Synthesis, crystal structure and computational studies of new steroidal hemisuccinyl ester derivatives

被引：3

作者：

Ramirez-Lozano, Claudia M. ^{[1
]}

Eugenia Ochoa, Ma ^{[1
]}

Labra-Vazquez, Pablo ^{[2
]}

Farfan, Norberto ^{[3
]}

Santillan, Rosa ^{[1
]}

机构：

[1] IPN, Ctr Invest & Estudios Avanzados, Dept Quim, Apdo Postal 14-740, Mexico City 07000, DF, Mexico

[2] CNRS, Lab Chim Coordinat LCC, 205 Route Narbonne,BP44099, F-31077 Toulouse 4, France

[3] Univ Nacl Autonoma Mexico, Fac Quim, Dept Quim Organ, Cdmx 04510, Mexico

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2023年 / 1272卷

关键词：

Steroids; Hemiesters; Hydrogen bonding; Supramolecular; DFT; X-Ray structure; HYDROGEN-BONDS; GEOMETRY; CONFORMATION; INHIBITORS; MOLECULES; ACETATE; ACID; DHEA; SET;

D O I：

10.1016/j.molstruc.2022.134191

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The synthesis and characterization of steroidal hemisuccinate esters derived from pregnanolone, pregnenolone, 3 beta,19-dihydroxy-androst-5-en-17-one and cholic acid are presented. A combined theoreticalexperimental analysis of the conformation and self-assembly of the crystalline samples is carried out with support from single crystal X-ray diffraction experiments and DFT computations, featuring CremerPople ring puckering and Quantum Theory of Atoms-in-Molecules (QTAIM) analyses, unveiling a proclivity of these molecules towards the formation of dimeric and trimeric supramolecular assemblies bound by means of classical and non-classical hydrogen bonding interactions, whose directionality and energetics are discussed in detail within reduced systems of the crystallographic structures. (c) 2022 Elsevier B.V. All rights reserved.

引用

页数：15

共 50 条

[41] Synthesis, crystal structure, computational studies, and antioxidant properties of dimethylformamide-bound magnesium tetraphenylporphyrin [J].

Choudhury, Abdul K. ;

Borah, Bishnu Prasad ;

Borah, Karishma Devi ;

Bhuyan, Jagannath .

JOURNAL OF COORDINATION CHEMISTRY, 2023, 76 (7-8) :902-916

[42] Synthesis of single azo disperse dye containing double ester and determination of crystal structure [J].

Zhang, Zhengyu ;

Xu, Hong ;

Zheng, Chunling .

KOREAN JOURNAL OF CHEMICAL ENGINEERING, 2013, 30 (12) :2219-2222

[43] New Functionalized Morpholinothiazole Derivatives: Regioselective Synthesis, Computational Studies, Anticancer Activity Evaluation, and Molecular Docking Studies [J].

Assiri, Mohammed A. ;

Ali, Tarik E. ;

Alqahtani, Maha N. ;

Shaaban, Ibrahim A. ;

Shati, Ali A. ;

Alfaifi, Mohammad Y. ;

Elbehairi, Serag E. I. .

CURRENT ORGANIC CHEMISTRY, 2023, 27 (22) :1985-1998

[44] New carvacrol and thymol derivatives as potential insecticides: synthesis, biological activity, computational studies and nanoencapsulation [J].

Natal, Carolina M. ;

Fernandes, Maria Jose G. ;

Pinto, Nuno F. S. ;

Pereira, Renato B. ;

Vieira, Tatiana F. ;

Rodrigues, Ana Rita O. ;

Pereira, David M. ;

Sousa, Sergio F. ;

Fortes, A. Gil ;

Castanheira, Elisabete M. S. ;

T. Goncalves, M. Sameiro .

RSC ADVANCES, 2021, 11 (54) :34024-34035

[45] New Synthesis Method for Sultone Derivatives: Synthesis, Crystal Structure and Biological Evaluation of S-CA [J].

Li, Bi ;

Yan, Wenqiang ;

Zhang, Chenze ;

Zhang, Yuzhong ;

Liang, Miao ;

Chu, Fuhao ;

Gong, Yan ;

Xu, Bing ;

Wang, Penglong ;

Lei, Haimin .

MOLECULES, 2015, 20 (03) :4307-4318

[46] Unexpected synthesis of novel 2-pyrone derivatives: crystal structures, Hirshfeld surface analysis and computational studies [J].

Sebhaoui, Jihad ;

El Bakri, Youness ;

Lai, Chin-Hung ;

Karthikeyan, Subramani ;

Anouar, El Hassane ;

Mague, Joel T. ;

Essassi, El Mokhtar .

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 2021, 39 (13) :4859-4877

[47] STUDIES ON THE SYNTHESIS AND ANTITUMOR ACTIVITY OF AMINO ACID ESTER DERIVATIVES OF BENZISOSELENAZOLONE [J].

Xiu Fang LIU Ying Xin XIAO Guo Jun ZHANG and Han Sheng XU Department of Chemistry Wuhan University Wuhan Fan Bo ZHENG Department of Pharmacy Tongji Medical University Wuhan .

Chinese Chemical Letters, 1992, (03) :161-162

[48] Crystal Structure, Photoluminescence, and Theoretical Studies of Dihydropyran Derivatives [J].

李靖 ;

周平平 ;

刘振 ;

李江涛 .

结构化学, 2015, 34 (03) :319-323

[49] Crystal Structure, Photoluminescence, and Theoretical Studies of Dihydropyran Derivatives [J].

Li Jing ;

Zhou Ping-Ping ;

Liu Zhen ;

Li Jiang-Tao .

CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2015, 34 (03) :319-323

[50] Novel quinazolinone derivatives as anticancer agents: Design, synthesis, biological evaluation and computational studies [J].

Ataollahi, Elaheh ;

Behrouz, Marzieh ;

Mardaneh, Pegah ;

Emami, Mina ;

Zare, Somayeh ;

Zafarian, Hamidreza ;

Khabnadideh, Soghra ;

Emami, Leila .

JOURNAL OF MOLECULAR STRUCTURE, 2024, 1295

← 1 2 3 4 5 →