Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
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Synthesis of (${\pm}$)-${\gamma}$-Rhodomycinone and 10-Deoxy-${\gamma}$-rhodomycinone, Aglycone of Antitumor Antibiotic Rhodomycin(Ⅱ)

항암항생제 Rhodomycin의 Aglycone인 (${\pm}$)-${\gamma}$-Rhodomycinone과 10-Deoxy-${\gamma}$-rhodomycinone의 합성 (제 2 보)

  • In Ho Cho (Department of Chemistry, Chonbuk University) ;
  • Jin Soon Chung (Department of Chemistry, Chonnam University) ;
  • Young S. Rho (Department of Chemistry, Chonnam University) ;
  • Richard P. Rhee (Oregon Molecular Probes Inc.)
  • 조인호 (전북대학교 자연과학대학 화학과) ;
  • 정진순 (전남대학교 자연과학대학 화학과) ;
  • 노영쇠 (전남대학교 자연과학대학 화학과) ;
  • Published : 1988.12.20
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Abstract

$({\pm})-{\gamma}$-Rhodomycinone(4) and 10-Deoxy-${\gamma}$-rhodomycinone(5), late-stage Precursors of the alglycone of antitumor antibiotic Rhodomycin(2) were prepared from the cleavage of epoxide ring of 9-ethyl-9,10-epoxy-4,6, 11-trihydroxy-7,8,9,10-tetrahydronaphthacene-5,12-dione(10). The epoxide 10 was furnished from 9-acetyl-4,5,6,11,12-pentamethoxy-7,8-dihydronaphthacene(6), which was assembled utilizing ring annelation methodology developed by Hauser-Rhee.

항암항생제 Rhodomycin(2)의 합성단계 최종물질인 (${\pm}$)-${\gamma}$-Rhodomycinone(4) 과 10-Deoxy-${\gamma}$-rhodomycinone(5)이 9-ethyl-9,10-epoxy-4,6, 11-trihydroxy-7,8,9,10-tetrahydronaphthacene-5,12-dione(10)의 epoxide ring 쪼개짐으로부터 만들어졌고, epoxide 10은 Hauser-Rhee가 개발한 고리접합법을 이용해서 만든 9-acetyl-4,5,6,11,12-pentamethoxy-7,8-dihydronaphthacene(6)으로 부터 얻었다.

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