NDLI: New derivatives of hydantoin as potential antiproliferative agents: biological and structural characterization in combination with quantum chemical calculations

Content Provider	Springer Nature Link
Author	Hmuda, Sleem Trišović, Nemanja Rogan, Jelena Poleti, Dejan Vitnik, Željko Vitnik, Vesna Valentić, Nataša Božić, Biljana Ušćumlić, Gordana
Copyright Year	2014
Abstract	Two new series of hydantoin derivatives, 3-(4-substituted benzyl)-5,5-diphenyl- and 3-(4-substituted benzyl)-5-ethyl-5-phenylhydantoins, were synthesized and their antiproliferative activity was tested against human colon cancer HCT-116 and breast cancer MDA-MB-231 cell lines. The presence of different substituents on both hydantoin and benzyl moieties changed the antiproliferative activity of the investigated hydantoins, whereby most of the compounds showed superior antiproliferative activity against MDA-MB-231 than against the HCT-116 cell line. The structure of three compounds was studied by single-crystal X-ray diffraction. The general structural characteristic is the presence of N–H···O hydrogen bonds in crystal packings. The molecular geometry and bonding features of the investigated hydantoins in the ground states were calculated using the density functional method. The relationship between structure and antiproliferative activity was discussed. The data presented in this investigation afford guidelines for the preparation of new hydantoin derivatives with greater antiproliferative activity.
Starting Page	821
Ending Page	833
Page Count	13
File Format	PDF
ISSN	00269247
Journal	Monatshefte für Chemie - Chemical Monthly
Volume Number	145
Issue Number	5
e-ISSN	14344475
Language	English
Publisher	Springer Vienna
Publisher Date	2014-03-08
Publisher Place	Vienna
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Hydantoin Antiproliferative activity X-ray structure determination Quantum chemical calculations Natural bond orbital analysis Chemistry/Food Science Organic Chemistry Inorganic Chemistry Analytical Chemistry Physical Chemistry Theoretical and Computational Chemistry
Content Type	Text
Resource Type	Article
Subject	Chemistry

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