Synthesis of Vertex-Differentiated Icosahedral closo-Boranes: Polyfunctional Scaffolds for Targeted Drug Delivery

被引：9

作者：

Goswami, Lalit N. ^{[1
]}

Houston, Zachary H. ^{[1
]}

Sarma, Saurav J. ^{[1
]}

Li, Hairong ^{[1
]}

Jalisatgi, Satish S. ^{[1
]}

Hawthorne, M. Frederick ^{[1
]}

机构：

[1] Univ Missouri, Sch Med, Int Inst Nano & Mol Med, Columbia, MO 65211 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 24期

关键词：

DERIVATIVES;

D O I：

10.1021/jo3021314

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report methods for the synthesis of vertex-differentiated icosahedral closo-boranes. A single B-OH vertex of the icosahedral borane [closo-B-12(OH)(12)](2-) was derivatized to prepare [closo-B-12(OR)(OH)(11)](2-) using optimized alkylation conditions and purification procedures. Several representative vertex-differentiated icosahedral closo-boranes were prepared utilizing carbonate ester and azide-alkyne click chemistries on the surface of the closo-B-12(2-) core.

引用

页码：11333 / 11338

页数：6

共 15 条

[1] An improved method for the synthesis of [closo-B12(OH)12]-2 [J].

Bayer, MJ ;

Hawthorne, MF .

INORGANIC CHEMISTRY, 2004, 43 (06) :2018-2020

[2] To exploit the tumor microenvironment: Passive and active tumor targeting of nanocarriers for anti-cancer drug delivery [J].

Danhier, Fabienne ;

Feron, Olivier ;

Preat, Veronique .

JOURNAL OF CONTROLLED RELEASE, 2010, 148 (02) :135-146

[3] Synthesis of stable dodecaalkoxy derivatives of hypercloso-B12H12 [J].

Farha, OK ;

Julius, RL ;

Lee, MW ;

Huertas, RE ;

Knobler, CB ;

Hawthorne, MF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (51) :18243-18251

[4] Extensions of the Icosahedral Closomer Structure by Using Azide-Alkyne Click Reactions [J].

Goswami, Lalit N. ;

Chakravarty, Shatadru ;

Lee, Mark W. ;

Jalisatgi, Satish S. ;

Hawthorne, M. Frederick .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (20) :4689-4691

[5]

Grotzfeld R. M., 2005, U. S. Patent, Patent No. [0153371 Al, 0153371]

[6]

Hawthorne M.F., 2005, MODERN ASPECTS MAIN, V917, P312

[7] Applications of radiolabeled boron clusters to the diagnosis and treatment of cancer [J].

Hawthorne, MF ;

Maderna, A .

CHEMICAL REVIEWS, 1999, 99 (12) :3421-3434

[8] THE ROLE OF CHEMISTRY IN THE DEVELOPMENT OF BORON NEUTRON-CAPTURE THERAPY OF CANCER [J].

HAWTHORNE, MF .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (07) :950-984

[9] A Convenient Route to Diversely Substituted Icosahedral Closomer Nanoscaffolds [J].

Jalisatgi, Satish S. ;

Kulkarni, Vikas S. ;

Tang, Betty ;

Houston, Zachary H. ;

Lee, Mark W., Jr. ;

Hawthorne, M. Frederick .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (32) :12382-12385

[10] Alkoxy derivatives of dodecaborate: Discrete nanomolecular ions with tunable pseudometallic properties [J].

Lee, Mark W. ;

Farha, Omer K. ;

Hawthorhe, M. Federick ;

Hansch, Corwin H. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (17) :3018-3022

← 1 2 →