Synthesis of 3,5-Disubstituted Isoxazoles Containing Privileged Substructures with a Diverse Display of Polar Surface Area
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作者:
Kim, Mingi
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Seoul Natl Univ, Dept Chem, CRI Ctr Chem Prote, Seoul 08826, South KoreaSeoul Natl Univ, Dept Chem, CRI Ctr Chem Prote, Seoul 08826, South Korea
Kim, Mingi
[1
]
Hwang, Yoon Soo
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Seoul Natl Univ, Dept Chem, CRI Ctr Chem Prote, Seoul 08826, South KoreaSeoul Natl Univ, Dept Chem, CRI Ctr Chem Prote, Seoul 08826, South Korea
Hwang, Yoon Soo
[1
]
Cho, Wansang
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Seoul Natl Univ, Dept Chem, CRI Ctr Chem Prote, Seoul 08826, South KoreaSeoul Natl Univ, Dept Chem, CRI Ctr Chem Prote, Seoul 08826, South Korea
Cho, Wansang
[1
]
Park, Seung Bum
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Seoul Natl Univ, Dept Chem, CRI Ctr Chem Prote, Seoul 08826, South Korea
Seoul Natl Univ, WCU Dept Biophys & Chem Biol, Seoul 08826, South KoreaSeoul Natl Univ, Dept Chem, CRI Ctr Chem Prote, Seoul 08826, South Korea
Park, Seung Bum
[1
,2
]
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[1] Seoul Natl Univ, Dept Chem, CRI Ctr Chem Prote, Seoul 08826, South Korea
[2] Seoul Natl Univ, WCU Dept Biophys & Chem Biol, Seoul 08826, South Korea
We designed and synthesized the molecular framework of 3,5-disubstituted isoxazoles containing privileged substructures with various substituents which uniquely display polar surface area in a diverse manner. A library of 3,5-disubstituted isoxazoles were systematically prepared via 1,3 dipolar cycloaddition of alkynes with nitrile oxides prepared by two complementary synthetic routes; method A utilized a halogenating agent with a base and method B utilized a hypervalent iodine reagent. Through the biological evaluation of corresponding isoxazoles via three independent phenotypic assays, the different pattern of biological activities was shown according to the type of privileged substructure and substituent. These results demonstrated the significance of molecular design via introducing privileged substructures and various, substituents to make a diverse arrangement of polar surface area within a similar 3-dimensional molecular framework.
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Advinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, IndiaAdvinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, India
Bhosale, Sandeep
Kurhade, Santosh
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Advinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, IndiaAdvinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, India
Kurhade, Santosh
Prasad, Uppuleti Viplava
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Andhra Univ, Dept Organ Chem, Visakhapatnam 530003, Andhra Pradesh, IndiaAdvinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, India
Prasad, Uppuleti Viplava
Palle, Venkata P.
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Advinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, IndiaAdvinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, India
Palle, Venkata P.
Bhuniya, Debnath
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Advinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, IndiaAdvinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, India
机构:
Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
Das, B
Holla, H
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Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
Holla, H
Mahender, G
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Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
Mahender, G
Banerjee, J
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Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
Banerjee, J
Reddy, MR
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Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
机构:
Advinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, IndiaAdvinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, India
Bhosale, Sandeep
Kurhade, Santosh
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机构:
Advinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, IndiaAdvinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, India
Kurhade, Santosh
Prasad, Uppuleti Viplava
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机构:
Andhra Univ, Dept Organ Chem, Visakhapatnam 530003, Andhra Pradesh, IndiaAdvinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, India
Prasad, Uppuleti Viplava
Palle, Venkata P.
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机构:
Advinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, IndiaAdvinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, India
Palle, Venkata P.
Bhuniya, Debnath
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Advinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, IndiaAdvinus Therapeut, Drug Discovery Facil, MIDC, Pune 411057, Maharashtra, India
机构:
Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
Das, B
Holla, H
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机构:
Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
Holla, H
Mahender, G
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机构:
Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
Mahender, G
Banerjee, J
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机构:
Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
Banerjee, J
Reddy, MR
论文数: 0引用数: 0
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机构:
Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India