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Volumn 80, Issue 1, 2010, Pages 229-250

Enantioselective total synthesis of novel diterpenoid pyrones (+)-sesquicillin and (-)-nalanthalide from fungal fermentations

Author keywords

Glucocorticoid Antagonist; Kv1.3 Blocker; Nalanthalide; Sesquicillin; Total Synthesis

Indexed keywords


EID: 76949094024     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-08-S(S)2     Document Type: Article
Times cited : (12)

References (32)
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    • Sesquicillin (1) has been previously reported in patent literature, hcsowever, the structural elucidation has not been described
    • Uchida R., Imasato R., Yamaguchi Y., Masuma R., K. S., Tomoda H., and Ömura S. J. Antibiot. 58 (2005) 397 Sesquicillin (1) has been previously reported in patent literature, hcsowever, the structural elucidation has not been described
    • (2005) J. Antibiot. , vol.58 , pp. 397
    • Uchida, R.1    Imasato, R.2    Yamaguchi, Y.3    Masuma, R.4    K., S.5    Tomoda, H.6    Ömura, S.7
  • 5
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    • Sandoz Ltd., Switzerland
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    • 50 value of 3.9 μM (ref. 4).
    • 50 value of 3.9 μM (ref. 4).
  • 11
    • 34447625549 scopus 로고    scopus 로고
    • For recent excellent reviews on the voltage-gated potassium chanel Kv1.3 as a novel therapeutic target for autoimmune disorders, see
    • For recent excellent reviews on the voltage-gated potassium chanel Kv1.3 as a novel therapeutic target for autoimmune disorders, see. Wulff H., and Pennington M. Curr. Opin. Drug Discovery Dev. 10 (2007) 438
    • (2007) Curr. Opin. Drug Discovery Dev. , vol.10 , pp. 438
    • Wulff, H.1    Pennington, M.2
  • 23
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    • For reviews on the [2,3]-Wittig rearrangement; see. Rappoport Z., and Marek I. (Eds), Wieley-VCH, Chichester
    • For reviews on the [2,3]-Wittig rearrangement; see. Tomooka K. In: Rappoport Z., and Marek I. (Eds). in the Chemistry of Functional Groups: the Patai Series Vol. 104 (2004), Wieley-VCH, Chichester 749-828
    • (2004) in the Chemistry of Functional Groups: the Patai Series , vol.104 , pp. 749-828
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    • Marshall, J.A.1
  • 27
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    • A related Eschenmoser-Claisen rearrangement has been reported for the total synthesis of (±)-sesquicillin (see ref. 8), while, to the best of our knowledge, this type of [2,3]-Wittig rearrangement (cf. 9→8, Table 1) is unprecedented.
    • A related Eschenmoser-Claisen rearrangement has been reported for the total synthesis of (±)-sesquicillin (see ref. 8), while, to the best of our knowledge, this type of [2,3]-Wittig rearrangement (cf. 9→8, Table 1) is unprecedented.
  • 32
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    • Although the absolute value of the synthetic material is somewhat smaller than that of natural product for some reason, we believe that the synthetic material is enantiomerically pure
    • Although the absolute value of the synthetic material is somewhat smaller than that of natural product for some reason, we believe that the synthetic material is enantiomerically pure.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.