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Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach

Ol'ga Nikolaevna Zefirova 1, 2
Ol'ga Nikolaevna Zefirova
, 
Ivan Sergeyevich Raguzin 1
Ivan Sergeyevich Raguzin
, 
Vladimir V Gogol 1
Vladimir V Gogol
, 
Evgeniya Vladimirovna Nurieva 1
Evgeniya Vladimirovna Nurieva
, 
Maxim S Belenikin 1
Maxim S Belenikin
10.1016/j.mencom.2011.09.003
Published 2011-09-14
Communication , Volume 21, Issue 5, 242-244
6
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Zefirova O. N. et al. Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach // Mendeleev Communications. 2011. Vol. 21. No. 5. pp. 242-244.
GOST all authors (up to 50) Copy
Zefirova O. N., Raguzin I. S., Gogol V. V., Nurieva E. V., Belenikin M. S. Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach // Mendeleev Communications. 2011. Vol. 21. No. 5. pp. 242-244.
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TY - JOUR
DO - 10.1016/j.mencom.2011.09.003
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.09.003
TI - Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach
T2 - Mendeleev Communications
AU - Zefirova, Ol'ga Nikolaevna
AU - Raguzin, Ivan Sergeyevich
AU - Gogol, Vladimir V
AU - Nurieva, Evgeniya Vladimirovna
AU - Belenikin, Maxim S
PY - 2011
DA - 2011/09/14
PB - Mendeleev Communications
SP - 242-244
IS - 5
VL - 21
ER -
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@article{2011_Zefirova,
author = {Ol'ga Nikolaevna Zefirova and Ivan Sergeyevich Raguzin and Vladimir V Gogol and Evgeniya Vladimirovna Nurieva and Maxim S Belenikin},
title = {Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach},
journal = {Mendeleev Communications},
year = {2011},
volume = {21},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.09.003},
number = {5},
pages = {242--244},
doi = {10.1016/j.mencom.2011.09.003}
}
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Zefirova, Ol'ga Nikolaevna, et al. “Phosphates of bridgehead alcohols as putative inositol monophosphatase inhibitors: molecular design and synthetic approach.” Mendeleev Communications, vol. 21, no. 5, Sep. 2011, pp. 242-244. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.09.003.

Abstract

To enhance the lipophilicity of d-3,5,6-trideoxyinositol monophosphate, the IMPase inhibitor, its bridgehead analogues were suggested on the basis of molecular modeling. Adamantane-1,2- and 1,4-diols were converted into their 1-phosphates via the step of benzylic protection of the secondary hydroxy groups; the Baeyer–Villiger oxidation of 1-hydroxyadamantan-2-one occurred to initially cleave C(1)–C(2) bond.

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