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Volumn 13, Issue 19, 2011, Pages 5108-5111

Convergent Synthesis and Discovery of a Natural Product-Inspired Paralog-Selective Hsp90 Inhibitor

Author keywords

[No Author keywords available]

Indexed keywords

BENZOQUINONE; BENZOQUINONE DERIVATIVE; BIOLOGICAL PRODUCT; HEAT SHOCK PROTEIN 90; MACROCYCLIC LACTAM;

EID: 80054747219     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol2019828     Document Type: Article
Times cited : (8)

References (31)
  • 1
    • 34250162144 scopus 로고    scopus 로고
    • For recent reviews on the biological activity of benzoquinone ansamycins
    • For recent reviews on the biological activity of benzoquinone ansamycins, see: (a) Xu, W.; Neckers, L. Clin. Cancer Res. 2007, 13, 1625-1629.
    • (2007) Clin. Cancer Res. , vol.13 , pp. 1625-1629
    • Xu, W.1    Neckers, L.2
  • 15
    • 10644292744 scopus 로고    scopus 로고
    • For an early example of using engineered biosynthesis for the preparation of geldnamaycin analogs lacking a central quinone
    • For an early example of using engineered biosynthesis for the preparation of geldnamaycin analogs lacking a central quinone, see: Patel, K.; Piagentini, M.; Rascher, A.; Tian, Z.-Q.; Buchanan, G. O.; Regentin, R.; Hu, Z.; Hutchinson, C. R.; McDaniel, R. Chem. Biol. 2004, 11, 1625-1633.
    • (2004) Chem. Biol. , vol.11 , pp. 1625-1633
    • Patel, K.1    Piagentini, M.2    Rascher, A.3    Tian, Z.-Q.4    Buchanan, G.O.5    Regentin, R.6    Hu, Z.7    Hutchinson, C.R.8    McDaniel, R.9
  • 21
    • 80054730990 scopus 로고    scopus 로고
    • The C8-C15 subunit was available using our previously described synthesis strategy, while the other subunits were prepared by well-established methods. See the Supporting Information for details
    • The C8-C15 subunit was available using our previously described synthesis strategy, while the other subunits were prepared by well-established methods. See the Supporting Information for details.
  • 27
    • 80054775195 scopus 로고    scopus 로고
    • Investigation of alternative reagents and reaction conditions to address the low yield encountered in this step is currently underway. The installation of this carbamate in total syntheses has been accomplished with NaOCN, TFA (see ref 2 for an early example)
    • Investigation of alternative reagents and reaction conditions to address the low yield encountered in this step is currently underway. The installation of this carbamate in total syntheses has been accomplished with NaOCN, TFA (see ref 2 for an early example).
  • 28
    • 84856526415 scopus 로고    scopus 로고
    • 3 during the collapse of the tetrahedral intermediate during final methanolysis. We suspect that this anomalous reaction pathway will be supressed by conducting the hydrolysis under aqueous conditions. This was not pursued in the current study but will be addressed in future work
    • 3 during the collapse of the tetrahedral intermediate during final methanolysis. We suspect that this anomalous reaction pathway will be supressed by conducting the hydrolysis under aqueous conditions. This was not pursued in the current study but will be addressed in future work.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.