Dissertations / Theses on the topic 'Plamitic acid (16:O)'
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Tabanelli, Giulia <1982>. "Use of sub-lethal high pressure homogenization (HPH) treatments to enhance functional properties of lactic acid bacteria probiotic strains." Doctoral thesis, Alma Mater Studiorum - Università di Bologna, 2011. http://amsdottorato.unibo.it/3598/.
Full textSATO, MARIA K. "Sintese, marcacao e estudos biologicos do acido 16-I-131-hexadecanoico para cintilografias do miocardio." reponame:Repositório Institucional do IPEN, 1988. http://repositorio.ipen.br:8080/xmlui/handle/123456789/9908.
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Dissertacao (Mestrado)
IPEN/D
Instituto de Pesquisas Energeticas e Nucleares - IPEN/CNEN-SP
Wiman, Josefin. "Investigation of the intra-day variation in stearoyl-CoA-desaturase activity by measuring the product-to-precursor ratios of fatty acids (16:1/16:0 and 18:1/18:0)." Thesis, Uppsala University, Department of Medical Biochemistry and Microbiology, 2008. http://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-87728.
Full textObesity is today a problem that has reached epidemic proportions. One of the causes of obesity is the over-consumption of energy. Fat is the most energy-dense nutrient, where the quality seems to be more important for the development of the metabolic diseases than the quantity. The fatty acid composition in serum lipid fractions can be used to mirror the dietary fat quality.
Stearoyl-CoA-desaturase (SCD) is an enzyme that converts saturated to monounsaturated fatty acids. A surrogate measure of SCD activity can be estimated as a fatty acid ratio; 16:1/16:0 (palmitoleic acid/palmitic acid) and 18:1/18:0 (oleic acid/stearic acid). The aim of this project was to investigate the intra-day variation in the SCD-ratio in humans eating a standardized diet. The results showed that triacylglycerol and nonesterified fatty acid fractions in serum lipids had a significant variance in the 16:1/16:0 ratio during the day, whereas 18:1/18:0 ratio in the same fractions did not exhibit the same pattern. In this study 16:1/16:0 ratio also seems to be a better marker than 18:1/18:0 ratio for estimating SCD activity. For further evaluation of the intra-day variation there need to be a more long-term study of the SCD-activity for a larger group of subjects.
KAWAKAMI, Hidekuni, すなお 草島, Sunao KUSAJIMA, 重明 沓名, Sigeaki KUTSUNA, and 日出國 川上. "スギ落葉有機組成分特にクチンの生分解について." 名古屋大学農学部付属演習林, 1987. http://hdl.handle.net/2237/8666.
Full textEldridge, Joshua A. "SYNTHESIS AND STABILITY STUDIES OF PRODRUGS AND CODRUGS OF NALTREXONE AND 6-β-NALTREXOL." UKnowledge, 2013. http://uknowledge.uky.edu/pharmacy_etds/16.
Full textSuresh, Harsha Garadi [Verfasser], and Bernd [Akademischer Betreuer] Bukau. "Fatty acid synthetase reversibly sequesters into storage granules upon nutrient limitation / Harsha Garadi Suresh ; Akademischer Betreuer: Bernd Bukau." Heidelberg : Universitätsbibliothek Heidelberg, 2015. http://nbn-resolving.de/urn:nbn:de:bsz:16-heidok-179858.
Full textHuang, Ying. "The role of AP-1 transcription complex in retinoic acid-dependent B 16 melanoma cell growth arrest and differentiation." Huntington, WV : [Marshall University Libraries], 2003. http://www.marshall.edu/etd/descript.asp?ref=365.
Full textTitle from document title page. Document formatted into pages; contains xiii, 153 p. including illustrations. Includes abstract. Includes bibliographical references (p. 125-153).
Hanke, Maximilian [Verfasser], and Axel [Akademischer Betreuer] Rosenhahn. "How Stem Cells Roll : a microfluidic characterisation of the CD44-hyaluronic acid interaction and its role in leukaemia / Maximilian Paul Hanke ; Betreuer: Axel Rosenhahn." Heidelberg : Universitätsbibliothek Heidelberg, 2014. http://nbn-resolving.de/urn:nbn:de:bsz:16-heidok-177021.
Full textSmit, Tamara Tjitske Antje [Verfasser], and Peter Paul [Akademischer Betreuer] Nawroth. "Metabolic switch from glycolysis towards fatty acid oxidation in Schwann cells in response to high glucose / Tamara Tjitske Antje Smit ; Betreuer: Peter P. Nawroth." Heidelberg : Universitätsbibliothek Heidelberg, 2019. http://nbn-resolving.de/urn:nbn:de:bsz:16-heidok-264417.
Full textMortari, Bianca. "Desenvolvimento, otimização e aplicação de sensor biomimético com tradução óptica seletivo ao corante verde ácido 16 /." Araraquara, 2019. http://hdl.handle.net/11449/180912.
Full textBanca: Denis Ricardo Martins de Godoi
Banca: Éder Tadeu Gomes Cavalheiro
Resumo: Este trabalho propõe a síntese de MIP usando como molécula molde, ou template, o corante Verde Ácido 16 (AG16), um corante do grupo dos trifenilmetanos. A síntese foi feita pelo método em bulk; diretamente sobre a fibra óptica, usada como transdutor no desenvolvimento do sensor óptico; e também diretamente em placas de vidro, para fins de caracterização morfológica dos materiais impressos. O polímero sintetizado e o sensor construído foram caracterizados por Microscopia Eletrônica de Varredura (MEV), Espectroscopia vibracional da região no Infravermelho (IV), Reflectância Total Atenuada (RTA) e Microscopia Confocal. Os parâmetros otimizados para o desempenho do sensor foram temperatura, tempo de adsorção/pré-concentração e pH, obtendo-se os melhores resultados a 25 ºC, 60 minutos e pH 7,0; respectivamente. Sob estas condições os limites de detecção e quantificação do MIP-sensor foram 62,2 e 188 µmol L-1 respectivamente, com valores de repetibilidade e reprodutibilidade, em termos do desvio padrão relativo (RSD) abaixo de 4%. Nos experimentos realizados usando o MIP-optodo-AG16 na presença de outros quatro corantes diferentes, os valores de obtidos para a retenção/adsorção desses corantes mostraram a excelente seletividade do tip-sensor construído. Na aplicação em amostras de rio e de efluente industrial enriquecidas com AG16, os valores de recuperação obtidos foram próximos a 100% para o MIP-optodo, mostrando a eficiência do sensor em relação ao NIP-optodo. Desta forma, este ... (Resumo completo, clicar acesso eletrônico abaixo)
Abstract: This work proposes the synthesis of a MIP using Acid Green 16 (AG16) dye as template molecule of the triphenylmethane group. The synthesis was made by bulk method directly on the optical fiber surface which is using as a transducer in the development of optical sensor and also synthesized directly on glass plates for morphological characterization of the printed materials. The synthesized polymer and the constructed sensor were characterized by Scanning Electron Microscopy (SEM), Infrared (IR), Attenuated Total Reflectance (ATR) and Confocal Microscopy. The optimized parameters were temperature, adsorption/pre-concentration time, pH, obtaining the best results at 25 ºC, 60 minutes and pH 7,0 respectively. Under these conditions for the MIP-sensor the limits of detection and quantification were 62.2 and 188 μmol L-1 respectively, with repeatability and reproducibility values in terms of relative standard deviation (RSD) below 4%. The experiments were performed using MIP-optode-AG16 in presence of four other different dyes and the values obtained for the retention/adsorption of those dyes showed the excellent selectivity of the constructed tip-sensor. For application the river samples and industrial effluent were enriched with AG16 and recovery values were obtained close to 100% for the MIP-optodo that showing the efficiency of the sensor in relation to the NIP-optodo. Thus this master's work shows the development of an exceptional optical sensor for the literature with excelle... (Complete abstract click electronic access below)
Mestre
Joiner, David B. "Cellulose digestibility, ethanol yield, and lignin recovery from corn stover fractionated by a two-stage dilute-acid and dilute-alkaline process." Auburn, Ala., 2005. http://repo.lib.auburn.edu/Send%2012-16-07/JOINER_DAVID_32.pdf.
Full textSizemore, Nywana. "Effect of human papillomavirus 16 immortalization on retinoic acid regulation of epidermal growth factor responsiveness and differentiation of normal ectocervical epithelial cells." Case Western Reserve University School of Graduate Studies / OhioLINK, 1995. http://rave.ohiolink.edu/etdc/view?acc_num=case1058216018.
Full textANGRI, MATTEO. "FOOD SAFETY AND QUALITY IN DEVELOPING COUNTRIES: THE ROLE OF LACTIC ACID BACTERIA." Doctoral thesis, Università Cattolica del Sacro Cuore, 2016. http://hdl.handle.net/10280/10797.
Full textThe safety and quality of food are still a critical issue in developing countries. Diets with a low content of folic acid, for example, may cause serious health problems, especially in children. Severe disorders related to neural tube (NTD) in infants may arise from mothers having inadequate intakes of folic acid (400-600 g/dia) during the mother pregnancy period. Moreover foods, when not properly protected or treated, can be vectors of pathogenic fungi and bacteria thereby representing a potential source of human diseases and an economical loss for the food industry. In the following thesis we have therefore investigated the role of selected lactic acid bacteria (LAB) in increasing the nutritional value of milk through the production of folic acid during the fermentation process. In addition, we focused on their use as “bio-preservatives” against fungal and bacterial spoilage, through the synthesis of antimicrobial compounds (bacteriocins) able to inhibit the growth of filamentous fungi and /or pathogenic bacteria.
Crouse, Matthew Scott Pennell. "Effects of Maternal Nutrition on Fructose, Glucose, and Cationic Amino Acid Transporter Expression in Bovine Utero-Placental Tissues from Days 16 to 50 of Gestation." Thesis, North Dakota State University, 2016. https://hdl.handle.net/10365/28240.
Full textMaciaszek, Joseph Walter. "HIV-1 and SIVmac Repression by Retinoic Acid in Monocyte Cell Lines and Macrophages, and HIV-1 Repression by Interleukin-16 in T Cell Lines: A Dissertation." eScholarship@UMMS, 1997. http://escholarship.umassmed.edu/gsbs_diss/250.
Full textLegrand, Noémie. "L'acide cinnamique régule l'expression post-transcriptionnellede la cyclooxygénase-2." Thesis, Montpellier 2, 2012. http://www.theses.fr/2012MON20093/document.
Full textInflammation is considered a cancer-promoting factor. Cyclooxygenase-2 (COX-2), the inducible form of the family of cyclooxygenases is an important mediator of inflammation, which has been found constitutively expressed in many forms of cancer including breast, colon or prostate. A number of studies show that COX-2 is stably expressed since the early pre-neoplastic stages. This encourages us to consider COX-2 as a potential target in chemoprevention as well as in the treatment of cancer. Synthetic inhibitors of COX-2, which target enzymatic activity, are the only clinical strategy to counteract COX-2. However, these compounds present severe side effects, a fact that limits their prolonged intake, like requested in chemoprevention or during anti-cancer treatment.An alternative strategy to target COX-2 is at the level of its expression. A number of studies show that several natural compounds including curcumin, resveratrol or apigenin preferentially target COX-2 expression without showing toxicity.Our study analyses the effect of cinnamic acid, a natural compound derived from Cinnamonium cassia on COX-2 expression during carcinogenesis, with the final aim to evaluate its potential in chemoprevention/therapy.For our chemopreventive purposes, we used the non-carcinogenic breast cell line MCF10A, stimulated by the phorbol ester 12-phorbol myristate 13-acetate (PMA), which typically induces COX-2. We show a reduction of induced COX-2 expression after treatment with different concentrations of cinnamic acid (1 and 10μM). The analysis of the mechanisms involved in COX-2 protein expression decrease shows that cinnamic acid regulated COX-2 expression at the post-transcriptional level by reducing COX-2 mRNA stability. This effect is associated with the ability of cinnamic acid to prevent downregulation of miR-16 expression and p38 activation in response to PMA treatment
Cedernaes, Jonathan. "Intestinal Gene Expression Profiling and Fatty Acid Responses to a High-fat Diet." Doctoral thesis, Uppsala universitet, Funktionell farmakologi, 2013. http://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-196207.
Full textSENIZZA, ALICE. "OMICS APPROACH TO INVESTIGATE THE ROLE OF ENTERIC BACTERIA IN METABOLIZING FOOD COMPONENTS." Doctoral thesis, Università Cattolica del Sacro Cuore, 2020. http://hdl.handle.net/10280/72839.
Full textThe aim of the present PhD thesis was to explore the metabolic response of intestinal bacteria to food components by using ‘omics’ approaches. In particular, the first part of this thesis was focused on the effect of linoleic acid on Bifidobacterium breve DSM 20213 strain. Firstly, an untargeted metabolomics-based approach was used to explore the primary changes in metabolic profile of this strain grown in presence of linoleic acid. Secondly, the gene expression of B. breve DSM 20213 induced by linoleic acid exposure was investigated. Integrated use of metabolomics/transcriptomics was applied to better understand the response mechanisms to linoleic acid stress. In the third part of the thesis, using a combination of metagenomics and metabolomics, the in vitro large intestine fermentation of gluten-free rice cookies containing alfalfa seed was investigated. In the last part of my PhD, the negative effect of β-glucuronidase producing bacteria was evaluated by means of qualitative high-resolution mass spectrometry. Based on my experience there is not a gold standard approach for evaluating a complex environment such as the gastrointestinal tract. For this reason, an integrated use of different techniques should be mandatory to have an accurate framework of gut microbiota composition, its potential metabolic network and the impact on the host physiology and health.
GUGLIELMETTI, ELENA. "Antibiotico resistenza in batteri lattici: basi molecolari e trasferibilità." Doctoral thesis, Università Cattolica del Sacro Cuore, 2009. http://hdl.handle.net/10280/404.
Full textThe discovery and subsequent widespread use of antibiotics have rendered many bacterial species of human and animal origin resistant to some antibiotics. Antibiotic resistance gene may be transferred via food chain, from animals into fermented and other food or in the human gastrointestinal tract. The transferability of some plasmids that harbor the tetracycline or erythromycin resistance genes to animal and human pathogens was assessed using electrotrasformation and conjugation. The present study describes the proprieties of some new plasmids, originally isolated from fish intestinal Lactococcus lactis ssp. lactis and from fermented sausage Lactobacillus brevis, Lb. plantarum and Lb. reuteri. In particular, here I report the potentially of transferable antibiotic resistance determinants to human pathogenic bacterial like Listeria monocytogenes and Staphylococcus spp. and to an etiologic agent of Lactococcus infection like Lc. garvieae. The possibility of transferring natural Lactococcus and Lactobacillus plasmids into pathogenic bacterial strains involved the characterization of these elements, like comobilization and plasmid stability. These data suggest that lactic acid bacteria (LAB) might be reservoir organism for acquired resistance genes that can be spread both to fish and human pathogens, posing a risk to aquaculture and human health.
Wharmby, Michael T. "Synthesis of porous metal phosphonate frameworks for applications in gas separation and storage." Thesis, University of St Andrews, 2012. http://hdl.handle.net/10023/3450.
Full textNábělek, Jakub. "Vývoj a validace postupu pro izolaci kyseliny ferulové z pšeničných otrub." Master's thesis, Vysoké učení technické v Brně. Fakulta chemická, 2020. http://www.nusl.cz/ntk/nusl-432679.
Full textCorkery, Robert, and robert corkery@anu edu au. "Artificial biomineralisation and metallic soaps." The Australian National University. Research School of Physical Sciences and Engineering, 1998. http://thesis.anu.edu.au./public/adt-ANU20080124.190014.
Full textHami, Seno Djarot Sasongko. "Comparative analysis of two attachment variants of butyrivibrio fibrisolvens." Thesis, 2010. http://hdl.handle.net/2440/62572.
Full textThesis (Ph.D.) -- University of Adelaide, School of Agriculture, Food and Wine, 2010
Lin, Jen-Jie, and 林振頡. "Proteomic analysis of the effects of gallic acid on B-16 cells." Thesis, 2010. http://ndltd.ncl.edu.tw/handle/53371620845581455945.
Full text美和科技大學
健康與生技產業研究所
99
Melanin is a natural defense against UV radiation. When the skin is exposed to ultraviolet radiation, the melanin plays a protective role. It was found that Galla chinensis extract can inhibit tyrosine kinase activity. Gallic acid was isolated from Rhus chinensis Mill functioned as the active ingredient for the inhibitory effect against tyrosine kinase activity. It has been reported that Galla chinensis has strong antioxidant capacity. In this study, the effect of gallic acid on the melanoma cells of mice was studied by comparative proteomic analysis. The differential proteins were identified by comparing the 2-DE maps of the cells treated with gallic acid with those of the control samples. The protein identification was done by LC-MS/MS analysis use Western blotand MRM to authentication. The results indicated that gallic acid is involved in glycolysis and TCA cycle and help accelerate energy metabolism. The differential proteins are related with antioxidation and metabolism in the melanoma cells.
Nall, Jennifer L. "Arginine and Conjugated Linoleic Acid Reduce Fat Mass in Rats." 2008. http://hdl.handle.net/1969.1/ETD-TAMU-2008-05-16.
Full textCheng, Huei-Yu, and 鄭慧瑜. "Analysis of nucleic acid-binding properties of 16 kDa and 50 kDa protein-encoded by IS1550 from Mycoplasma fermentants." Thesis, 1999. http://ndltd.ncl.edu.tw/handle/78821935977820560413.
Full text國立陽明大學
醫學生物技術研究所
87
Insertion sequence IS1550 is a transposable element which exists in the chromosome of Mycoplasma fermentans. DNA sequences and its predicted amino acid sequences of IS1550 showed the element contains two potential open reading frames ( ORFs ) : ORF1 and ORF2. There is a potential - 1 frameshift signal A6G, near the C-terminus of ORF1, with downstream potential secondary structure to fuse ORF1 and ORF2 forming ORF12' ( putative transposase ). In addition, ORF2 has a conserved transposase motif, DDE domain, with proper space between 1st D amino acid ( aa ) residue and 2nd D aa residue and the E aa residue, which similar to those of bacterial transposases. The DNA fragment from nucleotide (nt) position 48 to nt position 1381 of IS1550, containing ORF1 and ORF2, was cloned in pET28a for protein expression. However, a 16 kDa protein band encoded by ORF1 was only detected in SDS- PAGE. While a site-directed mutagenesis of A6G to A7G which mimic the result of -1 translational frameshift, a 50 kDa protein encoded by ORF12' was detected in SDS-PAGE. Near the C-terminus of ORF1, a characteristic feature of Leucine zipper was predicted which may be involved in binding to DNA. Using the electrophoresis mobility shift assay ( EMSA ), we demonstrated both 16 kDa and 50 kDa protein ( putative transposase ) have the ability to bind left and right inverted repeat ( LIR and RIR ). These results suggest that 16 kDa protein competes binding site with those of 50 kDa ( putative transposase ) to regulate transposition frequency. In addition 16 kDa protein was shown to be able to bind LIR-containing RNA fragment . This RNA-binding property may have the function to regulate the translation of IS1550 gene.
Lin, Chyun-Jy, and 林群智. "Studies on the Method of Radium Extraction with Crown Ether (sym-Di[4(5)-tert-butylbenzo]-16-crown-5-oxyacetic Acid)." Thesis, 1997. http://ndltd.ncl.edu.tw/handle/39731848152037856387.
Full textLin, Qun-Zhi, and 林群智. "Studies on the Method of Radium Extraction with Crown Ether (sym-Di[4(5)-tert-butylbenzo]-16-crown-5-oxyacetic Acid)." Thesis, 1997. http://ndltd.ncl.edu.tw/handle/39330803118163569811.
Full textRundle, Natalie T. "Checkpoint inhibition and cell cycle effects of 13-hydroxy-15-oxozoapatlin, ent-kaur-16-en-15-oxo-18-9oic acid, and isogranulatimide." Thesis, 2003. http://hdl.handle.net/2429/14866.
Full text"Anti-tumor effect of Ent-11α-hydroxy-15-oxo-kaur-16-en-19-oic-acid in mouse models of liver cancer and lung cancer." 2009. http://library.cuhk.edu.hk/record=b5896562.
Full textThesis (M.Phil.)--Chinese University of Hong Kong, 2009.
Includes bibliographical references (leaves 117-131).
Abstract also in Chinese.
Abstract --- p.i
論文摘要 --- p.iii
Acknowledgement --- p.iv
List of publications --- p.vi
List of Tables --- p.vi
List of Figures --- p.vi
Table of Contents --- p.ix
Chapter Chapter 1: --- Introduction --- p.1
Chapter 1.1. --- Liver cancer --- p.1
Chapter 1.1.1. --- Hepatocellular Carcinoma (HCC) --- p.2
Chapter 1.2. --- Lung Cancer --- p.5
Chapter 1.3. --- Pteris semipinnata L --- p.8
Chapter 1.4. --- Extract of PsL: 5F --- p.10
Chapter 1.5. --- Animal models in chemotherapy researches --- p.13
Chapter 1.5.1. --- Model of HCC --- p.13
Chapter 1.5.2. --- Model of lung cancer --- p.15
Chapter 1.6. --- Apoptosis: Significance of programmed cell death --- p.17
Chapter 1.6.1. --- The extrinsic pathway --- p.18
Chapter 1.6.2. --- The intrinsic pathway --- p.19
Chapter 1.7. --- Apoptotic molecules related to this study --- p.22
Chapter 1.7.1. --- Bcl-2 family --- p.22
Chapter 1.7.1.1. --- Bax --- p.22
Chapter 1.7.1.2. --- Bcl-2 --- p.23
Chapter 1.7.2. --- Nuclear factor kappa B --- p.25
Chapter 1.7.3. --- Inducible nitric oxide synthase --- p.27
Chapter 1.8. --- Side-effects of chemotherapy --- p.29
Chapter 1.8.1. --- Chemotherapy and liver dysfunction --- p.30
Chapter 1.8.2. --- Nephrotoxicity of chemotherapeutic agents --- p.31
Chapter 1.9. --- Aim of study --- p.33
Chapter Chapter 2: --- Materials and Methodology --- p.34
Chapter 2.1. --- Animals --- p.34
Chapter 2.1.1. --- HCC model --- p.34
Chapter 2.1.2. --- Lung cancer model --- p.35
Chapter 2.2. --- Tumors induction --- p.36
Chapter 2.2.1. --- HCC induction in C3H/HeJ mice --- p.36
Chapter 2.2.2. --- Lung cancer induction in A/J mice --- p.37
Chapter 2.3. --- 5F preparation --- p.38
Chapter 2.4. --- 5F treatment --- p.39
Chapter 2.5. --- Harvest of samples and tissues --- p.41
Chapter 2.6. --- Tumor assessment --- p.43
Chapter 2.7. --- Investigation of apoptosis and cell proliferation --- p.44
Chapter 2.8. --- Immunohistochemistry --- p.47
Chapter 2.9. --- Biochemical test --- p.51
Chapter 2.9.1. --- Liver Function Tests (LFT) --- p.52
Chapter 2.9.1.1. --- Aspartate aminotransferase (AST) & Alanine aminotransferase (ALT) --- p.52
Chapter 2.9.2. --- Renal Function Test (RFT) --- p.53
Chapter 2.9.2.1. --- Serum creatinine level (CRE) --- p.53
Chapter 2.9.2.2. --- Blood Urea Nitrogen index (BUN) --- p.54
Chapter 2.10. --- Statistical analysis --- p.55
Chapter Chapter 3: --- Results --- p.56
Chapter 3.1. --- Anti-tumor effect of 5F is dose- dependent --- p.56
Chapter 3.2. --- 5F reduces cell proliferation and induces apoptosis in-vivo --- p.60
Chapter 3.3. --- Effects of 5F on apoptotic signaling molecules --- p.68
Chapter 3.3.1. --- 5F up-regulates pro-apoptotic Bax and Bak --- p.68
Chapter 3.3.2. --- 5F down-regulates anti-apoptotic NF-kappa B and Bcl-2 --- p.76
Chapter 3.3.3. --- 5F up-regulated iNOS in HCC but not in lung cancer --- p.88
Chapter 3.3.4. --- Regulation on Erk1/2 was associated with treatment of 5F --- p.93
Chapter 3.4. --- Side-effect studies of 5F --- p.97
Chapter Chapter 4: --- Discussion --- p.105
Chapter Chapter 5: --- Conclusion --- p.116
Bibliography --- p.117
Nonappa, *. "Synthesis, Physicochemical Studies And Gelation Properties Of Novel Bile Acid Derivatives." Thesis, 2008. http://hdl.handle.net/2005/725.
Full textSir, In-Shan, and 余怡璇. "A Formal Synthesis of Optically Active 2-Oxo-5a,8a-13, 14, 15, 16-tetranorclerod-3-en-12-oic acid and 6b-Acetoxy-2-oxokolavenool." Thesis, 2000. http://ndltd.ncl.edu.tw/handle/28722707780221296276.
Full text國立清華大學
化學系
88
This thesis describes the formal asymmetric synthesis of 2-oxo-5a,8a-13,14,15,16-tetranorclerod-3-en-12-oic acid (54) and 6b-acetoxy-2-oxokolavenool (55) (Figure 1). The efficient synthesis of (R)-4-(2-benzyloxyethyl)-4-methyl-2-cyclohexenone [(-)-67], a common intermediate in a previously reported synthesis of both 54 and 55, in an asymmetric manner was the key concept in this approach. Towards this end, two approaches were investigated: enzymatic kinetic resolution and asymmetric synthesis via Meyer''s b-lactam approach to 4,4-disubstituted 2-cyclohexenones. In the first approach, kinetic resolution of a racemic mixture of 4-(2-benzyloxyethyl)-4-methyl-2-cyclohexenone as mediated by lipase AK did not result in a sufficiently high level of asymmetric resolution. However, during our investigations, we developed a new procedure to effectively resolve a racemic mixture of 2-phenylcyclohexanol (94) into its individual chiral forms quantitatively. In the approach using Meyer''s b-lactam ([2S-(2a,3b,8ab)]-(+)-hexahydro-3-(hydroxymethyl)-8a-methyl-2-phenyl-5H-oxazo-lo[3,2-a]pyridin-5-one, 87) as starting material, compound (-)-67 was realized in excellent optical and synthetically useful yields. The enantiomer of (-)-67, compound (+)-67, was also synthesized via this chemical approach in excellent optical and synthetically useful yields. Compound (+)-67 was further elaborated to Diels-Alder adducts (+)-70 and 92 containing the core decalin structure of cis-ent-clerodane natural products. The details of our investigations are described in this thesis.
Corkery, Robert. "Artificial biomineralisation and metallic soaps." Phd thesis, 1998. http://hdl.handle.net/1885/46251.
Full text