• Title/Summary/Keyword: CD exciton chirality

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Absolute Configuration of ${\beta}$-agarofuran nucleus of euojaponine C by CD exciton chirality method

  • Ryu, Jae-Ha;Ryu, Shi-Yong;Han, Yong-Nam;Han, Byung-Hoon
    • Archives of Pharmacal Research
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    • v.20 no.1
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    • pp.76-79
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    • 1997
  • A new celastraceae alkaloid, euojaponine C has been isolated from the methanol extract of the root bark of Euonymus japonica. With the relative stereochemistry of euojaponine C established by NOESY data, the absolute stereochemistry has been determined by circular dichroism (CD) exciton chirality method. The CD of the 2, 5-bis-phenyl benzoate of triacetonide derived from the LiAlH$_{4}$, hydrolysate, euonyminol shows that the configuration of C-2 and C-5 are both R.

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Cyclic Oligopyrroles as Sensors for Absolute Configuration Determination of Carboxylic Acids

  • Lintuluoto Juha M.;Nakayama Kana;Setsune Jun-Ichiro
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.241-241
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    • 2006
  • Absolute configuration of carboxylic acids, including amino acids can be determined by circular dichroism (CD) exciton chirality method. This method employs cyclic oligopyrroles able to form stable complexes with carboxylic acids. Addition of carboxylic acids to the oligopyrroles induce CD spectrum at the macrocycle absorption region and in which the sign of the $1^{st}$ Cotton effect is determined solely by the absolute configuration of the carboxylic acid. The basicity of the pyrrole nitrogen can be controlled by macrocycle substitution thus yielding more sensitive chirality sensors.

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Synthesis and Chiro-Optical Properties of Water Processable Conducting Poly(diphenylamine) Nanocomposites

  • Showkat, Ali Md;Lee, Kwang-Pill;Gopalan, Anantha Iyengar;Kim, Sang-Ho
    • Macromolecular Research
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    • v.15 no.6
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    • pp.575-580
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    • 2007
  • Water-soluble, chiral conducting, poly(diphenylamine) (PDPA) nanocomposites were synthesized by chemical oxidative polymerization of diphenylamine in the presence of poly(acrylic acid) (PAA) as a template and camphor sulphonic acid (CSA) as the chiral inductor, Composites were formed as stable aqueous dispersions under different experimental conditions, such as DPA to PAA molar ratios, PAA molecular weight, etc. Circular dichroism(CD) spectra of the composites indicated the induction of chirality to PDPA. Compared to simple chiral PANI, the PDPA/PAA/CSA nanocomposites showed a different Cotton effect. The appearance of a CD band in the composite was complimentary to the bisignate, exciton-coupled band in the UV-Visible spectrum. FTIR spectra indicated the intimate mixing of PDPA and PAA.

Bioactive Cyclopentenone Derivatives from Marine Isolates of Fungi

  • Feng, Zhile;Leutou, Alain S.;Yang, Guohua;Nenkep, Viviane N.;Siwe, Xavier N.;Choi, Hong-Dae;Kang, Jung-Sook;Son, Byeng-Wha
    • Bulletin of the Korean Chemical Society
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    • v.30 no.10
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    • pp.2345-2350
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    • 2009
  • As part of an effort to discover bioactive natural products from marine sources, we investigated the bioactive secondary metabolites from two marine isolates of the fungi, Trichoderma viride and Rhizopus stolonifer. Three cyclopentenones, myrothenones A (1) and B (2) and trichodenone A (3), were isolated from T. viride and two cyclopentenones, 2-bromomyrothenone B (4) and botrytinone (5), were isolated from R. stolonifer. The molecular structures and absolute stereochemistries of the cyclopentenones were determined from chemical and physicochemical evidence, including quantum chemistry calculations, X-ray analysis, and the circular dichroism (CD) exciton chirality method. Myrothenone A (1) displays tyrosinase inhibitory activity, with an I$C_{50}$ value of 6.6 ${\mu}M$, and is therefore more active than the positive control, kojic acid.