Home / Publications / Synthesis of natural phaeosphaeride A and semi-natural phaeosphaeride B derivatives

Synthesis of natural phaeosphaeride A and semi-natural phaeosphaeride B derivatives

Victoria Vadimovna Abzianidze 1
Victoria Vadimovna Abzianidze
, 
Ksenia P Efimova 2
Ksenia P Efimova
, 
Ekaterina Victorovna Poluektova 3
Ekaterina Victorovna Poluektova
, 
Yury Georgievich Trishin 2
Yury Georgievich Trishin
, 
Victor Anatol'evich Kuznetsov 1
Victor Anatol'evich Kuznetsov
10.1016/j.mencom.2017.09.020
Published 2017-09-07
Communication , Volume 27, Issue 5, 490-492
10
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Abzianidze V. V. et al. Synthesis of natural phaeosphaeride A and semi-natural phaeosphaeride B derivatives // Mendeleev Communications. 2017. Vol. 27. No. 5. pp. 490-492.
GOST all authors (up to 50) Copy
Abzianidze V. V., Efimova K. P., Poluektova E. V., Trishin Y. G., Kuznetsov V. A. Synthesis of natural phaeosphaeride A and semi-natural phaeosphaeride B derivatives // Mendeleev Communications. 2017. Vol. 27. No. 5. pp. 490-492.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2017.09.020
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.09.020
TI - Synthesis of natural phaeosphaeride A and semi-natural phaeosphaeride B derivatives
T2 - Mendeleev Communications
AU - Abzianidze, Victoria Vadimovna
AU - Efimova, Ksenia P
AU - Poluektova, Ekaterina Victorovna
AU - Trishin, Yury Georgievich
AU - Kuznetsov, Victor Anatol'evich
PY - 2017
DA - 2017/09/07
PB - Mendeleev Communications
SP - 490-492
IS - 5
VL - 27
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2017_Abzianidze,
author = {Victoria Vadimovna Abzianidze and Ksenia P Efimova and Ekaterina Victorovna Poluektova and Yury Georgievich Trishin and Victor Anatol'evich Kuznetsov},
title = {Synthesis of natural phaeosphaeride A and semi-natural phaeosphaeride B derivatives},
journal = {Mendeleev Communications},
year = {2017},
volume = {27},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.09.020},
number = {5},
pages = {490--492},
doi = {10.1016/j.mencom.2017.09.020}
}
MLA
Cite this
MLA Copy
Abzianidze, Victoria Vadimovna, et al. “Synthesis of natural phaeosphaeride A and semi-natural phaeosphaeride B derivatives.” Mendeleev Communications, vol. 27, no. 5, Sep. 2017, pp. 490-492. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.09.020.

Abstract

6-O-Acylated phaeosphaeride A and phaeosphaeride B in reaction with secondary cyclic amines undergo stereospecific replacement of acyloxy group by pharmacophoric amino moiety. In case of chloroacetoxy derivative, chlorine displacement by such amines proceeds in the presence of triethylamine.

References

1.
Phaeosphaeride A, an Inhibitor of STAT3-Dependent Signaling Isolated from an Endophytic Fungus
Maloney K.N., Hao W., Xu J., Gibbons J., Hucul J., Roll D., Brady S.F., Schroeder F.C., Clardy J.
Organic Letters, 2006
2.
Establishment of Relative and Absolute Configurations of Phaeosphaeride A: Total Synthesis of ent-Phaeosphaeride A
Kobayashi K., Kobayashi Y., Nakamura M., Tamura O., Kogen H.
Journal of Organic Chemistry, 2015
3.
10.1016/j.mencom.2017.09.020_bib0015
Abzianidze
Acta Crystallogr., 2015
4.
Synthesis of natural phaeosphaeride A derivatives and an in vitro evaluation of their anti-cancer potential
Abzianidze V.V., Prokofieva D.S., Chisty L.A., Bolshakova K.P., Berestetskiy A.O., Panikorovskii T.L., Bogachenkov A.S., Holder A.A.
Bioorganic and Medicinal Chemistry Letters, 2015
5.
Abzianidze V.V., Bolshakova K.P., Prokofieva D.S., Berestetskiy A.O., Kuznetsov V.A., Trishin Y.G.
Mendeleev Communications, 2017
6.
Ruthenium-Catalyzed Regio- and Enantioselective Allylic Amination of Racemic 1-Arylallyl Esters
Kawatsura M., Uchida K., Terasaki S., Tsuji H., Minakawa M., Itoh T.
Organic Letters, 2014
8.
Iridium Complex-Catalyzed Allylic Amination of Allylic Esters
Takeuchi R., Ue N., Tanabe K., Yamashita K., Shiga N.
Journal of the American Chemical Society, 2001
9.
Vinyloge Aminomethylierung des Isophorons
Roth H.J., Langer G.
Archiv der Pharmazie, 1968
10.
10.1016/j.mencom.2017.09.020_bib0050
Xun
Zhongguo Yaowu Huaxue Zazhi (Chin. J. Med. Chem.), 2005
12.
Total synthesis of (−)-phaeosphaeride B by a biomimetic conversion from (−)-phaeosphaeride A
Kobayashi K., Kunimura R., Tanaka K., Tamura O., Kogen H.
Tetrahedron, 2017