Computer-aided drug design of capuramycin analogues as anti-tuberculosis antibiotics by 3D-QSAR and molecular docking

Yuanyuan Jin; Shuai Fan; Guangxin Lv; Haoyi Meng; Zhengyang Sun; Wei Jiang; Steven G. Van Lanen; Zhaoyong Yang

doi:10.1515/chem-2017-0039

Computer-aided drug design of capuramycin analogues as anti-tuberculosis antibiotics by 3D-QSAR and molecular docking

Yuanyuan Jin, Shuai Fan, Guangxin Lv, Haoyi Meng, Zhengyang Sun, Wei Jiang, Steven G. Van Lanen, Zhaoyong Yang

Producción científica: Article › revisión exhaustiva

4 Citas (Scopus)

Resumen

Capuramycin and a few semisynthetic derivatives have shown potential as anti-tuberculosis antibiotics.To understand their mechanism of action and structureactivity relationships a 3D-QSAR and molecular docking studies were performed. A set of 52 capuramycin derivatives for the training set and 13 for the validation set was used. A highly predictive MFA model was obtained with crossvalidated q² of 0.398, and non-cross validated partial least-squares (PLS) analysis showed a conventional r² of 0.976 and r²_pred of 0.839. The model has an excellent predictive ability. Combining the 3D-QSAR and molecular docking studies, a number of new capuramycin analogs with predicted improved activities were designed. Biological activity tests of one analog showed useful antibiotic activity against Mycobacterium smegmatis MC2 155 and Mycobacterium tuberculosis H37Rv. Computer-aided molecular docking and 3D-QSAR can improve the design of new capuramycin antimycobacterial antibiotics.

Idioma original	English
Páginas (desde-hasta)	299-307
Número de páginas	9
Publicación	Open Chemistry
Volumen	15
N.º	1
DOI	https://doi.org/10.1515/chem-2017-0039
Estado	Published - 2017

Nota bibliográfica

Publisher Copyright:
© 2017 Yuanyuan Jin et al.

Financiación

Acknowledgement: This work was supported by the National Natural Science Foundation of China (Grants No. 81321004 and 81761128016); CAMS Innovation Fund for Medical Sciences (2016-12M-3-012 and 2016-12M-3-022); Beijing Natural Science Foundation (7164279); and Central Public-interest Scientific Institution Basal Research Fund (IMBF201509).

Financiadores	Número del financiador
National Natural Science Foundation of China (NSFC)	81761128016, 81321004
Chinese Academy of Meteorological Sciences	2016-12M-3-022, 2016-12M-3-012
Natural Science Foundation of Beijing Municipality	7164279
Central Public-interest Scientific Institution Basal Research Fund, Chinese Academy of Fishery Sciences	IMBF201509

ASJC Scopus subject areas

General Chemistry
Materials Chemistry

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title = "Computer-aided drug design of capuramycin analogues as anti-tuberculosis antibiotics by 3D-QSAR and molecular docking",

abstract = "Capuramycin and a few semisynthetic derivatives have shown potential as anti-tuberculosis antibiotics.To understand their mechanism of action and structureactivity relationships a 3D-QSAR and molecular docking studies were performed. A set of 52 capuramycin derivatives for the training set and 13 for the validation set was used. A highly predictive MFA model was obtained with crossvalidated q2 of 0.398, and non-cross validated partial least-squares (PLS) analysis showed a conventional r2 of 0.976 and r2pred of 0.839. The model has an excellent predictive ability. Combining the 3D-QSAR and molecular docking studies, a number of new capuramycin analogs with predicted improved activities were designed. Biological activity tests of one analog showed useful antibiotic activity against Mycobacterium smegmatis MC2 155 and Mycobacterium tuberculosis H37Rv. Computer-aided molecular docking and 3D-QSAR can improve the design of new capuramycin antimycobacterial antibiotics.",

keywords = "3D-QSAR, Capuramycin analogue, antimycobacterial, drug design, molecular docking",

author = "Yuanyuan Jin and Shuai Fan and Guangxin Lv and Haoyi Meng and Zhengyang Sun and Wei Jiang and \{Van Lanen\}, \{Steven G.\} and Zhaoyong Yang",

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doi = "10.1515/chem-2017-0039",

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AU - Jin, Yuanyuan

AU - Fan, Shuai

AU - Lv, Guangxin

AU - Meng, Haoyi

AU - Sun, Zhengyang

AU - Jiang, Wei

AU - Van Lanen, Steven G.

AU - Yang, Zhaoyong

PY - 2017

Y1 - 2017

N2 - Capuramycin and a few semisynthetic derivatives have shown potential as anti-tuberculosis antibiotics.To understand their mechanism of action and structureactivity relationships a 3D-QSAR and molecular docking studies were performed. A set of 52 capuramycin derivatives for the training set and 13 for the validation set was used. A highly predictive MFA model was obtained with crossvalidated q2 of 0.398, and non-cross validated partial least-squares (PLS) analysis showed a conventional r2 of 0.976 and r2pred of 0.839. The model has an excellent predictive ability. Combining the 3D-QSAR and molecular docking studies, a number of new capuramycin analogs with predicted improved activities were designed. Biological activity tests of one analog showed useful antibiotic activity against Mycobacterium smegmatis MC2 155 and Mycobacterium tuberculosis H37Rv. Computer-aided molecular docking and 3D-QSAR can improve the design of new capuramycin antimycobacterial antibiotics.

AB - Capuramycin and a few semisynthetic derivatives have shown potential as anti-tuberculosis antibiotics.To understand their mechanism of action and structureactivity relationships a 3D-QSAR and molecular docking studies were performed. A set of 52 capuramycin derivatives for the training set and 13 for the validation set was used. A highly predictive MFA model was obtained with crossvalidated q2 of 0.398, and non-cross validated partial least-squares (PLS) analysis showed a conventional r2 of 0.976 and r2pred of 0.839. The model has an excellent predictive ability. Combining the 3D-QSAR and molecular docking studies, a number of new capuramycin analogs with predicted improved activities were designed. Biological activity tests of one analog showed useful antibiotic activity against Mycobacterium smegmatis MC2 155 and Mycobacterium tuberculosis H37Rv. Computer-aided molecular docking and 3D-QSAR can improve the design of new capuramycin antimycobacterial antibiotics.

KW - 3D-QSAR

KW - Capuramycin analogue

KW - antimycobacterial

KW - drug design

KW - molecular docking

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JO - Open Chemistry

JF - Open Chemistry

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Computer-aided drug design of capuramycin analogues as anti-tuberculosis antibiotics by 3D-QSAR and molecular docking

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Financiación

ASJC Scopus subject areas

ODS de las Naciones Unidas

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