메뉴 건너뛰기




Volumn 119, Issue 24, 1997, Pages 5519-5527

A novel approach to the study of solution structures and dynamic behavior of paclitaxel and docetaxel using fluorine-containing analogs as probes

Author keywords

[No Author keywords available]

Indexed keywords

2',10 DIACETYL 3' DEPHENYL 3' (4 FLUOROPHENYL)DOCETAXEL; 3' DEPHENYL 3' (4 FLUOROPHENYL) 3'N DEBENZOYL 3'N (4 FLUOROBENZOYL)PACLITAXEL; 3' DEPHENYL 3' (4 FLUOROPHENYL)DOCETAXEL; DOCETAXEL; FLUORINE; PACLITAXEL; PACLITAXEL DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG;

EID: 0030750497     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9633777     Document Type: Article
Times cited : (90)

References (50)
  • 37
    • 85083122690 scopus 로고    scopus 로고
    • For a comprehensive review on the conformational studies on paclitaxel and docetaxel, see ref Georg 1995 #267
    • Georg, G. I. For a comprehensive review on the conformational studies on paclitaxel and docetaxel, see ref Georg 1995 #267.
    • Georg, G.I.1
  • 42
    • 85083138514 scopus 로고    scopus 로고
    • note
    • 50). A549: 3 , 35 nM; 4, 0.49 nM; paclitaxel, 3.6 nM. A121: 3, 76 nM; 4, 1.3 nM; paclitaxel, 6.3 nM.
  • 43
    • 85083125403 scopus 로고    scopus 로고
    • note
    • 2O (3:1) could be performed at -20 °C (see ref 24), but we did not have any luck in keeping the solution from freezing below 0 °C although we were able to obtain clean NMR spectra in the glassy state at -20 °C.
  • 44
    • 85083128804 scopus 로고    scopus 로고
    • note
    • 2O clearly shows a +127° dihedral angle that is, in fact, consistent with our RMD results in water just mentioned above. Consequently, we did not include these two conformers for detailed discussion in this paper.
  • 49
    • 85083122431 scopus 로고    scopus 로고
    • note
    • The energies for each conformer in an aqueous environment (9 Å layer of discrete water molecules) were calculated on the basis of average minimized energy of 25 frames collected at 1 ps intervals during the restrained molecular dynamics sequence (Discover 95.0, CVFF force field, Biosym Technologies/Molecular Simulations Inc.). The average total energies, incorporating a solvation term, calculated for each conformer were the following: conformer A (184.8 ± 3.6 kcal/mol), conformer B (179.8 ± 3.6 kcal/mol), and conformer C (183.9 ± 2.4 kcal/mol). The average solvation energies (calculated as the summation of intermolecular van der Waals and Coulombic interactions) for each conformer were the following: conformer A (-82.6 ± 6.1 kcal/mol), conformer B (-82.6 ± 4.4 kcal/ mol), and conformer C (-93.1 ± 4.1 kcal/mol). It should be noted that the numerical values of the total energies depend on the force field used and, as such, are meaningful only for the comparison of relative energies of conformers. It is assumed that the above calculation provides an average energy for the different conformers possible at ambient temperature for each constrained dihedral. However, different factors such as the orientation of water molecules in any particular frame may influence the energy terms without actually being associated with the actual conformational and solvation energies. This study must therefore be considered an approximation only. See the Experimental Section for further details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.