Crystal structure and conformational analysis of doxorubicin nitrate

被引：5
作者：
Mathivathanan, Logesh [1 ,2 ]
Yang, Guang [1 ,2 ,3 ]
Leng, Fenfei [1 ,2 ]
Raptis, Raphael G. [1 ,2 ]
机构：
[1] Florida Int Univ, Dept Chem & Biochem, 11200 SW 8th St, Miami, FL 33199 USA
[2] Florida Int Univ, Biomol Sci Inst, 11200 SW 8th St, Miami, FL 33199 USA
[3] Zhengzhou Univ, Coll Chem & Mol Engn, Zhengzhou 450001, Henan, Peoples R China
来源：
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2018年 / 74卷
关键词：
doxorubicin; anthracycline; conformation; intercalation; crystal structure;
D O I：
10.1107/S2056989018002955
中图分类号：
O7 [晶体学];
学科分类号：
0702 ; 070205 ; 0703 ; 080501 ;
摘要：
Crystal structure determination of doxorubicin nitrate, (DoxH)NO3, systematic name (7S,9S)-7-R2R,4S,5S,6S)-4-ammonium-5-hydroxy-6-methyloxan-2-y11 oxy6,9,11-trihydroxy-9- (2-hydroxyacety1)-4-methoxy-8,10-dihydro-7H-tetracen5,12-dione nitrate, shows two formula units present in the asymmetric unit. In the crystal lattice, hydrogen-bonded pairs of (DoxH(+)) cations and segregation of the aglycone and sugar moieties are observed. Inspection of molecular overlays reveals that the conformation of (DoxH)NO3 resembles that of DNA intercalated, but not of protein-docked (DoxH)(+). The structure was refined as a two-component twin.
引用
收藏
页码：400 / +
页数：17
相关论文
共 50 条
[31]   Octa-O-propanoyl-β-maltose:: crystal structure, acyl stacking, related structures, and conformational analysis [J].
Johnson, Glenn P. ;
Stevens, Edwin D. ;
French, Alfred D. .
CARBOHYDRATE RESEARCH, 2007, 342 (09) :1210-1222
[32]   The crystal structure and conformational analysis of N,N′-bis(5-bromo-2-hydroxybenzylidene)ethylenediamine [J].
Ünaleroglu, C ;
Hökelek, T .
SPECTROSCOPY LETTERS, 2002, 35 (02) :317-326
[33]   Conformational analysis and crystal structure of (E)-3-methyl-4-(p-tolyldiazenyl)phenol [J].
Karabiyik, Hasan ;
Iskeleli, Nazan Ocak ;
Albayrak, Cigdem ;
Agar, Erbil .
STRUCTURAL CHEMISTRY, 2007, 18 (01) :87-93
[34]   Synthesis, crystal structure and conformational analysis of an unexpected [1,5]dithiocine product of aminopyridine and thiovanillin [J].
Mambourg, Kalina ;
Bodart, Laurie ;
Tumanov, Nikolay ;
Lanners, Steve ;
Wouters, Johan .
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2020, 76 :205-+
[35]   Synthesis, crystal structure, conformational analysis, nonlinear optical property and computational study of novel pregnane derivatives [J].
Singh, Ranvijay Pratap ;
Kant, Rajni ;
Singh, Kuldeep ;
Sharma, Sonia ;
Sethi, Arun .
JOURNAL OF MOLECULAR STRUCTURE, 2015, 1095 :125-134
[36]   Copper(II) nitrate complex with acrylamide: Synthesis and crystal structure [J].
Evstratova, SI ;
Shilov, GV ;
Dzhardimalieva, GI ;
Pomogailo, AD ;
Uflyand, IE ;
Aldoshin, SM .
RUSSIAN JOURNAL OF COORDINATION CHEMISTRY, 2001, 27 (10) :735-737
[37]   Copper(II) Nitrate Complex with Acrylamide: Synthesis and Crystal Structure [J].
S. I. Evstratova ;
G. V. Shilov ;
G. I. Dzhardimalieva ;
A. D. Pomogailo ;
I. E. Uflyand ;
S. M. Aldoshin .
Russian Journal of Coordination Chemistry, 2001, 27 :735-737
[38]   Redetermination of the crystal structure of paraelectric diglycine nitrate .1. Crystal structure at 220 K and 293 K [J].
Lukaszewicz, K ;
Pietraszko, A ;
StepienDamm, J .
POLISH JOURNAL OF CHEMISTRY, 1996, 70 (11) :1411-1418
[39]   Synthesis, crystal structure and Hirshfeld surface analysis of a coordination compound of cadmium nitrate with 2-aminobenzoxazole [J].
Razzoqova, Surayyo ;
Ruzimov, Yodgor ;
Toshov, Akobir ;
Torambetov, Batirbay ;
Ibragimov, Aziz ;
Ashurov, Jamshid ;
Kadirova, Shakhnoza .
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2025, 81 :482-+
[40]   Conformational analysis of cellobiose by electronic structure theories [J].
French, Alfred D. ;
Johnson, Glenn P. ;
Cramer, Christopher J. ;
Csonka, Gabor I. .
CARBOHYDRATE RESEARCH, 2012, 350 :68-76
12345