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5 pheophytin Jukart..

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16 서론

17 재료및방법

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20 650 nm (10).

21 , 3, 43 5, 5 23 (5) nm (10),..,.

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24 16 pheophytin Jukart.. IC 50 1mg/ml..

25 pheophytin Jukart.. IC 50 1mg/ml.

26 (a)

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31 CH 3 CH 3 H H H H O O COOMe O O O HO COOMe O Pheophytin a 10-Hydroxy pheophytin a

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42 silk06 : Prediction of degradation 430 nm Retention Time, minutes A

43 Area ul 0.5ul 1ul 2ul 4ul Dose of CpD Fluorescence Area 1 of CpD Treated Cells Tumor ormal Area ul 0.5ul 1ul 2ul 4ul Dose of CpD Fluorescence Area 2 of CpD Treated Cells Tumor ormal M ultiplicity (Tum or/orm al) ul 0.5ul 1ul 2ul 4ul Dose of CpD A1 T/ Selective Intake of CpD by Tumor Cells A2 T/

44 60 Apoptotic response (%) CpD dose (ug) Jurkat HL-60 HeLa MCF7 MCF7/ADR HepG2 Fig. 6. The CpD dose dependence of the apoptotic fraction measured by flow cytometery among human tumnor cell lines. F1 F2 F3 F4

45 pheophorbide a H H HOOC H H 3 COOC O Molecular Weight = Exact Mass =592 Molecular Formula =C35H364O5 Molecular Composition =C 70.93% H 6.12% 9.45% O 13.50%

46 O OH OH O OH OH O anthrarufin (1,5-DHAQ) 1,8-dihydroxyanthraquinon e (1,8-DHAQ) O (a) (b) Intensity (a.u.) Intensity (a.u.) Time (µs) Time (µs)

47 H 3 CO OCH 3 S S S S S S H 3 CO OCH 3 meso-tetraphenyl-trithiasapphyrin meso-tetra(p-methoxyphenyl)-trithiasapphyrin ((p-meo)-s 3 TPS) (S 3 TPS)

48 H 2 TPP OTPPH STPPH OSTPP H H O H S H O S 12.

49 Absorption (arb. units) (a) H 2TPP OTPPH STPPH W avelength (nm ) Absorption (arb. units) (b) W avelength (nm ) Fluorescence (arb. units) (c) W avelength (nm ) H 2 TPP OTPPH STPPH OSTPP

50 Intensity (arb. uints) IRF Partially degassed Air-saturated Time (ns) O.D O.D Excitation Power (% ) Time (µs)

51 Intensity (arb. units) OTPPH OSTPP Time (µs)

52 R R R R H H R R R R Ge (a) 2 x 20 H 2 TPP (p-oh) 4 TPPH 2 (b) GeTPPCl 2 Ge(p-OH) 4 TPPCl 2 O. D. 1 Intensity (a.u.) Wavelength (nm) W avelength (nm) IRF (a) Counts (b) (c) (d) Time (ns)

53 0.06 S S O. D x 5 S S W avelength (nm ) 21.

54 (a) (b) Intensity (a.u.) Time (µs) Time (µs) Intensity (a.u.)

55 Rhodamine B Two Photon Raw Spectrum Rhodamine B Power Dependence Intensity (a.u.) Wavelength (nm) Log ( Intensity ) Power ( kw )

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57 log pfu 4 log pfu Untreated Light Acetone CpD dose (µg/ml)

58 3H-uridine incorpartion (cpm) CpD dose (µg/ml)

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61 CpD dose(µg/ml) H-UTP incorporation (cpm) /C

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66 F

67 (B)

68 pheophorbide a pyropheophorbide a H H H H HOOC H H 3 COOC O HOOC H H O Molecular Weight = Exact Mass =592 Molecular Formula =C35H364O5 Molecular Composition =C 70.93% H 6.12% 9.45% O 13.50% Molecular Weight = Exact Mass =534 Molecular Formula =C33H344O3 Molecular Composition =C 74.13% H 6.41% 10.48% O 8.98% R 3 R 3 R 2 R 1 R 1 R 2 R 1 R 1 R 2 H R 3 R 3 H H R 2 R 1 R 1 R 2 PF : R1, R2, R3 = F PC : R1, R2 = H, R3 = CO2CH3 PO : R1, R2, R3 = H [5, 10, 15-tris(pentafluorophenyl)corrole] [5, 10, 15-triphenylcorrole] [5, 10, 15-tris(p-methoxycarbonylphenyl)corrole]

69 O.D. (normalized) W avelength (nm )

70 Intensity (normalized) W avelength (nm )

71 Substance Φ " f λ f /nm ε PF Intensity (arb. units) PO PC H 2 TPP * Time (ns)

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73 O. D O. D Transmittance (%) Time (µs) F Table 4. Triplet state quantum yields

74 Substance Φ T PF 0.85 PC 0.72 PO 0.67 H 2 TPP 0.72*

75 . ( ).. 28s s s

76 Intensity (a.u.) (a) Intensity (a.u.) (b) Intensity (a.u.) Time (µs) (c)

77 (a) (a) (b) (b) Current (a.u.) Current (a. u.) Current (a. u.) (c) Potential (V vs A g/a gc l) 0.0 (c)

78 Substance PF PC PO E pa H 2 TPP 1.07

79 Substance PF PC PO Φ f k f / 10 6 s -1 / 10 6 s -1 / 10 6 s -1 / 10 6 s -1 k r k ic k isc Φ T PF PC PO Φ T τ p 2 Φ S T T / µs O ~ ~ ~1 E pa q k /10 9 s Substance k b f Φ f k f k T k T Φ / 10 6 s -1 / 10 6 s -1 / s -1 / 10 6 s -1 T PF PC PO

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83 2~3 4~6.

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85 H H H H H H CO 2 Me O CO 2 Me O O Phytyl O O

86 (a) Voyager Spec #1=>BC[BP = 535.8, 63173] E % Intensity Mass (m/z)

87 (b) Voyager Spec #1=>BC[BP = 535.8, 63173] E % Intensity Mass (m/z) H 3 C H H H HOOC H O C 33 H 34 4 O 3 Exact Mass: Mol. Wt.: C, 74.13; H, 6.41;, 10.48; O, 8.98 H 3 C H H H O COOH CO 2 Me C 35 H 36 4 O 5 Exact Mass: Mol. Wt.: C, 70.93; H, 6.12;, 9.45; O, H 3 C O O H H H O CO 2 Me C 55 H 74 4 O 5 Exact Mass: Mol. Wt.: C, 75.83; H, 8.56;, 6.43; O, 9.18 H H

88 Voyager Spec #1=>BC[BP = 284.6, 54548] E % Intensity Mass (m/z)

89 Voyager Spec #1=>BC[BP = 284.7, 49772] E % Intensity Mass (m/z) O H H HO MeO 2 C O O H 3 C O H H HO MeO 2 C O O H 3 C MeO 2 C H H MeO 2 C O

90 O.D.(normalized) 1 0 O.D.(normalized) Wavelength(nm) Wavelength(nm) Fluorescence Intensity(normalized) Wavelength(nm) f f /nm(max)

91 f / ns f / ns (degassed) (air saturated) k s q / s (a) O.D Time( µs) O.D (b) Time( µs) (a) degassed condition (b) air saturated condition

92 T / s (degassed) T / s (air saturated) /s

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94 TiO2-HP HP wave number(cm -1 )

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98 CH 3 CH 3 H H H H O O COOMe O O O HO COOMe O Pheophytin a 10-Hydroxy pheophytin a

99 X CH 3 CH 3 CH 3 H H H H H H O OR COOMe O O OR HO COOMe O O OR HO COOMe O Dried, powdered Silkworm W aste (200 g) / water Filter Solid part was collected, dried Extracted with MeOH/chloroform Filter Remove solvent The mixture of chlorin derivatives (4-7 g) Column chromatography Pheophytin a (0.7 ~1.0 g, pure compound) Yellow pigments Other minor parts 10-hydroxypheophytin a (~100 mg, pure) Polar porphyrins

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