◽  
pp. 5830-5835 ◽  
Author(s):  
Shelly Gapil Tiamas ◽  
Florian Audet ◽  
Alma Abou Samra ◽  
Jérome Bignon ◽  
Marc Litaudon ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Biological Evaluation ◽  
Asymmetric Total Synthesis ◽  
Synthesis And Biological Evaluation

Structure-Based Design: Synthesis, X-ray Crystallography, and Biological Evaluation of N-Substituted-4-Hydroxy-2-Quinolone-3-Carboxamides as Potential Cytotoxic Agents

2018 ◽  
Vol 18 (2) ◽  
pp. 263-276 ◽  
Author(s):  
Dima A. Sabbah ◽  
Bayan Hishmah ◽  
Kamal Sweidan ◽  
Sanaa Bardaweel ◽  
Murad AlDamen ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Caspase 3 ◽  
Human Colon ◽  
Docking Studies ◽  
Biological Evaluation ◽  
X Ray ◽  
X Ray Crystallography ◽  
Human Colon Carcinoma ◽  
Glide Docking ◽  
Hct 116

Background: Oncogenic potential of phosphatidylinositol 3-kinase (PI3Kα) has been highlighted as a therapeutic target for anticancer drug design. Objective: Target compounds were designed to address the effect of different substitution patterns at the N atom of the carboxamide moiety on the bioactivity of this series. Methods: Synthesis of the targeted compounds, crystallography, biological evaluation tests against human colon carcinoma (HCT-116), and Glide docking studies. Results: A new series of N-substituted- 4-hydroxy-2-quinolone-3-carboxamides was prepared and characterized by means of FT-IR, 1H and 13C NMR, and elemental analysis. In addition, the identity of the core nucleus 5 was successfully characterized with the aid of X-ray crystallography. Biological activity of prepared compounds was investigated in vitro against human colon carcinoma (HCT-116) cell line. Results revealed that these compounds inhibit cell proliferation and induce apoptosis through an increase in caspase-3 activity and a decrease in DNA cellular content. Compounds 7, 14, and 17 which have H-bond acceptor moiety on p-position displayed promising PI3Kα inhibitory activity. On the other hand, derivatives tailored with bulky and hydrophobic motifs (16 and 18) on o- and m-positions exhibited moderate activity. Molecular docking studies against PI3Kα and caspase-3 showed an agreement between the predicted binding affinity (ΔGobsd) and IC50 values of the derivatives for the caspase-3 model. Furthermore, Glide docking studies against PI3Kα demonstrated that the newly synthesized compounds accommodate PI3Kα kinase catalytic domain and form H-bonding with key binding residues. Conclusion: The series exhibited a potential PI3Kα inhibitory activity in HCT-116 cell line.

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