X-ray structure of the dimeric bis[(1,7-dicarba-closo-dodecaborane-l-carboxylato)-di-n-butyltin] oxide

X‐Ray Structure and In Vitro Anti‐Tumoural Activity of the Dimeric Bis[(2‐Phenyl‐1,2‐Dicarba‐Closo‐Dodecaborane‐1‐Carboxylato)‐Di‐n‐Butyltin] Oxide

“…Table 2. Against these cell lines, compounds 1 and 2 are significantly more active than 5-fluorouracil, cis-platin and carboplatin but less active than methotrexate and doxorubicin, whereas the parent carboxylic acid of 1 is inactive. The results for 1 and 2 are similar to those reported earlier for {[(1,7-C2B10H11-1-COO)Bu2Sn]20}2 [5] and show that these carborane derivatives possess medium activity. (2-Methyl-1,2-carboran-l-yl)acetic acid, compound 4, was also prepared following Zakharkin et al [7b] by the action of equimolar amount of magnesium on 2-methyl-l-chloromethyl-l,2-carborane followed by carboxylation with CO2 of the Grignard reagent obtained, followed by acid hydrolysis.…”

“…Generally, the compounds are quite active. The synthesis and X-ray crystal structure of the dimeric bis-[(1,7-dicarba-c/oso-dodecaborane-l-carboxylato)-di-n-butyltin] oxide, {[(1,7-C2B10H11-1-COO)Bu2Sn]20}2, has already been reported [5]. Its in vitro anti-tumour activity is less than those of several compounds of the type {[(R'COO)Bu2Sn]20}2, comparable to those of methotrexate and doxorubicin, but greater than those of 5-fluorouracil, cis-platin and carboplatin [5].…”

“…The synthesis and X-ray crystal structure of the dimeric bis-[(1,7-dicarba-c/oso-dodecaborane-l-carboxylato)-di-n-butyltin] oxide, {[(1,7-C2B10H11-1-COO)Bu2Sn]20}2, has already been reported [5]. Its in vitro anti-tumour activity is less than those of several compounds of the type {[(R'COO)Bu2Sn]20}2, comparable to those of methotrexate and doxorubicin, but greater than those of 5-fluorouracil, cis-platin and carboplatin [5]. As a continuation of studies on organotin carboxylates, the synthesis, spectral characterisation, and in vitro anti-tumour activity of a bis-[(2-phenyl-1,2-carborane-l-carboxylato)di-n-butyltin] oxide, {[(2-C6H5-1,2-C2BloHlo-I-COO)Bu2Sn]20}2 (1), and of bis[1-(2-methyl-1,2-carboranyl)-l-acetato-di-nbutyltin] oxide, {[(2-CH3-1,2-C2B10H10-1-CH2-COO)Bu2Sn]20}2 (2), are reported together with the Xray structure of 1.…”

Synthesis, characterization, X‐ray crystal structure and in vitro antitumour activity of bis(1,2‐dicarba‐closo‐dodecaborane‐9‐carboxylato)di‐n‐butyltin

“…3 We also examined organotin carboranecarboxylates where the carborane cage is linked to the carboxylic moiety via a carbon atom. 4,5 All carboranebased organotin compounds previously tested revealed in vitro antitumour activities less than those of the clinically used methotrexate and doxorubicin, but greater than those of 5-fluorouracil, cis-platin and carboplatin. 3 -5 In this paper, we report the synthesis, characterization and in vitro antitumour activity of bis(1,2-dicarba-closo-dodecaborane-9-carboxylato)di-n-butyltin, (1,2-C 2 B 10 H 11 -9-COO) 2 SnBu 2 (1), the first carborane-based organotin compound where the carborane cage is linked to the carboxylic moiety via a boron atom.…”

Synthesis, characterization, X‐ray crystal structure and in vitro antitumour activity of sodium bis(2‐(3′,6′,9′‐trioxadecyl)‐1,2‐dicarba‐closo‐dodecaborane‐1‐carboxylato)triphenylstannate

“…Some of them contain a carborane cage linked to the tin atom via a B-Sn σ -bond. 3 Organotin carboranecarboxylates in which the carborane cage is linked to the carboxylic moiety via a carbon 4,5 or boron 6 atom have been studied. All carborane-based organotin compounds previously tested have revealed in vitro antitumour activities that are less than those of the clinically used methotrexate and doxorubicin, but greater than those of 5-fluorouracil, cis-platin and carboplatin.…”