• Title/Summary/Keyword: Lactonization

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Synthesis of Novel Cyclopropyl Nucleoside Derivatives as Potential Antiherpetic Agent (새로운 사이클로프로필 뉴크레오사이드 유도체의 합성과 생리활성)

  • Kang, Jin-Ah;Chun, Pu-Soon;Moon, Hyung-Ryong
    • YAKHAK HOEJI
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    • v.56 no.4
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    • pp.230-235
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    • 2012
  • Synthesis of novel cyclopropyl pyrimidine and purine nucleoside derivatives 2~8 with ${\alpha}$-configuration was successfully accomplished using an epoxide-ring opening reaction, lactonization, a hydroboration-oxidation reaction and a Mitsunobu reaction as the key steps. Antiviral activities against HSV-1 and -2, HIV-1 and -2, coxsackie B1and B3 viruses and poliovirus were assayed. Three compounds 4, 7 and 8 exhibit cytotoxicity-derived antiviral activity only in HIV-1 and -2.

Synthesis of 14-Membered Phenylthio Enediyne Lactone : A Precursor of the Potential Enediyne Antitumor Antibiotics (항암작용 가능성이 있는 10-Membered Enediyne의 선구물질인 14-Membered Phenylthio Enediyne Lactone의 합성)

  • Kim, Kee Dong
    • Journal of the Korean Chemical Society
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    • v.39 no.2
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    • pp.103-110
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    • 1995
  • Phenylthio substituted 14-membered lactone(23) which can serve as a precursor of a potential antitumor antibiotics (6), was successfully prepared. The synthesis of the lactone was accomplished via lactonization of the corresponding enediyne hydroxy acid (22). This hydroxy acid was derived from Pd(0)-catalyzed coupling reaction of methyl pentynoate and cis-1,2-dichloroethylene followed by another Pd(0)-catalyzed coupling reaction of the resulting methyl chloroenyne ester (20) and enyneol (17). The required enyne alcohol was successfully synthesized from vinyltin compound (12) in good overall yield.

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Development of Highly Selective Fluorescent Chemosensors for Fluoride Ion (불소 이온 감지용 형광 센서의 개발)

  • Kim, Tae-Hyun;Kim, In-Ja;Yoo, Min-Ji;Swager, Timothy M.
    • Journal of the Korean Chemical Society
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    • v.51 no.3
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    • pp.258-264
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    • 2007
  • Novel fluoride sensory systems have been successfully developed. Previously developed method of the fluoride-induced lactonization to fluorescent molecules was detailed, and newly developed fluoride-induced aromatic cyclization scheme was introduced. Based on the strategies using the specific affinity of fluoride to silicon, our systems are highly selective for fluoride ion. Incorporation of the developed sensor to a conjugated polymer has successfully enhanced its sensitivity to fluoride ion.

Analysis of Trans-Acting Elements for Regulation of moc Operons of pTi15955 in Agrobacterium tumefaciens

  • Jung, Won-Hee;Baek, Chang-Ho;Lee, Jeong-Kug;Kim, Kun-Soo
    • Journal of Microbiology and Biotechnology
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    • v.9 no.5
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    • pp.637-645
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    • 1999
  • Two putative regulator genes, mocR and mocS, of the moc (mannityl opine catabolism) operons in pTi15955 of the octopine-/mannityl opine-type Agrobacterium tumefaciens strain 15955, were tested for their possible roles as repressors in the moc operons. The regions upstream of macC and mocD, the first structural genes in the two divergently oriented moc operons, were transcriptionally fused into the promoterless lacZ reporter gene. Each of the lacZ-fusions was introduced into Agrobacterium strain UIA5, a Ti plasmid-cured derivative, harboring either a mocR or a mocS clone. The resulting strains were grown in media containing various sugar sources, and the $\beta$-galactosidase activities were quantitatively measured. The results suggested that MocR repressed the expression of macC and macD. The expression of the fused $\beta$-galactosidase was not induced by mannopine (MOP) or possible catabolic intermediates of the opine, e.g. santhopine (SOP), glucose, mannose, or glutamine. However, the repression was significantly relieved by the supplementation of MOP and the concomitant introduction of the agcA gene encoding MOP cyclase that catalyzes the lactonization of MOP to agropine (AGR). These results suggested that AGR, rather than MOP or the other catabolic intermediates, is the inducer for the expression of the operon. On the contrary to previous report showing that the induction levels of macC and macD were lowered by the supplementation of inorganic nitrogen in media, the expression of these genes was not affected by the level of nitrogen in our reporter system. MocS did not strongly repress the expressions of macC and mocD. It is possible that MocS may be involved in the regulation of the operons present downstream of the moc operon, which are responsible for the utilization of mannopinic acid and agropinic acid.

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