- 2′(3α-Benzyloxy-24-norcholan-23-yl)-2′,4′4′- trimethyl-4′,5′-dihydrooxazoline-N-oxyl as a potential spin probe for model membranes
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A new steroidal doxyl (4,4-dimethyloxazolidine-N-oxyl) nitroxide (SDN) viz, 2′-(3α-benzyloxy-24-norcholan-2′-yl)-2′, 4′4′-trimethyl-4′,5′-dihydrooxazoline-N-oxyl has been synthetized. This is expected to have higher mobility over other spin labels reported earlier. The localization of this spin probe in lipid bilayers has been determined using 1H NMR and 31P NMR techniques. The alterations induced by drugs in the membrane characteristics such as phase transition and permeability have been investigated using electron paramagnetic resonance (EPR) techniques. The results show the applicability of SDN as a potential spin probe in the study of biomembranes.
- Banerjee, Sharmila,Trivedi, Girish K.,Srivastava, Sudha,Phadke, Ratna S.
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p. 377 - 382
(2007/10/02)
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- SYNTHESIS OF 2'-(3α-BENZYLOXY-24-NORCHOLAN-23-YL)-2',4',4'-TRIMETHYL-4',5'-DIHYDROOXAZOLINE-N-OXYL - A NEW POTENTIAL SPIN PROBE FOR BIOMEMBRANES
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The synthesis of a new steroidal nitroxide, viz. 2'-(3α-benzyloxy-24-norcholan-23-yl)-2',4',4'-trimethyl-4',5'-dihydrooxazoline-N-oxyl 7, a potential spin probe for biomembranes is described.The title compound in improved yield could be obtained by a direct Grignard reaction on the oxaziridine 4.This effected a one-step reduction in the overall synthetic sequence.The methodology of the Grignard reaction on the oxaziridine to yield the nitroxide is reported for the first time.In dilute solutions, the isotropic ESR parameters for 7 have been measured.
- Banerjee, Sharmila,Desai, Umesh R.,Trivedi, Girish K.
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p. 133 - 148
(2007/10/02)
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- On the protection of 3α-hydroxy group of A/B cis steroids
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The difficulties encountered in the protection of 3α-hydroxy group of lithocholic acid 1 with three different types of protective groups are described. Only benzyl ether derivative was found to be suitable for synthetic transformations. The methodology for the synthesis of benzyl ethers of A/B cis steroids is reported for the first time.
- Banerjee,Desai,Trivedi
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p. 757 - 770
(2007/10/02)
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- THE PREPARATION OF BILE ACID AMIDES AND OXAZOLINES
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Amides obtained by the condensation of some bile acid chlorides with 2-amino-2-methyl-1-propanol on cyclization yield bile acid oxazolines.Physical properties of these bile acid derivatives are described.Some of the oxazolines are non-toxic and are inhibitors of 7-dehydroxylaseactivity in fecal anaerobic bacteria and purified enzymes from these bacteria.
- Ayengar, Narayan K. N.,Singhal, Anil K.,McSherry Charles K.,Mosbach, Erwin H.
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p. 333 - 346
(2007/10/02)
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