Cover Image

Quantum chemical structure activity studies of anticancer activity of seconucleoside nitrosourea analogs

Nucleosides can be considered as specific carriers for the nitrosourea moiety with altered pharmacological properties such as improved water solubility, lower myelotoxicity with enhanced cell membrane transport. Several seconucleoside nitrosourea compounds have been reported to have anticancer acti...

Full description

Saved in:
Bibliographic Details
Main Authors: Noorbatcha, Ibrahim Ali, Samsudin, Nurhusna, Mohd. Salleh, Hamzah, Idid, Syed Zahir
Format: Article
Language:English
Published: Insight Medical Publishing 2016
Subjects:
QD Chemistry
Online Access:http://irep.iium.edu.my/48147/4/48147.pdf
http://irep.iium.edu.my/48147/
http://www.cheminformatics.imedpub.com/archive.php
Tags: Add Tag
No Tags, Be the first to tag this record!
id my.iium.irep.48147
record_format dspace
spelling my.iium.irep.481472019-11-07T06:32:20Z http://irep.iium.edu.my/48147/ Quantum chemical structure activity studies of anticancer activity of seconucleoside nitrosourea analogs Noorbatcha, Ibrahim Ali Samsudin, Nurhusna Mohd. Salleh, Hamzah Idid, Syed Zahir QD Chemistry Nucleosides can be considered as specific carriers for the nitrosourea moiety with altered pharmacological properties such as improved water solubility, lower myelotoxicity with enhanced cell membrane transport. Several seconucleoside nitrosourea compounds have been reported to have anticancer activity against solid tumors such as, murine adenocarcinomas of the colon 13 (MAC 13), MAC 15A, colon 38 and mammary carcinoma. In an effort to have a good understanding of the role of the structural features on the anticancer activity of these seconucleosides, we have constructed the quantitative structure activity relationship (QSAR) involving 26 seconucleoside nitrosourea compounds having anticancer activity against murine adenocarcinomas of the colon 15A (MAC 15). Traditional QSAR studies require knowledge of several physicochemical properties to obtain a good QSAR. To circumvent this problem, we have made use of quantum chemical methods to calculate several electronic and molecular properties of these compounds and used these properties to obtain the best QSAR using statistical procedures. Semi-empirical quantum chemical RM1 methods were used to optimize the molecular structures. From the optimized structure, hundreds of molecular and electronic properties were calculated and correlated with the anticancer activities of the compounds. The best correlation was obtained using heuristic and multi-linear regression methods. We were able to obtain a best QSAR with correlation coefficient, R2=0.8993. We find that the average structural information contents of the second order, average bond order of oxygen atom and maximum columbic interaction for H-N bond play significant roles in influencing the anticancer activity of the selected compounds. The QSAR obtained in our study can be used to predict the anticancer activity of new seconucleoside nitrosourea analogs, prior to resorting to any experimental studies. Insight Medical Publishing 2016 Article PeerReviewed application/pdf en http://irep.iium.edu.my/48147/4/48147.pdf Noorbatcha, Ibrahim Ali and Samsudin, Nurhusna and Mohd. Salleh, Hamzah and Idid, Syed Zahir (2016) Quantum chemical structure activity studies of anticancer activity of seconucleoside nitrosourea analogs. Chemical Informatics, 2 (1). pp. 1-7. E-ISSN 2470-6973 http://www.cheminformatics.imedpub.com/archive.php 10.21767/2470-6973.100015
institution Universiti Islam Antarabangsa Malaysia
building IIUM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider International Islamic University Malaysia
content_source IIUM Repository (IREP)
url_provider http://irep.iium.edu.my/
language English
topic QD Chemistry
spellingShingle QD Chemistry
Noorbatcha, Ibrahim Ali
Samsudin, Nurhusna
Mohd. Salleh, Hamzah
Idid, Syed Zahir
Quantum chemical structure activity studies of anticancer activity of seconucleoside nitrosourea analogs
description Nucleosides can be considered as specific carriers for the nitrosourea moiety with altered pharmacological properties such as improved water solubility, lower myelotoxicity with enhanced cell membrane transport. Several seconucleoside nitrosourea compounds have been reported to have anticancer activity against solid tumors such as, murine adenocarcinomas of the colon 13 (MAC 13), MAC 15A, colon 38 and mammary carcinoma. In an effort to have a good understanding of the role of the structural features on the anticancer activity of these seconucleosides, we have constructed the quantitative structure activity relationship (QSAR) involving 26 seconucleoside nitrosourea compounds having anticancer activity against murine adenocarcinomas of the colon 15A (MAC 15). Traditional QSAR studies require knowledge of several physicochemical properties to obtain a good QSAR. To circumvent this problem, we have made use of quantum chemical methods to calculate several electronic and molecular properties of these compounds and used these properties to obtain the best QSAR using statistical procedures. Semi-empirical quantum chemical RM1 methods were used to optimize the molecular structures. From the optimized structure, hundreds of molecular and electronic properties were calculated and correlated with the anticancer activities of the compounds. The best correlation was obtained using heuristic and multi-linear regression methods. We were able to obtain a best QSAR with correlation coefficient, R2=0.8993. We find that the average structural information contents of the second order, average bond order of oxygen atom and maximum columbic interaction for H-N bond play significant roles in influencing the anticancer activity of the selected compounds. The QSAR obtained in our study can be used to predict the anticancer activity of new seconucleoside nitrosourea analogs, prior to resorting to any experimental studies.
format Article
author Noorbatcha, Ibrahim Ali
Samsudin, Nurhusna
Mohd. Salleh, Hamzah
Idid, Syed Zahir
author_facet Noorbatcha, Ibrahim Ali
Samsudin, Nurhusna
Mohd. Salleh, Hamzah
Idid, Syed Zahir
author_sort Noorbatcha, Ibrahim Ali
title Quantum chemical structure activity studies of anticancer activity of seconucleoside nitrosourea analogs
title_short Quantum chemical structure activity studies of anticancer activity of seconucleoside nitrosourea analogs
title_full Quantum chemical structure activity studies of anticancer activity of seconucleoside nitrosourea analogs
title_fullStr Quantum chemical structure activity studies of anticancer activity of seconucleoside nitrosourea analogs
title_full_unstemmed Quantum chemical structure activity studies of anticancer activity of seconucleoside nitrosourea analogs
title_sort quantum chemical structure activity studies of anticancer activity of seconucleoside nitrosourea analogs
publisher Insight Medical Publishing
publishDate 2016
url http://irep.iium.edu.my/48147/4/48147.pdf
http://irep.iium.edu.my/48147/
http://www.cheminformatics.imedpub.com/archive.php
_version_ 1651865881445138432
score 13.211869

Similar Items