Carboranes as unique pharmacophores in antitumor medicinal chemistry

Carborane is a carbon-boron molecular cluster that can be viewed as a 3D analog of benzene. It features special physical and chemical properties, and thus has the potential to serve as a new type of pharmacophore for drug design and discovery. Based on the relative positions of two cage carbons, ico...

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Published inMolecular therapy. Oncolytics Vol. 24; pp. 400 - 416
Main Authors Chen, Yu, Du, Fukuan, Tang, Liyao, Xu, Jinrun, Zhao, Yueshui, Wu, Xu, Li, Mingxing, Shen, Jing, Wen, Qinglian, Cho, Chi Hin, Xiao, Zhangang
Format Journal Article
LanguageEnglish
Published United States Elsevier Inc 17.03.2022
American Society of Gene & Cell Therapy
Elsevier
Subjects
antitumor
cage
carborane
drug design
pharmacophore
Review
cage
carborane
pharmacophore
antitumor
drug design
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Abstract Carborane is a carbon-boron molecular cluster that can be viewed as a 3D analog of benzene. It features special physical and chemical properties, and thus has the potential to serve as a new type of pharmacophore for drug design and discovery. Based on the relative positions of two cage carbons, icosahedral closo-carboranes can be classified into three isomers, ortho-carborane (o-carborane, 1,2-C2B10H12), meta-carborane (m-carborane, 1,7-C2B10H12), and para-carborane (p-carborane, 1,12-C2B10H12), and all of them can be deboronated to generate their nido- forms. Cage compound carborane and its derivatives have been demonstrated as useful chemical entities in antitumor medicinal chemistry. The applications of carboranes and their derivatives in the field of antitumor research mainly include boron neutron capture therapy (BNCT), as BNCT/photodynamic therapy dual sensitizers, and as anticancer ligands. This review summarizes the research progress on carboranes achieved up to October 2021, with particular emphasis on signaling transduction pathways, chemical structures, and mechanistic considerations of using carboranes. [Display omitted] The applications of carboranes in the field of antitumor treatments mainly include BNCT, BNCT/PDT dual sensitizers, and anticancer ligands. This review summarizes the research progress on carboranes as useful pharmacophores in this field, with particular emphasis on signaling transduction pathways, chemical structures, and mechanistic considerations.
AbstractList Carborane is a carbon-boron molecular cluster that can be viewed as a 3D analog of benzene. It features special physical and chemical properties, and thus has the potential to serve as a new type of pharmacophore for drug design and discovery. Based on the relative positions of two cage carbons, icosahedral closo -carboranes can be classified into three isomers, ortho -carborane ( o -carborane, 1,2-C 2 B 10 H 12 ), meta -carborane ( m -carborane, 1,7-C 2 B 10 H 12 ), and para -carborane ( p -carborane, 1,12-C 2 B 10 H 12 ), and all of them can be deboronated to generate their nido - forms. Cage compound carborane and its derivatives have been demonstrated as useful chemical entities in antitumor medicinal chemistry. The applications of carboranes and their derivatives in the field of antitumor research mainly include boron neutron capture therapy (BNCT), as BNCT/photodynamic therapy dual sensitizers, and as anticancer ligands. This review summarizes the research progress on carboranes achieved up to October 2021, with particular emphasis on signaling transduction pathways, chemical structures, and mechanistic considerations of using carboranes. The applications of carboranes in the field of antitumor treatments mainly include BNCT, BNCT/PDT dual sensitizers, and anticancer ligands. This review summarizes the research progress on carboranes as useful pharmacophores in this field, with particular emphasis on signaling transduction pathways, chemical structures, and mechanistic considerations.
Carborane is a carbon-boron molecular cluster that can be viewed as a 3D analog of benzene. It features special physical and chemical properties, and thus has the potential to serve as a new type of pharmacophore for drug design and discovery. Based on the relative positions of two cage carbons, icosahedral closo-carboranes can be classified into three isomers, ortho-carborane (o-carborane, 1,2-C2B10H12), meta-carborane (m-carborane, 1,7-C2B10H12), and para-carborane (p-carborane, 1,12-C2B10H12), and all of them can be deboronated to generate their nido- forms. Cage compound carborane and its derivatives have been demonstrated as useful chemical entities in antitumor medicinal chemistry. The applications of carboranes and their derivatives in the field of antitumor research mainly include boron neutron capture therapy (BNCT), as BNCT/photodynamic therapy dual sensitizers, and as anticancer ligands. This review summarizes the research progress on carboranes achieved up to October 2021, with particular emphasis on signaling transduction pathways, chemical structures, and mechanistic considerations of using carboranes.Carborane is a carbon-boron molecular cluster that can be viewed as a 3D analog of benzene. It features special physical and chemical properties, and thus has the potential to serve as a new type of pharmacophore for drug design and discovery. Based on the relative positions of two cage carbons, icosahedral closo-carboranes can be classified into three isomers, ortho-carborane (o-carborane, 1,2-C2B10H12), meta-carborane (m-carborane, 1,7-C2B10H12), and para-carborane (p-carborane, 1,12-C2B10H12), and all of them can be deboronated to generate their nido- forms. Cage compound carborane and its derivatives have been demonstrated as useful chemical entities in antitumor medicinal chemistry. The applications of carboranes and their derivatives in the field of antitumor research mainly include boron neutron capture therapy (BNCT), as BNCT/photodynamic therapy dual sensitizers, and as anticancer ligands. This review summarizes the research progress on carboranes achieved up to October 2021, with particular emphasis on signaling transduction pathways, chemical structures, and mechanistic considerations of using carboranes.
Carborane is a carbon-boron molecular cluster that can be viewed as a 3D analog of benzene. It features special physical and chemical properties, and thus has the potential to serve as a new type of pharmacophore for drug design and discovery. Based on the relative positions of two cage carbons, icosahedral -carboranes can be classified into three isomers, -carborane ( -carborane, 1,2-C B H ), -carborane ( -carborane, 1,7-C B H ), and -carborane ( -carborane, 1,12-C B H ), and all of them can be deboronated to generate their - forms. Cage compound carborane and its derivatives have been demonstrated as useful chemical entities in antitumor medicinal chemistry. The applications of carboranes and their derivatives in the field of antitumor research mainly include boron neutron capture therapy (BNCT), as BNCT/photodynamic therapy dual sensitizers, and as anticancer ligands. This review summarizes the research progress on carboranes achieved up to October 2021, with particular emphasis on signaling transduction pathways, chemical structures, and mechanistic considerations of using carboranes.
Carborane is a carbon-boron molecular cluster that can be viewed as a 3D analog of benzene. It features special physical and chemical properties, and thus has the potential to serve as a new type of pharmacophore for drug design and discovery. Based on the relative positions of two cage carbons, icosahedral closo-carboranes can be classified into three isomers, ortho-carborane (o-carborane, 1,2-C2B10H12), meta-carborane (m-carborane, 1,7-C2B10H12), and para-carborane (p-carborane, 1,12-C2B10H12), and all of them can be deboronated to generate their nido- forms. Cage compound carborane and its derivatives have been demonstrated as useful chemical entities in antitumor medicinal chemistry. The applications of carboranes and their derivatives in the field of antitumor research mainly include boron neutron capture therapy (BNCT), as BNCT/photodynamic therapy dual sensitizers, and as anticancer ligands. This review summarizes the research progress on carboranes achieved up to October 2021, with particular emphasis on signaling transduction pathways, chemical structures, and mechanistic considerations of using carboranes.
Carborane is a carbon-boron molecular cluster that can be viewed as a 3D analog of benzene. It features special physical and chemical properties, and thus has the potential to serve as a new type of pharmacophore for drug design and discovery. Based on the relative positions of two cage carbons, icosahedral closo-carboranes can be classified into three isomers, ortho-carborane (o-carborane, 1,2-C2B10H12), meta-carborane (m-carborane, 1,7-C2B10H12), and para-carborane (p-carborane, 1,12-C2B10H12), and all of them can be deboronated to generate their nido- forms. Cage compound carborane and its derivatives have been demonstrated as useful chemical entities in antitumor medicinal chemistry. The applications of carboranes and their derivatives in the field of antitumor research mainly include boron neutron capture therapy (BNCT), as BNCT/photodynamic therapy dual sensitizers, and as anticancer ligands. This review summarizes the research progress on carboranes achieved up to October 2021, with particular emphasis on signaling transduction pathways, chemical structures, and mechanistic considerations of using carboranes. [Display omitted] The applications of carboranes in the field of antitumor treatments mainly include BNCT, BNCT/PDT dual sensitizers, and anticancer ligands. This review summarizes the research progress on carboranes as useful pharmacophores in this field, with particular emphasis on signaling transduction pathways, chemical structures, and mechanistic considerations.
Author Du, Fukuan
Wu, Xu
Shen, Jing
Xiao, Zhangang
Zhao, Yueshui
Li, Mingxing
Cho, Chi Hin
Chen, Yu
Tang, Liyao
Xu, Jinrun
Wen, Qinglian
Author_xml – sequence: 1
  givenname: Yu
  surname: Chen
  fullname: Chen, Yu
  organization: Laboratory of Molecular Pharmacology, Department of Pharmacology, School of Pharmacy, Southwest Medical University, Luzhou 646000, China
– sequence: 2
  givenname: Fukuan
  surname: Du
  fullname: Du, Fukuan
  organization: Laboratory of Molecular Pharmacology, Department of Pharmacology, School of Pharmacy, Southwest Medical University, Luzhou 646000, China
– sequence: 3
  givenname: Liyao
  surname: Tang
  fullname: Tang, Liyao
  organization: Laboratory of Molecular Pharmacology, Department of Pharmacology, School of Pharmacy, Southwest Medical University, Luzhou 646000, China
– sequence: 4
  givenname: Jinrun
  surname: Xu
  fullname: Xu, Jinrun
  organization: Laboratory of Molecular Pharmacology, Department of Pharmacology, School of Pharmacy, Southwest Medical University, Luzhou 646000, China
– sequence: 5
  givenname: Yueshui
  surname: Zhao
  fullname: Zhao, Yueshui
  organization: Laboratory of Molecular Pharmacology, Department of Pharmacology, School of Pharmacy, Southwest Medical University, Luzhou 646000, China
– sequence: 6
  givenname: Xu
  surname: Wu
  fullname: Wu, Xu
  organization: Laboratory of Molecular Pharmacology, Department of Pharmacology, School of Pharmacy, Southwest Medical University, Luzhou 646000, China
– sequence: 7
  givenname: Mingxing
  surname: Li
  fullname: Li, Mingxing
  organization: Laboratory of Molecular Pharmacology, Department of Pharmacology, School of Pharmacy, Southwest Medical University, Luzhou 646000, China
– sequence: 8
  givenname: Jing
  surname: Shen
  fullname: Shen, Jing
  organization: Laboratory of Molecular Pharmacology, Department of Pharmacology, School of Pharmacy, Southwest Medical University, Luzhou 646000, China
– sequence: 9
  givenname: Qinglian
  surname: Wen
  fullname: Wen, Qinglian
  organization: Department of Oncology, Affiliated Hospital of Southwest Medical University, Luzhou 646000, China
– sequence: 10
  givenname: Chi Hin
  surname: Cho
  fullname: Cho, Chi Hin
  organization: Laboratory of Molecular Pharmacology, Department of Pharmacology, School of Pharmacy, Southwest Medical University, Luzhou 646000, China
– sequence: 11
  givenname: Zhangang
  orcidid: 0000-0003-3249-1118
  surname: Xiao
  fullname: Xiao, Zhangang
  email: Zhangangxiao@swmu.edu.cn
  organization: Department of Oncology, Affiliated Hospital of Southwest Medical University, Luzhou 646000, China
BackLink https://www.ncbi.nlm.nih.gov/pubmed/35141397$$D View this record in MEDLINE/PubMed
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carborane
pharmacophore
antitumor
drug design
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Snippet Carborane is a carbon-boron molecular cluster that can be viewed as a 3D analog of benzene. It features special physical and chemical properties, and thus has...
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SubjectTerms antitumor
cage
carborane
drug design
pharmacophore
Review
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Title Carboranes as unique pharmacophores in antitumor medicinal chemistry
URI https://dx.doi.org/10.1016/j.omto.2022.01.005
https://www.ncbi.nlm.nih.gov/pubmed/35141397
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