Synthesis of friedelan triterpenoid analogs with DNA topoisomerase IIα inhibitory activity and their molecular docking studies.
Five highly oxygenated friedelan derivatives (3a, 3b, 4, 5a and 5b) were synthesized. The structures of these compounds were established on the basis of spectral (IR, 1D and 2D NMR, MS etc.) and chemical data. The molecules, including the parent compounds were screened for three-dimensional (3D) molecular docking on the crystal structure of topoisomerase IIα (1 bgw for topoisomerase IIα, PDB). Compounds 3a and 5a showed a dose dependent inhibition of catalytic activity of human topoisomerase IIα.
Natural Products and Polymer Chemistry Laboratory, Department of Chemistry, University of North Bengal, Darjeeling, West Bengal 734 013, India.
Amitava
A
Mandal
Shilpi
S
Ghosh
Ashim Kumar
AK
Bothra
Ashis Kumar
AK
Nanda
Pranab
P
Ghosh
D000951:Antigens, Neoplasm / Q000737:chemistry / Q000378:metabolism*; D055162:Biocatalysis / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D004250:DNA Topoisomerases, Type II / Q000737:chemistry / Q000378:metabolism*; D004268:DNA-Binding Proteins / Q000037:antagonists & inhibitors* / Q000737:chemistry / Q000378:metabolism*; D006801:Humans; D062105:Molecular Docking Simulation; D011487:Protein Conformation; D059005:Topoisomerase II Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*
D000951:Antigens, Neoplasm; D004268:DNA-Binding Proteins; D059005:Topoisomerase II Inhibitors; D014315:Triterpenes; D004250:DNA Topoisomerases, Type II