Synthesis of new heteroaryl and heteroannulated indoles from dehydrophenylalanines: Antitumor evaluation

Nanoliposomes for encapsulation and delivery of the potential antitumoral methyl 6-methoxy-3-(4-methoxyphenyl)-1H-indole-2-carboxylate

“…It can be observed that compound 1 inhibited the growth of the three tumor cell lines with very low GI 50 values. These inhibitory concentrations are significantly lower than those obtained with other potential antitumoral compounds recently tested [17-19], some of them also containing the indole nucleus [17-21], and point to a promising utility of this compound as an antitumoral agent. Doxorubicin, used as positive control, presents a very high cytotoxicity because the planar aromatic moiety efficiently intercalates into DNA base pairs, while the six-membered daunosamine sugar binds to the minor groove, interacting with flanking base pairs adjacent to the intercalation site [22].…”

Efficient synthesis of 6-(hetero)arylthieno[3,2-b]pyridines by Suzuki–Miyaura coupling. Evaluation of growth inhibition on human tumor cell lines, SARs and effects on the cell cycle

“…We have already successfully applied these conditions to the synthesis of dehydroamino acid derivatives by SuzukieMiyaura cross-couplings of b,b-dibromodehydroalanine and b-bromodehydrophenylalanine derivatives with (hetero)aryl boronated compounds [9,10]. Thus the conditions are rather general due to the different types of brominated substrates that can be used in the SuzukieMiyaura coupling.…”

Recent advances in application of intramolecular Suzuki cross-coupling in cyclization and heterocyclization

“…The intramolecular metal-assisted C-N cyclization of the Suzuki-coupling products (E)-54, (Z)-54, (E)-55, and (Z)-55 provided in both cases two heterocyclic compounds, the 3-(4-dibenzothienyl)indole 56 and the phenylbenzothienoindole 58 or the 3-(4-dibenzofuryl)indole 57 and the phenylbenzofuroindole 59 in different ratios depending on the starting stereoisomer (Scheme 15) [30].…”