Infrared multiple photon dissociation spectroscopy and density functional theory (DFT) studies of protonated permethylated β-cyclodextrin–water non-covalent complexes

Lee, Sung-Sik,Park, Soojin,Kim, Ju-Young,Kim, Hye-Rim,Lee, Sungyul,Oh, Han Bin The Royal Society of Chemistry 2014 Physical chemistry chemical physics Vol.16 No.18

<P>We present infrared multiple photon dissociation (IRMPD) spectroscopy and quantum chemical calculation results for the protonated permethylated β-cyclodextrin (CD)–water non-covalent complex, the simplest β-CD non-covalent complex, in the gas-phase. The IRMPD spectrum in the region 2700–3750 cm<SUP>−1</SUP> consisted of three strong peaks at 3096, 3315, and 3490 cm<SUP>−1</SUP>. These spectral features in the experimental IRMPD spectrum were compared with a large set of infrared absorption spectra predicted using density functional theory (DFT) calculations for the protonated β-CD–water complex. Complex III (see Fig. 4c), in which the water molecule (at the primary rim) and the proton (at the secondary rim) were separated, was found to suitably reflect the main spectral characteristics found in the experimental IRMPD spectrum. The absence of the homodromic hydrogen bond ring, due to replacement of hydroxyl groups with methoxy groups in permethylated β-CD, rendered the primary rim open compared with the unmodified β-CD ‘one-gate-closed’ lowest energy conformer. This study demonstrates that IRMPD studies combined with DFT theoretical calculations can be a good method for studying molecular interactions of large host–guest pairs.</P> <P>Graphic Abstract</P><P>Water was found to interact with permethylated β-CD through multiple hydrogen bondings with methoxy groups of the rim. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c3cp54841d'> </P>

肝吸蟲症에 있어서 Praziquantel 投與 前後의 抗體價變動에 관한 硏究

李權海,嚴基善,林漢鍾 고려대학교 의과대학 1986 고려대 의대 잡지 Vol.23 No.3

The changes of antibody to adult worm of Clonorchis sinensis were studied using ELISA before and after treatment. Sera from 93 cases of confirmed human clonorchiasis were examined before treatment and at six months after treatment with a single dose of praziquantel 40 mg/kg bwt. Serum IgG level against C. sinensis (mean absorbance values at 488 nm) of 30 healthy controls from non-endemic area were 0.202±0.099, Sera of clonorchiasis patients showed significantly higher level of serum IgG (1.397±0.583) before treatment comparing with those of healthy controls. At after treatment the IgG levels were lower (0,858±0.408) than those of before treatment. At before treatment, the serum IgG level was highest in the group of very heavy infection (1.937±1.428), followed by heavy (1.860±0.297), moderate (1.491±0.579) and light (1.109±0.507) infection. The serum IgG level decreased significantly in heavy infection group (1.015±0.448) and in very heavy infection group (1.143 0.506) after treatment, then followed by moderate infection group (0.849±0.412) and light infection group (0.753±0.341). The egg discharge of thirty four out of ninty three clonorchiasis patients was negatively converted in stool examination and showed much decreased serum IgG level (0.718±0.356) as well as in the egg reducted fifty nine patients (0.943± 0.409). And the high antibody level groups showing the absorbance value higher than 1.50 (n=45) revealed more significant decrease of serum IgG level after treatment than the low antibody level group with less than 1.50. Conclusively, it was observed that serum specific IgG level was decreased at six months after treatment and the decreasing tendancy was more significant in higher E.P.G. group.

肺吸蟲症에 있어서 尿를 이용한 免疫學的 診斷에 관한 硏究

李榮喆,李駿商,林漢鍾 고려대학교 의과대학 1986 고려대 의대 잡지 Vol.23 No.3

Human paragonimiasis is one of the most common trematode diseases and of very important public health problems in Korea. Since neither skin test always represents current infection nor recovery of Puragovzinius westermani ova, the immunodiagnosis of human paragonimiasis is not always possible, a more feasible, sensitive and specific method is required. To investigate the feasibility and diagnostic accuracy of using the enzyme-linked immunosorbent assay (ELISA) with a urine sample in the immunodiagnosis of human paragonimiasis. 72 normal control subjects. 100 subjects with skin test positive for paragonimiasis. 19 patients with paragonimiasis. 13 subjects with serum optical density of more than 1.00 for Paragonimus antigen and clonorchiasis subjects were studied. ELISA was performed with Verona! buffered saline antigen of Paragonimus westermani. peroxidase conjugated anti-rabbit IgG and orthophenylene diamine as a substrate by micro-method. The results obtained are as follows: 1. The mean O.D. (optical density) values of ELISA of normal control subjects was 0.19±0.07 in the urine samples and 0.16 & 0.09 in the serum samples. 2. The mean O.D. values in the urine samples of 100 positives by skin test was 0.47±1 0.64 and in the serum samples was 0.65±0.72. The relation of the absorbance values between the urine (x-axis) and serum (y-axis) samples made the regression equation: y = 0.95x+0.206, and showed high correlation (r = 0.847, n = 100, p < 0.01). 3. Pseudopodia showed at the wheal by the skin test in the 12 (63%) out of 19 paragonimiasis. The mean O.D. values of 19 paragonimiasis was 1.41±0.58 in the urine samples and 1.64±0.38 in the serum samples. The O.D. values of confirmed paragocimiasis cases were 0.5 or over in the almost every cases using a urine sample. 4. Six cases of paragonimiasis which were treated effectively showed same reactions of the skin test and the O.D. values in the serum samples of other paragoniniiasis before treatment, but the O.D. values in the urine samples was a tendency of decrease. In conclusion, these findings suggested that ELISA using a urine sample was more feasible and sensitive in the immunodiagnosis of human paragonimiasis in the mass screening.

Capillaria hepatica 感染 마우스에 있어서 間接螢光抗體反應을 이용한 IgG, IgM 및 IgA의 變動에 관한 硏究

李淑環,嚴基善,林漢鍾 고려대학교 의과대학 1987 고려대 의대 잡지 Vol.24 No.3

The immunoglobulin kinetic study was performed to observe the serum IgG,IgM and IgA levels by the method of indirect fluorescent antibody test (IFAT) in Capillaria hepatic infected ICR mice. Antigen used were frozen sectioned eggs in liver tissue and lyophilized embryonated eggs. A total of 98 mice (b.w.15g) was divided into two groups (A,B) and 100 and 1,000 embryonated eggs were infected orally respectively. All mice were bled and killed by retro-orbital puncture prior to infection and at weeks 1,2,3,4,5,6,7,9,11,13,15, and 26 after infection. As negative control sera, 6 mice were used. Fluorescein conjugated anti-mouse immunoglobulins produced in goats (MELOY Laboratories, Inc.) were used as working protein concentration of 500㎍/ml in IgG, IgM and IgA respectively. The antigenic localities were inner membrane of sectioned egg antigen and on the precipitates around the mucoid plugs which were induced by circumoval precipitation reaction. The serum dilution of 16 or over were regarded as positive titer. The results obtained were summarized as follows; 1. IgG titers detected by IFAT using sectioned egg antigen increased at three weeks after infection and kept positive reactions until 13 weeks in light infected group. The titers detected using lyopilized egg antigen showed positive reactions between 3 and 11 weeks after infection. 2. IgM titerd using sectioned egg antigen increased rapidly at two weeks after infection and kept positives until 7 weeks in light infected group and at two weeks until 11 weeks in heavy infected group. The titers detected using lyopilized egg antigen showed positive reactions between 2 and 9 weeks after infection. 3. IgA antibodies were not detected by IFAT in both antigens i.e., sectioned egg antigen and lyophilized egg antigen in all tested sera of ICR mice.

各種藥劑가 肝吸蟲에 미치는 영향에 관한 電子顯微鏡的 硏究

李明根,金洙鎭,林漢鐘 고려대학교 의과대학 1983 고려대 의대 잡지 Vol.20 No.1

The electron-microscopic studies were undertaken to observe the morphological changes of Clonorchis sinensis obtained from experimentally infected rats treated with hexachlorophene, Hotol(1,4 bis-trichloromethybenzol), niclofolan and praziquantel which are known as highly active drugs against C. sinensis. For this study the rats were artificially infectedwith metacer-cariae isolated from Pseudorabora parva and were given a single oral dose of 50㎎/㎏ of hexachlorophene, 400㎎/㎏ of Hotol, 4㎎/㎏ of niclofolan and 600㎎/㎏ of praziquantel at 5 weeks infection. The Clonorchis worms were collected from the bile ducts of the rats which were autopsied at 24 hours after treatment with each drugs. With the collected worms, the fine structure was studied by means of scanning and transmission electron microscope. The findings of the observation were compared with those of each groups and untreated control groups. The results are as follows : 1. In the groups treated with praziquantel and hexachlorophene, the worms showed the elongation of oral-ventral suckers space, and the balloon shape structure was formed at anterior part of the worm. However in the groups treated with niclofolan and Hetol, the balloon shape structure was not formed. The lack of intestinal content was observed in the worms from the group treated with Hetol. 2. By the scanning electron microscopic observation, the bleb-like structures were observed on the sensory papillae around the two suckers of the worms from the group treated with praziquantel. In the worms from the group treated with niclofolan, the bleb-like structures were observed on the tegumental ridges near the ventral sucker, but the blebs were not formed on the sensory papillae. However, in the worms from the group treated with hexachlorophene, a few of blebs were found on the tegumental ridges. The worms from the group treated with Hetol were not observed any morphologicla changes by the scanning electron microscope, but in the most of worms many sperms appeared on the ventral sucker. 3. By the transmission electron microscopic observation in the tegumental syncytium, the mitochondrial degenerations were observed in the worms from the groups treated with niclofolan and hexachlorophene. In the worms from the group treated with praziquanted, the degeneration of mitochondriae in the tegumental syncytium, marked vacuolization in the tegumental basement, and the separation of basement membrane from the tegumental syncytium were also observed. 4. By the transmission electron microscopic observation in the intestinal lumen, the separation of intestinal and basement membrane was observed in the worms from the group treated with praziquantel, and the degeneration of the intestinal microvilli was observed in the worms from the groups treated with niclofolan, hexachlorophene and Hetol. Especially in the worms from the group treated with Hetol, marked degeneration of the intestinal microvilli and the "bubble" formation were also observed in the intestinal lumen.

坡州郡 廣灘面에 있어서의 肺吸蟲症의 疫學的 推移

李駿商,鄭然郁,林漢鍾,朴永模 고려대학교 의과대학 1980 고려대 의대 잡지 Vol.17 No.3

Paragonimiasis is a common trematodiasis of medical importance and one of public health problems in many areas of southern part of Korea. During the last sixty years, several surveys on the prevalence among the Korean population have been carried out by various investigators, although the general distribution and prevalence of paragonimiasis are not yet clearly determined. This study was undertaken to compare the status of human paragonimiasis in Kwang-Tan Myun, Pa Joo Gun by the use of intradermal screening test with Veronal buffered saline antigen. 1. In 1969, 27.9 per cent of the inhabitant examiners showed positive reaction, with sexual difference of 38.7 per cent in male and 8.3 per cent in female. 2. In 1977, 19.8 per cent of the inhabitant examiners showed positive reaction, with sexual difference of 31.9 per cent in male and 3.8 per cent in female. 3. In 1977, 1.9 per cent of the student examiners showed positive reaction. 4. In the inhabitant examiners, relarively higher positive rate was shown from the age group of 10 years in 1969, but it was shown from the age group of 40 years in 1977.

高興郡 浦頭面에 있어서의 肺吸蟲症의 疫學的 推移

林漢鍾,李駿商,金東彦,鄭城守 고려대학교 의과대학 1980 고려대 의대 잡지 Vol.17 No.1

It is recognized that Ko Heung Gun is the most well known endemic foci of paragonimiasis in Korea. Authors carried out the survey for human paragonimiasis in Po Du Myun, Ko Heung Gun (from 1968 to 1979) by the use of intradermal screening test with Veronal buffered saline antigens. In 1968 and 1979, inhabitants, of all age groups in these areas were examined. In 1979, 1,484 middle school students in Po Du Myun and 1,247 high school students in Ko Heung Eup were examined. The infestation rate of crabs with Paragonimus metacercaria was also examined. The following results were obtained in this survey. 1. In 1968, 353 inhabitants were showed 56.9% positive reaction, with sexual difference of 60.2% in male and 50.8% in female. The positive rate was shown over 50% in the age groups of over 10 years old. 2. In 1979, 387 inhabitants were showed 48.8% positive reaction, with sexual difference of 61.0% in male and 38.6% in female. The positive rate was shown over 50% in the age groups over 40 years old. 3. In 1979, middle school students in Po Du Myun were showed 16.4% positive reaction and high school students in Ko Heung Eup were showed 5.7% positive reaction. 4. The positive rate of Paragonimus metacercariae was 25.0% in crabs (Eriocheir japonicus) and the mean number of metacercaria per crab was 0.6.

조직기생 선충류 유충에서 분리한 단백 분해 효소의 특성 및 항원성 검토

임한종,주경환,최성아,이혜정,주종윤,정명숙 한국농촌보건회 1997 농촌의학·지역보건 Vol.22 No.1

긴촌충(廣節裂頭條蟲) 感柒의 一例

李駿商,林漢鍾,鄭啓憲 순천향대학교 1980 논문집 Vol.3 No.3

韓國에서의 긴촌충(廣節裂頭條史) 感染例는 日制時 慶南地方 住民들의 大便檢査 증에 史卵이 觀索되었다는 報告가 있었고, 患者로부터 成忠을 얻어 報告한 例는 趙等(1971)이 報告한 1例 뿐이었다. 著者들은 14歲의 韓國少年으로부터 길이 685cm의 頭節이 없는 史體를 얻었다. 治療藥製는 Bithionol이었다. 忠體를 形態學論으로 檢討한 바 Diphyllobothrium latum(Linnaeus, 1758) Luhe, 1910으로 同定되었다. 患者는 그때까지 外國을 旅行한 經驗이 없었으며 市中에서 生鮮膾률 먹거나 약수터 또는 溪流의 물을 마신 記憶이 없고 더우기 뱀이나 개구리를 生食한 經驗은 전혀 없다고 한다. 다만 그는 本硏究室을 찾기 1年前 그의 父親을 따라 浦項으로 바다낚시를 간 일이 있으며 그곳에서 낚아 올린 농어( 魚)를 謄로 먹은 經驗이 있다고 하였다. 그러므로 本例의 感染源은 魚일 가능성이 많으며 分明한 것은 國內의 土着感染이란 점이다. , 國內에서 수시로 報告되는 sparganum症의 例로 보거나 中間宿主의 役割을 할 수 있다고 思料되는 甲穀類 및 魚類에 대한 報告와 韓國海洋의 魚類分布로 보아 韓國에서의 廣節裂頭條忠 感染率은 窓外로 높을지도 모른다. A case of Diphyllobothrium latum infection was recorded. A 14-year-old Korean boy was infected with this tape worm and treated with bithionol orally. An incomplete strobila without scolex and neck parts was collected. It was identified as D.latum on the basis of morpho1ogical characteristics. The most probab1e source of infection is autochthonous according to the past history of the patient. This is the second record of Diphyllo-bothrium latum infection in Korea which was verified with the recovery of the adult worm.

糞便檢査에 있어서 세로판 厚層塗抹法과 簡易食鹽水浮游法의 比較檢討

李駿商,張基浩,朱炅煥,金洙鎭,林漢鍾 고려대학교 의과대학 1979 고려대 의대 잡지 Vol.16 No.1

Experiments had been made to evaluate more efficient method in stool examination for various helminth ova. Authors examined 2,016 nationwidely collected stool specimens by the two methods, cellophane thick smear method and brine floatation method. The results were as foliows; 1. Of 2,019 specimens examined by cellophane thick smear method, the positive rates of following helminth ova were; Ascaris lumbricoides (fertilized) 27.3% Ascaris lumbricoides (unfertilized) 13.6%, Trichuris trichiura 39.0%, Hookworm 0.1%, Enterobius vermicularis 0.05% Hymenolepis nana 0.04%, Taenla spp. 1.3% Clonorchis sinensis 1.1% and Metagonimus yokogawai 5.7%. And, A. lumbricoides (fertilized) 27.0%, A. lumbricoides (unfertilized) 3.8%, T. trichiura 38.1%, Hookworm 2.0%, Trichostrongylus orlentalis 0.6%, E. vermicularis 0.2%, H. nana 0.8%, and M. yokogawai 0.05% by brine floatation method. 2. The causes of inferior positive rates in some helminth ova by cellophane thick smear method were shortly discussed and suggest some opinions in improvement of detection ability. 3. The positive rates of following helminth ova were superior in cellophane thick smear method to those of brine floatation method: A. lumbricoides(fertilized), Taenia spp., C. sinensis and M. yokogawai. And, the positive rates of following helminth ova were superior in brine floatation method: Hookworm T. orientalis, H. nana and E. vermicularis. 4. Cellophane thick smear method has been known to be one of the most effective methods in mass stool examination. But, this method is not so effective in detection of certain species of helminth ova. Therefore, employment of brine floatation method added to cellophane thick smear method is desirable for the better result of mass stool examination.