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Volumn 8, Issue 10, 2006, Pages 2171-2174

Chemical transformation of prostaglandin-A2: A novel series of C-10 halogenated, C-12 hydroxylated prostaglandin-A2 analogues

Author keywords

[No Author keywords available]

Indexed keywords

HALOGENATED HYDROCARBON; PROSTAGLANDIN A; PROSTAGLANDIN A2; PROSTAGLANDIN DERIVATIVE;

EID: 33744762484     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0606583     Document Type: Article
Times cited : (10)

References (31)
  • 5
    • 33744756087 scopus 로고    scopus 로고
    • note
    • A paper thoroughly describing the pharmacology (outcome of the SAR studies and details of the biological assays data) will be published elsewhere.
  • 6
    • 33744738919 scopus 로고    scopus 로고
    • note
    • 2 from P. homomalla.
  • 9
    • 33744743354 scopus 로고    scopus 로고
    • note
    • 1H NMR and HPLC analysis of crude mixture (3) showed no evidence of epimerization at C-8 during the epoxidation reaction.
  • 14
    • 33744772669 scopus 로고    scopus 로고
    • note
    • In a few instances during scale-up, the intermediate chloro- and bromohydrins were isolated. These halohydrins can be readily dehydrated to form the vinyhalides, by heating with glacial acetic acid on a steam bath for 2-5 h.
  • 20
    • 33744774212 scopus 로고    scopus 로고
    • note
    • NMR data were recorded at 0 °C. Compounds stored at rt tend to decompose slowly over 3-5 days.
  • 28
    • 33744747694 scopus 로고    scopus 로고
    • note
    • 1H NMR, HOMODEC, and 1D TOCSY experiments was employed to extract the coupling constants with certainty.
  • 29
    • 33744741419 scopus 로고    scopus 로고
    • See experimental section for details of the separation procedure
    • See experimental section for details of the separation procedure.
  • 30
    • 33744778808 scopus 로고    scopus 로고
    • note
    • 2 equiv of MPA per OH was employed. Reaction was carried out at room temperature for ∼16 h, until complete conversion to the product, as indicated by TLC and NMR.
  • 31
    • 0003626741 scopus 로고    scopus 로고
    • ChembridgeSoft Corporation: Cambridge, MA
    • CS Chem3D Pro; ChembridgeSoft Corporation: Cambridge, MA.
    • CS Chem3D Pro


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.