• 약학회지
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• 제52권6호
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• pp.514-519
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• 2008

We developed a convenient synthetic route to 3-alkylated 2-phenyl-4-quinolone derivatives (4a-h and 5a-c), which were expected to retain antitumor activity. A series of 2,3-dihydro-2-hydroxy-2-phenyl-4-quinolones (3a-h) was synthesized through dehydration, dealcoholation and hydration using acid-catalyzed one-pot reaction from anilines and ethyl benzoylacetates. 3-Methyl (or 3,3-dimethyl)-2-phenyl-4-quinolone derivatives 4 and 5 were synthesized from 3a-h through the methylation using methyl iodide. Formation of quinolone nucleus was undertaken with p-toluenesulfonic acid (p-TSA) at $90{\sim}110^{\circ}C$ in toluene for 3${\sim}$7.5 hr over the Dean-Stark apparatus. The key intermediates in these preparations are ${\beta}$-ketoesters 2a-h, which can be readily obtained from the corresponding anilines 1a-e by reaction with ethyl bezoylacetates.

• 약학회지
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• 제48권3호
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• pp.202-206
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• 2004

New asymmetric dimers, N,N'-dialkyl-4'-hydroxy-4-oxo-2,2',3,3'-tetrahydro-2,2'-diphenyl-4,4'-quinolones 3a-f were synthesized through the dehydration and dea1coholation of N-alkylanilines and ethyl benzoylacetate. Dimers 3a-f were identified by NMR, IR and GC-MS. A series of dimer 3a-f has been synthesized using acid-catalyzed one-pot reaction that involved the condensation, cyc1ization and dimerization. Similarly, the 6,6'-methoxy (or 7,7'-methoxy) substituted dimers were prepared from N-alkyl-meta-(or para)-anisidines. Formation of dimers was undertaken with p-toluenesulfonic acid (p-TSA) at 90∼11$0^{\circ}C$ in toluene for 2∼6 hours over the Dean-Stark apparatus.

• 한국작물학회지
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• 제41권5호
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• pp.521-525
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• 1996

본 연구는 우리나라에 자생하는 전조의 근에 대한 조성분, 유리 아미노산, 향기성분 등의 분석을 통하여 향료작물로서의 가능성을 검토하고자 수행하였는 바 얻어진 결과를 요약하면 다음과 같다 1. 전조 뿌리의 조성분가운데 조단백질은 7.69%, 조지방 1.74%, 조섬유 2.44%, 그리고 조회분은 3.76% 였으며 엑스 함량은 27.68%로 나타났다. 2. 유리 아미노산 조성 및 함량에서 종류는 총 16종이었으며 아미노산의 함량에 따른 순위는 phenylalanine>tyrosine>arginine>alanine>glutamic acid>aspartic acid>lysine>isoleucine>proline>glycine>histidine>thereonine>leucine>methionine>valine, serine이었고 유리 아미노산 함량 중 가장 높은 아미노산은 phenylalanlne으로 6.38 mg이었다. 3. 전조의 뿌리에 대한 향기성분은 $\alpha$-pinene, d-1imonene 등의 mono terpene류가 11종이었고 methyl eugenol 등의 phenyl propanoid류가 3종, 기타 8종으로 구성되어 있었으며 식물정유의 수율은 0.58%였다. 4. 종합적으로 볼 때, 한국산 전조에 대한 향료작물로서의 가능성이 있을 것으로 판단되어 금후 향기성분의 수율을 높이기 위한 재배법 연구의 일환으로 차광, 재배거리, 시비량 등의 시험이 필요한 것으로 판단되었다.