B-Decachloro-o-carborane Derivatives suitable for the preparation of boron-labeled biological macromolecules.
نویسندگان
چکیده
B-decachloro-o-carborane derivatives in which one of the carbon atoms was substituted by -CH2CH2CO2H (I), -CH2CHOHCH2-O-CH2CH=CH2 (II) and -CH2CHOHCH2-O-p-C6H4NHCOOC(CH3)3 (III) were prepared from decachloro-o-carborane and the corresponding bromo (I) or epoxi (II and III) derivatives under alkaline conditions. II could be epoxidized and bound to dextran, Concanavalin A, and human IgG, with a boron content of 4.3, 4.8, and 4.9% (w/w), respectively. III could be converted to the corresponding amine and further to the isothiocyanate. Such boron derivatives could be suitable compounds for neutron capture therapy of tumors, as they are well water soluble and could be attached to tumor specific antibodies.
منابع مشابه
Triflyloxy-substituted carboranes as useful weakly coordinating anions.
New carborane anions carrying one or three triflyloxy substituents are described. The mono-triflyloxy substituted carborane can be halogenated to give pentabromo and decachloro derivatives with preservation of the B-OTf linkage. The use of [HCB11Cl10OTf](-) as a weakly coordinating anion is demonstrated.
متن کاملSynthesis of quadruped-shaped polyfunctionalized o-carborane synthons.
o-Carborane derivatives with precisely defined patterns of substitution have been prepared from 8,9,10,12-I(4)-1,2-closo-C(2)B(10)H(8) by replacing the iodine atoms, bonded to four adjacent boron vertices in the cluster, with allyl, and subsequently 3-hydroxypropyl groups. The resulting structures, comprising four pendant arms and two reactive vertices located on opposite sides of a central o-c...
متن کاملStraightforward synthesis of radioiodinated Cc-substituted o-carboranes: towards a versatile platform to enable the in vivo assessment of BNCT drug candidates.
Due to their high boron content and rich chemistry, dicarba-closo-dodecaboranes (carboranes) are promising building blocks for the development of drug candidates with application in Boron Neutron Capture Therapy. However, the non-invasive determination of their pharmacokinetic properties to predict therapeutic efficacy is still a challenge. Herein, we have reported the unprecedented preparation...
متن کاملPreparation and properties of nido-carborane-specific monoclonal antibodies for potential use in boron neutron capture therapy for cancer.
As the first step of a research program aimed at developing a bispecific monoclonal antibody system for the delivery of boron-rich molecules to tumor cells for boron neutron capture therapy, monoclonal antibodies (mAbs) were produced against an anionic nido-carborane derivative, 4-[7,8-dicarbadodecahydroundecaborat(-1)-7-yl]butanoic acid. Two IgG subclass mAbs, designated HAW101 and HAW102, wer...
متن کاملDesigned synthesis of multi-functional carboranes and organotransition metal—carborane complexes
General synthetic routes to functionalized Cand B-substituted derivatives of nido-C9B4H8, C4B5H12, and C2B3H72 are described together with their use as buiTding-blociZ units in the planned construction of multidecker transition-metal sandwich complexes and related systems. Specifically discussed are (1) synthesis of C2B4 nido-carboranes containing sterically demanding and/or electronically acti...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Zeitschrift fur Naturforschung. Section C, Biosciences
دوره 37 10 شماره
صفحات -
تاریخ انتشار 1982