• Title/Summary/Keyword: Methoxylation

Search Result 7, Processing Time 0.016 seconds

Regioselective Friedel-Crafts Reaction of Allyldichlorosilane with 3,4-Benzo-1,1-dichloro-1-dichloro-1-silacyclopentene

  • 박영태;박상욱;김호창
    • Bulletin of the Korean Chemical Society
    • /
    • v.16 no.12
    • /
    • pp.1208-1212
    • /
    • 1995
  • A 86:14 isomeric mixture of 3,4-[3'-(dichlorosilyl)isopropyl]benzo-1,1-dichloro-1-silacyclopentene and 3,4-[2'-(dichlorosilyl)isopropyl]benzo-1,1-dichloro-1-silacyclopentene was prepared by the regioselective Friedel-Crafts reaction of allyldichlorosilane with 3,4-benzo-1,1-dichloro-1-silacyclopentene catalyzed by Lewis acid AlCl3. The structure of the products was confirmed by methylation with methylmagnesium bromide and by methoxylation with trimethylorthoformate.

ESTABLISHMENT OF BIOASSAY TO DETECT ESTROGENIC FLAVONOIDS USING STABLE MCF-7-ERE CELL AND MCF-7 CELL PROLIFERASTION ASSAY

  • Joung, Ki-Eun;Kim, Yeo-Woon;Sheen, Yhun-Yhong
    • Proceedings of the Korean Society of Applied Pharmacology
    • /
    • 2001.11a
    • /
    • pp.113-113
    • /
    • 2001
  • Stable MCF-7-ERE cells, in which pERE-Luc reporter gene has been stably integrated into the genome of the MCF-7 cells, were used to detect the estrogenic activity of various dietary flavonoids in either pure chemical or mixtures. Estradiol (E2) induced luciferase activity in dose dependent manner and this activity was inhibited by tamoxifen (Tam) concomitant treatment. A large series of flavonoids showed estrogenic activities, corresponding to EC5O values between 0.2 and 9 microM and their mixtures didn't show additive or synergistic effects. And we could find some structure and activity relationship. First, 4-methoxylation and catechol structure decreased estrogenic activities. Second, hydroxylation of 3 position reduced estrogenic effect. Third glycosides of flavonoids showed weak estrogenic activity or no activity. Interestingly, when tested at high concentrations, genistein, kaempferol, biochanin A and chrysin elicited luciferase induction higher than that of the maximum induction by estradiol. And these effects of genistein and kaempferol could not be fully inhibited with tamoxifen

  • PDF

A Convenient Preparation of Polychloroanisidine and Fluorochloroanisole Derivatives (Polychloroanisidine 및 Fluorochloroanisole 유도체의 간편한 합성)

  • Kim, Yu Seon;Kim, Tae Yeong;Kim, Yun Hui
    • Journal of the Korean Chemical Society
    • /
    • v.18 no.4
    • /
    • pp.278-288
    • /
    • 1974
  • Starting from p-dichlorobenzene, 2-amino-4-chloroanisole could be prepared via a nitration, a methoxylation, and subsequent reduction. The repeated chlorination of 2-amino-4-chloroanisole resulted 2-amino-3,4,5-trichloroanisole without any isomeric products. The chlorination of 4-chloro-2-nitroanisole could easily give 2,4-dichloro-6-nitroanisole but polychlorination of the product could not be achieved at the atmospherical pressure. The repeated chlorination of 2-amino-4,6-dichloroanisole could give 2-amino-3,4,5,6-tetrachloroanisole, The Schiemann reaction of 2-amino-4-chloroanisole and 2-amino-4,6-dichloroanisole could give 2-fluoro-4-chloroanisole and 2-fluoro-4,6-dichloroanisole, respectively. The repeated chlorination of these fluorochloroanisoles could give 2-fluoro-3,4,5,6-tetrachloroanisole. In each chlorination process, the components of products were examined by means of NMR spectrometry and the chlorination reaction was repeated without isolating each isomeric product. The feasibility of the present routes of preparations was discussed in respects to the conveniency of reaction conditions and respective overall yields of the processes.

  • PDF

Antifungal Activity of Phenanthrene Derivatives from Aerial Bulbils of Dioscorea batatas Decne (재배마 (Dioscorea batatas Decne)의 주아로부터 분리된 phenanthrene 유도체의 항진균 활성)

  • Kum, Eun-Joo;Park, Sang-Jo;Lee, Bong-Ho;Kim, Jong-Sik;Son, Kun-Ho;Sohn, Ho-Yong
    • Journal of Life Science
    • /
    • v.16 no.4
    • /
    • pp.647-652
    • /
    • 2006
  • Plants of the genus Dioscorea have long been used as oriental folk medicine, and Dioscorea batatas Decne has been cultivated for healthy food in Korea. Although the bulbils were produced 2,000 ton annually, there are few reports for bioactive compounds in bulbils. In this study, three phenanthrenes and two phenanthraquinones were isolated from the aerial bulbils of D. batatas Decne, and their structures were elucidated. Among them, compound 2 (6-hydroxy-2,7-dimethoxy-1,4-phenanthraquinone) has not been reported previously. Evaluation of antimicrobial activities based on disk-diffusion assay, MIC and MFC showed the compound 12 (6,7-dihydroxy-2,4-dimethoxyphenanthrene) has strong antimicrobial activity with $25\;{\mu}g/ml$ of MIC and MFC against Candida albicans. Our results suggested that compound 12 has a potent antifungal activity, and the antimicrobial activity and its spectrum are modulated by hydroxylation and methoxylation of phenanthrene ring moiety of the compound.