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Chemical Compound Review

AC1NSTJQ     (10R,13R)-10,13-dimethyl-17- (6...

Synonyms: SureCN10308281
 
 
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Disease relevance of cholesterol

  • Since CHDL level is inversely associated with coronary heart disease in adults, it is important to quantitate C-HDL and low-density lipoprotein cholesterol (C-LDL) in hypercholesterolemic children and to identify those with putatively reduced risk (elevated C-HDL level) or increased risk (elevated C-LDL level) [1].
  • Nevertheless, in HIV+ asymptomatic individuals, the CH/PL ratio of quiescent PBMCs resembled that of PHA-activated PBMCs from healthy donors, suggesting that quiescent PBMCs are in a partially activated or "preactivated" status [2].
  • There were strong positive correlations between serum ADPN levels and Cho (r=0.637, p=0.000), TG (r=0.516, p=0.002), low density lipoprotein (r=0.614, p=0.000) levels and 24-hour proteinuria (r=0.828, p=0.000) levels, whereas protein (r=-0.695, p=0.000) and albumin (r=0.732, p=0.000) levels were inversely correlated with ADPN levels [3].
  • Although the lithocholic acid (LCA)/deoxycholic acid (DCA) ratio, a risk index for colorectal cancer, was significantly lower in the bamboo, burdock and apple groups than in the CP or corn groups when given the diet without Chol, the differences disappeared with the addition of Chol [4].
 

High impact information on cholesterol

  • Contrary to these observations, lipid-laden SMC demonstrated a significant 50% loss in CHOL and CE after treatment with Nifedipine, due in part to the observed increase in CE hydrolytic activities [5].
  • These data support our hypothesis that Nifedipine decreases CHOL and CE accumulation in arterial SMC by increasing arterial CE hydrolysis [5].
  • In the CAD group, CHOL/HDL and triglycerides (TG) correlated with sTNFR2 (r=0.48, P=0.005 for CHOL/HDL, r=0.40, P=0.015 for TG) [6].
  • In artificial membrane bilayers, saturated long acyl chain-containing phospholipids and cholesterol (Chol) interact to form more ordered domains than those in phospholipids with unsaturated or short fatty acyl chains [7].
  • The results of the two totally independent methods, fluorescence quenching by 12-SLPC and fluorescence polarization of DPH, show that all steroids examined, except for Chol and 25-hydroycholesterol, behave as lipid domain-disrupting compounds [7].
 

Chemical compound and disease context of cholesterol

  • A PL-enriched parenteral formulation can trap CHOL, but it does not affect the immune profile or HIV infectivity in patients with advanced disease [8].
 

Biological context of cholesterol

  • Mitochondria from LPS+ASA-treated rats showed a decrease in lipid microviscosity, in CHOL/PL ratio and in CHOL/PL ratio of both inner and outer membrane fractions; these alterations suggested a general increase in membrane fluidity [9].
  • Literature values of four pharmacokinetic parameters obtained in dogs and acute LD50 values of the nitroimidazoles in BALB/c mice were highly correlated with log K or log Km only in CHOL-free liposomes [10].
  • Both reduced CH esterification and TXA2 receptor antagonism may contribute to the diminution of progression of atherosclerosis by daltroban [11].
  • The results were related to the well-known role of PL and CH derivatives in gene function control and cell growth [12].
  • In rabbits fed CH-enriched diet treatment with daltroban led to an inhibition of platelet aggregation and to a significant reduction of progression of atherosclerosis [11].
 

Anatomical context of cholesterol

  • The results indicated that the dietary protein-dependent change in the liver microsomal CHOL/PL ratio affected membrane fluidity, and subsequently the activity of delta 6 desaturase in liver microsomes [13].
  • Again, the membranes isolated from rats receiving CCl4 + silymarin showed normal CH/PL and SM/PC values [14].
  • A significant inverse correlation was observed between the GSI and GnRH soma size in Ch controls, suggesting animals with larger GnRH neurons tended to have smaller gonads [15].
  • The cholesterol (CHOL) level in human immunodeficiency virus (HIV) membrane is very high, and recent lipid formulations with high phospholipid (PL) content have demonstrated the ability to trap CHOL from endogenous sources, modifying the composition of cell membranes [8].
  • The concentrations of cholesterol (CHOL), triglycerides (TGL) and apolipoprotein B (Apo-B) in 4 days old infants were higher than in cord blood (P < 0.01 and P < 0.001, resp.), but were only 50% of those in blood of the respective mothers [16].
 

Associations of cholesterol with other chemical compounds

 

Gene context of cholesterol

  • Here we comparatively analyze, in PBMCs from patients with AIDS and related syndromes, (1) changes in membrane fluidity, measured as the cholesterol/phospholipid ratio (CH/PL), and (2) changes in the expression of AFP receptors and of the alpha chain of IL-2 receptor (TAC antigen) [2].
  • On day 21/III of treatment with EE/DG, the levels of total CH, LDL-CH and apolipoprotein B did not differ from controls, while apolipoprotein A-II was significantly increased [22].
  • The serum concentrations of total triglycerides (TG), very low-density lipoprotein CH (VLDL-CH), VLDL-TG, LD-TG, high-density lipoprotein CH (HDL-CH), HDL-TG, and apolipoprotein A-I were not significantly affected on day 3/I, but elevated on day 21/III [22].
  • Pigs were fed for 50 days with a diet rich in saturated fat and cholesterol (cho) [23].
  • For seropositive groups, no statistically significant changes in CH/PL ratios were appreciated on PHA activation [2].
 

Analytical, diagnostic and therapeutic context of cholesterol

  • Atomic force microscopy (AFM) experiments showed less lateral phase separation between 16:0-18:1PE-rich and SM/CHOL-rich raft domains in 16:0-18:1PE/SM/CHOL (1:1:1) bilayers than was observed when 16:0-22:6PE replaced 16:0-18:1PE [24].
  • Ultracentrifugation revealed a lower content of C (-44.2%) and apo A-I (-44.6%) in HDL-2 [25].
  • 4. In HF-HC diet fed WKY and SHR, the total plasma CE, LDL-CE and total plasma TG were significantly reduced after oral administration of DC-015 (1 mg/kg, twice a day) for 4 weeks [26].

References

  1. Hypercholesterolemia and hyper-alpha-lipoproteinemia in schoolchildren. Glueck, C.J., Kelly, K., Mellies, M.J., Gartside, P.S., Steiner, P.M. Pediatrics (1978) [Pubmed]
  2. Expression of alpha-fetoprotein and interleukin 2 receptors and impairment of membrane fluidity in peripheral blood mononuclear cells from AIDS and related syndromes. Macho, A., Aguilar, J.J., Naval, J., Girard, P.M., Uriel, J. AIDS Res. Hum. Retroviruses (1994) [Pubmed]
  3. High serum adiponectin levels during steroid-responsive nephrotic syndrome relapse. Bakkaloglu, S.A., Soylemezoglu, O., Buyan, N., Funahashi, T., Elhan, A.H., Peru, H., Fidan, K., Yilmaz, S., Hasanoglu, E. Pediatr. Nephrol. (2005) [Pubmed]
  4. Effects of different types of dietary fiber preparations isolated from bamboo shoots, edible burdock, apple and corn on fecal steroid profiles of rats. Shimizu, J., Yamada, N., Nakamura, K., Takita, T., Innami, S. J. Nutr. Sci. Vitaminol. (1996) [Pubmed]
  5. Nifedipine increases cholesteryl ester hydrolytic activity in lipid-laden rabbit arterial smooth muscle cells. A possible mechanism for its antiatherogenic effect. Etingin, O.R., Hajjar, D.P. J. Clin. Invest. (1985) [Pubmed]
  6. Association of lipoproteins with cytokines and cytokine receptors in heart failure patients. Differences between ischaemic versus idiopathic cardiomyopathy. Conraads, V.M., Bosmans, J.M., Schuerwegh, A.J., De Clerck, L.S., Bridts, C.H., Wuyts, F.L., Stevens, W.J., Vrints, C.J. Eur. Heart J. (2003) [Pubmed]
  7. Steroid structural requirements for stabilizing or disrupting lipid domains. Wenz, J.J., Barrantes, F.J. Biochemistry (2003) [Pubmed]
  8. Home parenteral lipids in AIDS: a three-month study. Singer, P., Levine, R., Rothkopf, M., Askanazi, J. Nutrition (Burbank, Los Angeles County, Calif.) (1997) [Pubmed]
  9. Reye syndrome model in rats: protection against liver abnormalities by L-carnitine and acetyl-L-carnitine. Visentin, M., Bellasio, R., Tacconi, M.T. J. Pharmacol. Exp. Ther. (1995) [Pubmed]
  10. Correlation of partitioning of nitroimidazoles in the n-octanol/saline and liposome systems with pharmacokinetic parameters and quantitative structure-activity relationships (QSAR). Betageri, G.V., Rogers, J.A. Pharm. Res. (1989) [Pubmed]
  11. Effects of daltroban, a thromboxane (TX) A2 receptor antagonist, on lipid metabolism and atherosclerosis. Pill, J., Metz, J., Stegmeier, K., Hartig, F. Agents Actions Suppl. (1992) [Pubmed]
  12. Covalent binding of carbon tetrachloride reactive metabolites to liver microsomal and nuclear lipid and phospholipid classes from Sprague Dawley and osborne Mendel male rats. Fanelli, S.L., Castro, J.A. Teratog., Carcinog. Mutagen. (1995) [Pubmed]
  13. Effects of dietary proteins on linoleic acid desaturation and membrane fluidity in rat liver microsomes. Koba, K., Wakamatsu, K., Obata, K., Sugano, M. Lipids (1993) [Pubmed]
  14. The role of membrane composition in ATPase activities of cirrhotic rat liver: effect of silymarin. Muriel, P., Mourelle, M. Journal of applied toxicology : JAT. (1990) [Pubmed]
  15. Steroid-induced changes in the morphology of GnRH neurons in the male leopard frog, Rana pipiens: correlation with plasma gonadotropin and gonadal size. Tsai, P.S., Jones, J.T. Gen. Comp. Endocrinol. (2005) [Pubmed]
  16. Carnitine level and several lipid parameters in venous blood of newborns, cord blood and maternal blood and milk. Hromadová, M., Parrák, V., Huttová, M., Danová, K., Urvölgyová, M. Endocrine regulations. (1994) [Pubmed]
  17. Relationship between serum adiponectin level and lipid composition in each lipoprotein fraction in adolescent children. Okada, T., Saito, E., Kuromori, Y., Miyashita, M., Iwata, F., Hara, M., Harada, K. Atherosclerosis (2006) [Pubmed]
  18. Influence of particle size on drug delivery to rat alveolar macrophages following pulmonary administration of ciprofloxacin incorporated into liposomes. Chono, S., Tanino, T., Seki, T., Morimoto, K. Journal of drug targeting. (2006) [Pubmed]
  19. Effect of mushroom Pleurotus ostreatus and isolated fungal polysaccharide on serum and liver lipids in Syrian hamsters with hyperlipoproteinemia. Bobek, P., Ginter, E., Kuniak, L., Babala, J., Jurcovicova, M., Ozdín, L., Cerven, J. Nutrition (Burbank, Los Angeles County, Calif.) (1991) [Pubmed]
  20. Development and in vitro characterisation of a benznidazole liposomal formulation. Morilla, M.J., Benavidez, P., Lopez, M.O., Bakas, L., Romero, E.L. International journal of pharmaceutics. (2002) [Pubmed]
  21. Dielectric properties of adsorption/ionization site of pentachlorophenol in lipid membranes. Smejtek, P., Barstad, A.W., Hsu, K. Biochim. Biophys. Acta (1987) [Pubmed]
  22. Short- and long-term effects on lipid metabolism of oral contraceptives containing 30 micrograms ethinylestradiol and 150 micrograms desogestrel or 3-keto-desogestrel. Kuhl, H., Jung-Hoffmann, C., Fitzner, M., März, W., Gross, W. Horm. Res. (1995) [Pubmed]
  23. Effects of reducing LDL and increasing HDL with gemfibrozil in experimental coronary lesion development and thrombotic risk. Palazón, C.P., Alfón, J., Gaffney, P., Berrozpe, M., Royo, T., Badimon, L. Atherosclerosis (1998) [Pubmed]
  24. Oleic and docosahexaenoic acid differentially phase separate from lipid raft molecules: a comparative NMR, DSC, AFM, and detergent extraction study. Shaikh, S.R., Dumaual, A.C., Castillo, A., LoCascio, D., Siddiqui, R.A., Stillwell, W., Wassall, S.R. Biophys. J. (2004) [Pubmed]
  25. Changes in lipoprotein composition in women receiving two low-dose oral contraceptives containing ethinylestradiol and gonane progestins. Harvengt, C., Desager, J.P., Gaspard, U., Lepot, M. Contraception. (1988) [Pubmed]
  26. Effects of DC-015, a novel potent and selective alpha 1-adrenoceptor antagonist on plasma lipid and vascular reactivity in hyperlipidaemic rats. Sheu, J.R., Peng, I.H., Lee, Y.M., Yen, M.H. Clin. Exp. Pharmacol. Physiol. (1996) [Pubmed]
 
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