Home / Publications / Design, synthesis and biotest of a bicyclo[3.3.1]nonane analogue of 2-amino-5,6-dihydro-4H-1,3-thiazine

Design, synthesis and biotest of a bicyclo[3.3.1]nonane analogue of 2-amino-5,6-dihydro-4H-1,3-thiazine

Ol'ga Nikolaevna Zefirova 1, 2
Ol'ga Nikolaevna Zefirova
, 
Evgeniya Vladimirovna Nurieva 1
Evgeniya Vladimirovna Nurieva
, 
Vladimir Igorevich Chupakhin 2
Vladimir Igorevich Chupakhin
, 
Irina Sergeevna Semenova 1
Irina Sergeevna Semenova
, 
Danil I Peregud 3
Danil I Peregud
, 
Mikhail Valeryevich Onufriev 4
Mikhail Valeryevich Onufriev
, 
Natalia Valer'evna Gulyaeva 4
Natalia Valer'evna Gulyaeva
10.1016/j.mencom.2010.11.007
Published 2010-11-02
Communication , Volume 20, Issue 6, 323-325
18
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Zefirova O. N. et al. Design, synthesis and biotest of a bicyclo[3.3.1]nonane analogue of 2-amino-5,6-dihydro-4H-1,3-thiazine // Mendeleev Communications. 2010. Vol. 20. No. 6. pp. 323-325.
GOST all authors (up to 50) Copy
Zefirova O. N., Nurieva E. V., Chupakhin V. I., Semenova I. S., Peregud D. I., Onufriev M. V., Gulyaeva N. V. Design, synthesis and biotest of a bicyclo[3.3.1]nonane analogue of 2-amino-5,6-dihydro-4H-1,3-thiazine // Mendeleev Communications. 2010. Vol. 20. No. 6. pp. 323-325.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2010.11.007
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.11.007
TI - Design, synthesis and biotest of a bicyclo[3.3.1]nonane analogue of 2-amino-5,6-dihydro-4H-1,3-thiazine
T2 - Mendeleev Communications
AU - Zefirova, Ol'ga Nikolaevna
AU - Nurieva, Evgeniya Vladimirovna
AU - Chupakhin, Vladimir Igorevich
AU - Semenova, Irina Sergeevna
AU - Peregud, Danil I
AU - Onufriev, Mikhail Valeryevich
AU - Gulyaeva, Natalia Valer'evna
PY - 2010
DA - 2010/11/02
PB - Mendeleev Communications
SP - 323-325
IS - 6
VL - 20
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2010_Zefirova,
author = {Ol'ga Nikolaevna Zefirova and Evgeniya Vladimirovna Nurieva and Vladimir Igorevich Chupakhin and Irina Sergeevna Semenova and Danil I Peregud and Mikhail Valeryevich Onufriev and Natalia Valer'evna Gulyaeva},
title = {Design, synthesis and biotest of a bicyclo[3.3.1]nonane analogue of 2-amino-5,6-dihydro-4H-1,3-thiazine},
journal = {Mendeleev Communications},
year = {2010},
volume = {20},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.11.007},
number = {6},
pages = {323--325},
doi = {10.1016/j.mencom.2010.11.007}
}
MLA
Cite this
MLA Copy
Zefirova, Ol'ga Nikolaevna, et al. “Design, synthesis and biotest of a bicyclo[3.3.1]nonane analogue of 2-amino-5,6-dihydro-4H-1,3-thiazine.” Mendeleev Communications, vol. 20, no. 6, Nov. 2010, pp. 323-325. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.11.007.

Abstract

To enhance the lipophilicity of the NO-synthase inhibitor 2-amino-5,6-dihydro-4H-1,3-thiazine, its bridgehead analogue was suggested on the basis of molecular modeling; the synthetic routes to new 3-thia-1-azabicyclo[3.3.1]nonane derivatives and the results of their biological testing are presented.

References

1.
The Role of Nitric Oxide in Radiation Damage
Ohta S., Matsuda S., Gunji M., Kamogawa A.
Biological and Pharmaceutical Bulletin, 2007
2.
S. K. Shah, S. K. Grant, M. Maccoss, K. Shankaran, H. Qi and R. Guthikonda, Substituted Heterocycles as Inhibitors of Nitric Oxide Synthase, International Publication Number: WO 96/14842 (23.05.1996).
3.
DOCK 6: Combining techniques to model RNA–small molecule complexes
Lang P.T., Brozell S.R., Mukherjee S., Pettersen E.F., Meng E.C., Thomas V., Rizzo R.C., Case D.A., James T.L., Kuntz I.D.
RNA, 2009
4.
Molconverter Marvin 5.3.0, 2010 (ChemAxon, www.chemaxon.com).
5.
PyMOL Molecular Graphics System. Version 0.99, Schrödinger, LLC.
6.
Evaluation of pyrrolidin-2-imines and 1,3-thiazolidin-2-imines as inhibitors of nitric oxide synthase
Shankaran K., Donnelly K.L., Shah S.K., Guthikonda R.N., MacCoss M., Humes J.L., Pacholok S.G., Grant S.K., Kelly T.M., Wong K.K.
Bioorganic and Medicinal Chemistry Letters, 2004
7.
Heteroalicyclic Analogs of 2- and 3-Aminoalkanethiols1,2
Piper J.R., Johnston T.P.
Journal of Organic Chemistry, 1963
9.
a-PHENYLTHIOUREA
Organic Syntheses, 1948
12.
Nitric oxide mediates glutamate-linked enhancement of cGMP levels in the cerebellum.
Bredt D.S., Snyder S.H.
Proceedings of the National Academy of Sciences of the United States of America, 1989
13.
10.1016/j.mencom.2010.11.007_bib0065
Onufriev
Neirokhimiya, 2002