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Volumn , Issue 9, 2006, Pages 1384-1388

Total synthesis and biological assessment of cyclopropane-based epothilone analogues - Modulation of drug efflux through polarity adjustments

Author keywords

Antitumor agents; Epothilones; Natural products; Stereoselectivity; Total synthesis

Indexed keywords

CYCLOPROPANE; EPOTHILONE A; EPOTHILONE B; EPOTHILONE DERIVATIVE; GLYCOPROTEIN P; GROWTH INHIBITOR;

EID: 33745329804     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-939727     Document Type: Article
Times cited : (20)

References (32)
  • 1
    • 84937419962 scopus 로고    scopus 로고
    • Cragg, G. M.; Kingston, D. G. I.; Newman, D. J., Eds.; CRC Press LLC: Boca Raton FL
    • For recent reviews on the chemistry and biology of epothilones, see, for example: (a) Höfle, G.; Reichenbach, H. In Anticancer Agents from Natural Products; Cragg, G. M.; Kingston, D. G. I.; Newman, D. J., Eds.; CRC Press LLC: Boca Raton FL, 2005, 413-450.
    • (2005) Anticancer Agents from Natural Products , pp. 413-450
    • Höfle, G.1    Reichenbach, H.2
  • 16
    • 33745332458 scopus 로고    scopus 로고
    • The clogP values for the most relevant compounds are as follows: Epo A, 3.256; Epo B, 3.703; 3, 2.871;, 1, 4.154 (calculated with the Molinspiration Desktop Property Calculator from Molinspiration Cheminformatics: http://www.molinspiration.com/docu/mipc/index.html).
  • 25
    • 0029090884 scopus 로고
    • For other examples of stereoselective cyclopropanations of homoallylic alcohols see: Mohr, P. Tetrahedron Lett. 1995, 36, 7221.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 7221
    • Mohr, P.1
  • 26
    • 33745384785 scopus 로고    scopus 로고
    • note
    • 6 and is based on the ratio of integrals observed for the signals of the isolated aromatic proton of the benzimidazole moiety (i.e., the proton ortho to the unsubstituted nitrogen of the imidazole ring). No signal splitting was observed for any other well-resolved signal.
  • 32
    • 33745406323 scopus 로고    scopus 로고
    • note
    • 7a The corresponding values for 1a are 26.9 ± 5.3 nM (KB-31) and 35.9 ± 6.9 nM (KB-8511).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.