2005
DOI: 10.1039/b512911g
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Fine tuning the hydrophilic–hydrophobic balance in inositols through annulation: An analysis of the hydrogen-bonded architectures of ‘annulated inositols’

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Cited by 15 publications
(4 citation statements)
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“…Seven studies were found to have high risks of bias in at least three domains including performance [ 49 51 , 54 ], detection [ 49 , 50 , 54 ], attrition [ 37 , 38 , 51 , 53 ], reporting [ 37 , 38 , 50 , 53 ] and other forms of bias [ 37 , 38 , 49 51 , 53 , 54 ]. Fourteen studies were at high risk for other sources of bias including nine with imbalanced baseline characteristics [ 31 , 33 , 37 , 38 , 40 , 41 , 43 45 , 54 ], insufficient time to detect change [ 32 , 34 , 39 ], and an active control reported as placebo (placebo consisted of lecithin which is a natural source of inositol [ 55 ]) [ 17 ]. Three studies did not report the effect of high attrition (over 30%) on baseline menstrual characteristics in the test and control groups [ 37 , 38 , 42 ].…”
Section: Resultsmentioning
confidence: 99%
“…Seven studies were found to have high risks of bias in at least three domains including performance [ 49 51 , 54 ], detection [ 49 , 50 , 54 ], attrition [ 37 , 38 , 51 , 53 ], reporting [ 37 , 38 , 50 , 53 ] and other forms of bias [ 37 , 38 , 49 51 , 53 , 54 ]. Fourteen studies were at high risk for other sources of bias including nine with imbalanced baseline characteristics [ 31 , 33 , 37 , 38 , 40 , 41 , 43 45 , 54 ], insufficient time to detect change [ 32 , 34 , 39 ], and an active control reported as placebo (placebo consisted of lecithin which is a natural source of inositol [ 55 ]) [ 17 ]. Three studies did not report the effect of high attrition (over 30%) on baseline menstrual characteristics in the test and control groups [ 37 , 38 , 42 ].…”
Section: Resultsmentioning
confidence: 99%
“…[18] It is worth mentioning at this point that intramolecular O-H•••O hydrogen bonding has not been observed even in the crystal structure of epi-inosi-tol where a 1,3-syndiaxial conformation of hydroxy groups is unavoidable. [6a,19] In comparison, our studies on the crystal structures of the annulated inositols (7, 13 and 14) [20] and the unsaturated tetrol 15 [21] revealed that the formation of intramolecular O-H•••O hydrogen bonds between the 1,3-syndiaxial OH groups is an invariant feature of molecular packing in conformationally locked polycyclitols.…”
Section: Spatial Locking Of Hydroxy Groups By Design and Its Implicat...mentioning
confidence: 92%
“…Relieved of the constraints of the site symmetry and steric bulk of two acyl groups, the esters (V) and (VI) exhibit crystal structures that follow a combination of modes 1 and 2. It is also interesting to note that this hydrogen-bonding preference and formation of the columnar architectures in the self-assemblies of (V) and (VI) not only optimizes the stronger O-HÁ Á ÁO hydrogen bonds within each column, but also maximizes the weaker van der Waals interactions among the hydrophobic groups of adjacent columns (Alfonso et al, 2009;Mehta & Sen, 2005;2008 The molecular packing of (VI). H atoms bonded to C atoms have been omitted for clarity.…”
Section: Commentmentioning
confidence: 98%