Synthesis, anticancer and molecular docking studies of new class of benzoisoxazolyl-piperidinyl-1, 2, 3-triazoles

Govindhan Muniyappan; Subramanian Kathavarayan; Chandrasekar Balachandran; Easwaramoorthi Kalliyappan; Sakkarapalayam M. Mahalingam; Abdul Ajees Abdul Salam; Shin Aoki; Natarajan Arumugam; Abdulrahman I. Almansour; Raju Suresh Kumar

doi:10.1016/j.jksus.2020.09.012

Synthesis, anticancer and molecular docking studies of new class of benzoisoxazolyl-piperidinyl-1, 2, 3-triazoles

Govindhan Muniyappan, Subramanian Kathavarayan, Chandrasekar Balachandran, Easwaramoorthi Kalliyappan, Sakkarapalayam M. Mahalingam, Abdul Ajees Abdul Salam, Shin Aoki, Natarajan Arumugam, Abdulrahman I. Almansour, Raju Suresh Kumar

研究成果: Article › 査読

4 被引用数 (Scopus)

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A small library of hitherto unexplored novel 5-fluorobenzoisoxazolyl-piperidinyl-1, 2, 3-triazole derivatives has been synthesized from 2-azido-fluorobenzoisoxazolyl piperidinyl ethanone and various alkynes in good to excellent yields through a click chemistry approach. Compounds thus synthesized were evaluated for their cytotoxicity against HepG-2 and A549 cancer cells. Interestingly, compounds 4c, 4d, 4e and 4h displayed significant cytotoxicity against HepG-2 and A549 cancer cells. Toxicity study of active compounds was compared with human normal lung IMR-90 cells. Molecular docking has also been investigated for 4a-i with Chk1 protein and the compounds 4c and 4h displayed reasonable molecular interactions with good docking scores.

本文言語	English
ページ（範囲）	3286-3292
ページ数	7
ジャーナル	Journal of King Saud University - Science
巻	32
号	8
DOI	https://doi.org/10.1016/j.jksus.2020.09.012
出版ステータス	Published - 12月 2020

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Muniyappan, G., Kathavarayan, S., Balachandran, C., Kalliyappan, E., Mahalingam, S. M., Ajees Abdul Salam, A., Aoki, S., Arumugam, N., Almansour, A. I., & Suresh Kumar, R. (2020). Synthesis, anticancer and molecular docking studies of new class of benzoisoxazolyl-piperidinyl-1, 2, 3-triazoles. Journal of King Saud University - Science, 32(8), 3286-3292. https://doi.org/10.1016/j.jksus.2020.09.012

@article{8de4af65cc1543f2ab750e072dbd3638,

title = "Synthesis, anticancer and molecular docking studies of new class of benzoisoxazolyl-piperidinyl-1, 2, 3-triazoles",

abstract = "A small library of hitherto unexplored novel 5-fluorobenzoisoxazolyl-piperidinyl-1, 2, 3-triazole derivatives has been synthesized from 2-azido-fluorobenzoisoxazolyl piperidinyl ethanone and various alkynes in good to excellent yields through a click chemistry approach. Compounds thus synthesized were evaluated for their cytotoxicity against HepG-2 and A549 cancer cells. Interestingly, compounds 4c, 4d, 4e and 4h displayed significant cytotoxicity against HepG-2 and A549 cancer cells. Toxicity study of active compounds was compared with human normal lung IMR-90 cells. Molecular docking has also been investigated for 4a-i with Chk1 protein and the compounds 4c and 4h displayed reasonable molecular interactions with good docking scores.",

keywords = "1,2,3-Triazoles, Anticancer activity, Click chemistry reaction, Molecular docking studies",

author = "Govindhan Muniyappan and Subramanian Kathavarayan and Chandrasekar Balachandran and Easwaramoorthi Kalliyappan and Mahalingam, {Sakkarapalayam M.} and {Ajees Abdul Salam}, Abdul and Shin Aoki and Natarajan Arumugam and Almansour, {Abdulrahman I.} and {Suresh Kumar}, Raju",

note = "Publisher Copyright: {\textcopyright} 2020 The Author(s)",

year = "2020",

month = dec,

doi = "10.1016/j.jksus.2020.09.012",

language = "English",

volume = "32",

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journal = "Journal of King Saud University - Science",

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Muniyappan, G, Kathavarayan, S, Balachandran, C, Kalliyappan, E, Mahalingam, SM, Ajees Abdul Salam, A, Aoki, S, Arumugam, N, Almansour, AI & Suresh Kumar, R 2020, 'Synthesis, anticancer and molecular docking studies of new class of benzoisoxazolyl-piperidinyl-1, 2, 3-triazoles', Journal of King Saud University - Science, vol. 32, no. 8, pp. 3286-3292. https://doi.org/10.1016/j.jksus.2020.09.012

TY - JOUR

T1 - Synthesis, anticancer and molecular docking studies of new class of benzoisoxazolyl-piperidinyl-1, 2, 3-triazoles

AU - Muniyappan, Govindhan

AU - Kathavarayan, Subramanian

AU - Balachandran, Chandrasekar

AU - Kalliyappan, Easwaramoorthi

AU - Mahalingam, Sakkarapalayam M.

AU - Ajees Abdul Salam, Abdul

AU - Aoki, Shin

AU - Arumugam, Natarajan

AU - Almansour, Abdulrahman I.

AU - Suresh Kumar, Raju

PY - 2020/12

Y1 - 2020/12

N2 - A small library of hitherto unexplored novel 5-fluorobenzoisoxazolyl-piperidinyl-1, 2, 3-triazole derivatives has been synthesized from 2-azido-fluorobenzoisoxazolyl piperidinyl ethanone and various alkynes in good to excellent yields through a click chemistry approach. Compounds thus synthesized were evaluated for their cytotoxicity against HepG-2 and A549 cancer cells. Interestingly, compounds 4c, 4d, 4e and 4h displayed significant cytotoxicity against HepG-2 and A549 cancer cells. Toxicity study of active compounds was compared with human normal lung IMR-90 cells. Molecular docking has also been investigated for 4a-i with Chk1 protein and the compounds 4c and 4h displayed reasonable molecular interactions with good docking scores.

AB - A small library of hitherto unexplored novel 5-fluorobenzoisoxazolyl-piperidinyl-1, 2, 3-triazole derivatives has been synthesized from 2-azido-fluorobenzoisoxazolyl piperidinyl ethanone and various alkynes in good to excellent yields through a click chemistry approach. Compounds thus synthesized were evaluated for their cytotoxicity against HepG-2 and A549 cancer cells. Interestingly, compounds 4c, 4d, 4e and 4h displayed significant cytotoxicity against HepG-2 and A549 cancer cells. Toxicity study of active compounds was compared with human normal lung IMR-90 cells. Molecular docking has also been investigated for 4a-i with Chk1 protein and the compounds 4c and 4h displayed reasonable molecular interactions with good docking scores.

KW - 1,2,3-Triazoles

KW - Anticancer activity

KW - Click chemistry reaction

KW - Molecular docking studies

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U2 - 10.1016/j.jksus.2020.09.012

DO - 10.1016/j.jksus.2020.09.012

M3 - Article

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SN - 1018-3647

VL - 32

SP - 3286

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JO - Journal of King Saud University - Science

JF - Journal of King Saud University - Science

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Synthesis, anticancer and molecular docking studies of new class of benzoisoxazolyl-piperidinyl-1, 2, 3-triazoles

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