New bicyclic organylboronic esters derived from iminodiacetic acids

Mancilla, Teresa; Contreras, Rosalinda; Wrackmeyer, Bernd

doi:10.1016/0022-328x(86)80169-3

Cited by 141 publications

(66 citation statements)

References 19 publications

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“…135 MIDA boronates 136 represent a very promising platform for generalized building block-based molecule synthesis. It is of course possible that even better strategies are yet to be discovered for reversibly attenuating the reactivity of organometallic building blocks.…”

Section: Advances Towards a General Platform For Iterative Small Molementioning

confidence: 99%

Towards the generalized iterative synthesis of small molecules

2018

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Small molecules have extensive untapped potential to benefit society, but access to this potential is too often restricted by limitations inherent to the customized approach currently used to synthesize this class of chemical matter. In contrast, the “building block approach”, i.e., generalized iterative assembly of interchangeable parts, has now proven to be a highly efficient and flexible way to construct things ranging all the way from skyscrapers to macromolecules to artificial intelligence algorithms. The structural redundancy found in many small molecules suggests that they possess a similar capacity for generalized building block-based construction. It is also encouraging that many customized iterative synthesis methods have been developed that improve access to specific classes of small molecules. There has also been substantial recent progress toward the iterative assembly of many different types of small molecules, including complex natural products, pharmaceuticals, biological probes, and materials, using common building blocks and coupling chemistry. Collectively, these advances suggest that a generalized building block approach for small molecule synthesis may be within reach.

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Section: Advances Towards a General Platform For Iterative Small Molementioning

confidence: 99%

Towards the generalized iterative synthesis of small molecules

2018

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“…[8][9][10] Several papers deal with complexes of various metals containing the carboxylates of iminodiacetic acid, N-methyliminodiacetic acid and some other N-substituted iminodiacetic acids as main ligands. 7,[11][12][13][14][15][16][17][18][19] Among the compounds of Scheme 1, 6,7,19 Ia and Ib did not exhibit any activity in vivo against P388 leukaemia. 6 Compounds Ia, If, Ih, Ii and Ij have been tested in vitro against two human cell lines, MCF-7, a mammary tumour, and WiDr, a colon carcinoma.…”

Section: Introductionmentioning

confidence: 95%

Di‐n‐butyltin(IV) derivatives of bis(carboxymethyl)benzylamines: synthesis, NMR and X‐ray structure characterization and in vitro antitumour properties

Mancilla

Carrillo

Zamudio‐Rivera

et al. 2001

Applied Organom Chemis

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Four di-n-butyltin(IV) derivatives of bis(carboxymethyl)benzylamines were synthesized and their structure characterized by 1 H, 13C and 117/119 Sn NMR, Mössbauer spectroscopy and mass spectrometry. The derivative substituted in the meta position by a methyl group has been further characterized by X-ray crystallography. This compound exhibits a distorted trigonal bipyramidal geometry at tin. The NMR data in solution, as well as other spectroscopic results in the solid state, confirm this structure for all the compounds. Evidence is provided to show that the compounds are more highly associated in concentrated solution than in the solid state. Their in vitro antitumour activity is reported.

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“…These boronate units are connected by two covalent BÀO and coordinative N/B bonds, which are responsible for the hydrolytic stability of these molecules [22,23]. Dimeric complexes have been obtained when the ligands have zero (1a) [20], two (1b) [21], four [24], five (1c) or six (1d) [21e] methylene units between the imino and the hydroxyl groups.…”

Section: Introductionmentioning

confidence: 99%