Synthesis, characterization and anti-proliferative activity of heterocyclic hypervalent organoantimony compounds

Yi Chen; Kun Yu; Nian Yuan Tan; Ren Hua Qiu; Wei Liu; Ning Lin Luo; Le Tong; Chak Tong AU; Zi Qiang Luo; Shuang Feng Yin

doi:10.1016/j.ejmech.2014.04.026

Synthesis, characterization and anti-proliferative activity of heterocyclic hypervalent organoantimony compounds

Yi Chen, Kun Yu, Nian Yuan Tan, Ren Hua Qiu, Wei Liu, Ning Lin Luo, Le Tong, Chak Tong AU, Zi Qiang Luo^*, Shuang Feng Yin

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

54 Citations (Scopus)

Abstract

Three heterocyclic hypervalent organoantimony chlorides RN(CH ₂C₆H₄)₂SbCl (2a R = t-Bu, 2b R = Cy, 2c R = Ph) and their chalcogenide derivatives [RN(CH₂C ₆H₄)₂Sb]₂O (3a R = t-Bu, 3b R = Cy, 3c R = Ph) were synthesized and characterized by techniques such as ¹H NMR, ¹³C NMR, X-ray diffraction, and elemental analysis. It is found that the anti-proliferative activity detected over these compounds can be attributed to the coordination bond between the antimony and nitrogen atoms of these compounds. Moreover, a preliminary study on mechanistic action suggests that the inhibition effect is ascribable to cell cycle arrest and cell apoptosis.

Original language	English
Pages (from-to)	391-398
Number of pages	8
Journal	European Journal of Medicinal Chemistry
Volume	79
DOIs	https://doi.org/10.1016/j.ejmech.2014.04.026
Publication status	Published - 22 May 2014

Scopus Subject Areas

Pharmacology
Drug Discovery
Organic Chemistry

User-Defined Keywords

Anti-proliferative activity
Apoptosis
Cell cycle arrest
Characterization
Hypervalent organoantimony
Synthesis

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10.1016/j.ejmech.2014.04.026

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title = "Synthesis, characterization and anti-proliferative activity of heterocyclic hypervalent organoantimony compounds",

abstract = "Three heterocyclic hypervalent organoantimony chlorides RN(CH 2C6H4)2SbCl (2a R = t-Bu, 2b R = Cy, 2c R = Ph) and their chalcogenide derivatives [RN(CH2C 6H4)2Sb]2O (3a R = t-Bu, 3b R = Cy, 3c R = Ph) were synthesized and characterized by techniques such as 1H NMR, 13C NMR, X-ray diffraction, and elemental analysis. It is found that the anti-proliferative activity detected over these compounds can be attributed to the coordination bond between the antimony and nitrogen atoms of these compounds. Moreover, a preliminary study on mechanistic action suggests that the inhibition effect is ascribable to cell cycle arrest and cell apoptosis.",

keywords = "Anti-proliferative activity, Apoptosis, Cell cycle arrest, Characterization, Hypervalent organoantimony, Synthesis",

author = "Yi Chen and Kun Yu and Tan, {Nian Yuan} and Qiu, {Ren Hua} and Wei Liu and Luo, {Ning Lin} and Le Tong and AU, {Chak Tong} and Luo, {Zi Qiang} and Yin, {Shuang Feng}",

note = "Funding Information: This work was supported by the Science Research Foundation for Higher Universities of Hunan Province ( 10A092 ), Research-Based Learning and Innovation Experiment Project for Undergraduates of Hunan Province (2011-483), the National Natural Science Foundation of China ( 21003040 ), Program for Changjiang Scholars and Innovative Research Team in University ( IRT1238 ), and the Program for New Century Excellent Talents in Universities ( NCET-10-0371 ). CTA thanks HNU for an adjunct professorship. Y. Chen, K. Yun and N.Y. Tan contributed equally. Appendix A ",

year = "2014",

month = may,

day = "22",

doi = "10.1016/j.ejmech.2014.04.026",

language = "English",

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pages = "391--398",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

publisher = "Elsevier Masson SAS",

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TY - JOUR

T1 - Synthesis, characterization and anti-proliferative activity of heterocyclic hypervalent organoantimony compounds

AU - Chen, Yi

AU - Yu, Kun

AU - Tan, Nian Yuan

AU - Qiu, Ren Hua

AU - Liu, Wei

AU - Luo, Ning Lin

AU - Tong, Le

AU - AU, Chak Tong

AU - Luo, Zi Qiang

AU - Yin, Shuang Feng

N1 - Funding Information: This work was supported by the Science Research Foundation for Higher Universities of Hunan Province ( 10A092 ), Research-Based Learning and Innovation Experiment Project for Undergraduates of Hunan Province (2011-483), the National Natural Science Foundation of China ( 21003040 ), Program for Changjiang Scholars and Innovative Research Team in University ( IRT1238 ), and the Program for New Century Excellent Talents in Universities ( NCET-10-0371 ). CTA thanks HNU for an adjunct professorship. Y. Chen, K. Yun and N.Y. Tan contributed equally. Appendix A

PY - 2014/5/22

Y1 - 2014/5/22

N2 - Three heterocyclic hypervalent organoantimony chlorides RN(CH 2C6H4)2SbCl (2a R = t-Bu, 2b R = Cy, 2c R = Ph) and their chalcogenide derivatives [RN(CH2C 6H4)2Sb]2O (3a R = t-Bu, 3b R = Cy, 3c R = Ph) were synthesized and characterized by techniques such as 1H NMR, 13C NMR, X-ray diffraction, and elemental analysis. It is found that the anti-proliferative activity detected over these compounds can be attributed to the coordination bond between the antimony and nitrogen atoms of these compounds. Moreover, a preliminary study on mechanistic action suggests that the inhibition effect is ascribable to cell cycle arrest and cell apoptosis.

AB - Three heterocyclic hypervalent organoantimony chlorides RN(CH 2C6H4)2SbCl (2a R = t-Bu, 2b R = Cy, 2c R = Ph) and their chalcogenide derivatives [RN(CH2C 6H4)2Sb]2O (3a R = t-Bu, 3b R = Cy, 3c R = Ph) were synthesized and characterized by techniques such as 1H NMR, 13C NMR, X-ray diffraction, and elemental analysis. It is found that the anti-proliferative activity detected over these compounds can be attributed to the coordination bond between the antimony and nitrogen atoms of these compounds. Moreover, a preliminary study on mechanistic action suggests that the inhibition effect is ascribable to cell cycle arrest and cell apoptosis.

KW - Anti-proliferative activity

KW - Apoptosis

KW - Cell cycle arrest

KW - Characterization

KW - Hypervalent organoantimony

KW - Synthesis

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JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

ER -

Synthesis, characterization and anti-proliferative activity of heterocyclic hypervalent organoantimony compounds

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