Development of QSAR Model of Caffeic Acid Phenethyl Ester as Anti-Cancer HT-29

Uripto Trisno Santoso

Abstract


Caffeic Acid Phenethyl Ester (CAPE) compounds are potentially colorectal anticancer drugs. QSAR (Quantitative Structure-Activity Relationship) research on the CAPE compound class has been carried out, but the model in the previous study did not meet the goodness of fit criteria. The development of the CAPE compound QSAR model as a colorectal anticancer was carried out to obtain a model that meets the goodness of fit criteria and is valid. Eighteen CAPE compounds were used to build the QSAR model using the Multiple Linear Regression (MLR) technique. The descriptor selection was carried out using the backward elimination method and the validation test using the internal leave one out (LOO) cross-validation. The results showed that the QSAR model with four descriptors, namely MDEC22, MDEC23, JGI1, and molecular weight (BM), met the goodness of fit and Q2(LOO) criteria. The development of the QSAR model by adding the LogP descriptor resulted in the QSAR 5 descriptor model with higher goodness of fit level than the QSAR model without the LogP descriptor. Both of these QSAR models have the potential to be used as predictors in the development of a new class of CAPE compounds as anticancer agents against HT-29 cells.

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References


American Cancer Society. 2020. General Counsel American Cancer Society, Inc. Atlanta, Georgia.

BGalves, J., R. Garcia, M. T. Salabert, R. Soler. 1994. Charge Indexes New Topological Descriptors. Journal of Chemical Information and Modeling. 34(3): 520-525.

BGolbraikh A., Shen M., Xiao Z., Xiao Y.D., Lee K.H. & Tropsham A., 2003, Rational selection of training and test sets for the development of validated QSAR models, Journal of Computer-Aided Molecular Design 17: 241–253.

BIARC. 2020. Global Cancer Observatory: Cancer Today. International Agency for Research on Cancer, France.

BKabała-Dzik, A., Rzepecka-Stojko, A., Kubina, R, Jastrzebska-Stojko Z., Stojko, R., Wojtyczka, R.D., and Stojko, J.. 2017, Comparison of Two Components of Propolis: Caffeic Acid (CA) and Caffeic Acid Phenethyl Ester (CAPE) Induce Apoptosis and Cell Cycle Arrest of Breast Cancer Cells MDA-MB-231. Molecules. 22(1554): 1-15.

BKatzung, B. G., S. B. Masters & A. J. Trevor. 2013. Farmakologi dasar & klinik. EGC, Jakarta.

BKetabforoosh E., S.H. et al., 2013. Synthesis, evaluation of anticancer activity and QSAR study of heterocyclic esters of caffeic acid. Iranian Journal of Pharmaceutical Research, 12(4): 705–719.

BOECD. 2007. Guidance Document On the Validation of (Quantitative) Structure-Activity Relationships [(Q)SAR] Models. Organisation de Coopération et de Développement Economiques, France.

BRoy, K., S. Kar & R. N. Das. 2015. A Primer on QSAR/QSPR Modeling Fundamental Concepts. Springer, New York.

BRocha, G. B., R. O. Freire, A. M. Simas & J. J. P. Stewart. 2006. RM1: A Reparameterization of AM1 for H, C, N, O, P, S, F, Cl, Br and I. Wiley InterScience. 27(10):1101-1111.

BSiswandono. 2016. Kimia Medisinal Jilid 1. Airlangga Universitas Press, Jakarta.

BTodeschini, R. & V. Consonni. 2000. Handbook of Molecular Descriptor. Wiley-VCH, Germany.

BVeerasamy, R., H. Rajak, A. Jain, S. Sivadasan, C. P. Varghesel & R. K. Agrawal. 2011. Validation of QSAR Models Strategies and Importance. International Journal of Drug Desain and Discovery. 2: 511-519.

BVeerasamy, R., H. Rajak, A. Jain, S. Sivadasan, C. P. Varghese & R. K. Agrawal. 2011. Validation of QSAR Models – Strategies and Importance. International Journal of Drug Design and Discovery. 2: 511-519.

BWadhwa, R., Nigam, N., Bhargava, P, Dhanjal, J.K., Goyal, S, Grover, A., Sundar, D., Ishida, Y., Terao, K., Kau, S. 2016. Molecular characterization and enhancement of anticancer activity of caffeic acid phenethyl ester by γ cyclodextrin. Journal of Cancer. 7(13): 1755–1771.

Wildman, S. A. & G. M. Crippen. 1999. Prediction of Physicochemical Parameters by Atomic Contributions. J.Chem.Inf.Comput.Sci. 39(5): 868-873.




DOI: http://dx.doi.org/10.20527/jstk.v16i2.12632

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Alamat Redaksi:
Jl. A. Yani, KM. 36, 
PROGRAM STUDI KIMIA
Kampus Fakultas Matematika dan Pengetahuan Alam, Gedung I,
Universitas Lambung Mangkurat, Banjarbaru (73714)

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