title: Structure-activity relationships of hypervalent organochalcogenanes as inhibitors of cysteine cathepsins V and S.
abstract: A new series of organotelluranes were synthesized and investigated, and the structure-activity relationships in cysteine proteases inhibition were determined. It was possible to identify the relevance of structural components linked to the reactivity of these compounds as inhibitors. For example, dibromo-organotelluranes showed to be more reactive than dichloro-organotelluranes towards cysteine cathepsins V and S. Besides, no remarkable enantio-selectivity was verified. In general the achiral organotelluranes were more reactive than the chiral congeners against cysteine cathepsins V and S. A reactivity order for organochalcogenanes and cysteine cathepsins was proposed after the comparison of the inhibitory potencies of organotelluranes with the related organoselenanes.
authors.affiliation: Instituto de Química, Universidade de São Paulo, Av. Prof. Lineu Prestes 748, SP 05508-900, São Paulo, Brazil.
authors.forename: Leandro
authors.initials: L
authors.lastname: Piovan
authors.forename: Márcio F M
authors.initials: MF
authors.lastname: Alves
authors.forename: Luiz
authors.initials: L
authors.lastname: Juliano
authors.forename: Dieter
authors.initials: D
authors.lastname: Brömme
authors.forename: Rodrigo L O R
authors.initials: RL
authors.lastname: Cunha
authors.forename: Leandro H
authors.initials: LH
authors.lastname: Andrade
mesh_terms: D002403:Cathepsins / Q000037:antagonists & inhibitors* / Q000378:metabolism; D018011:Chalcogens / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D003546:Cysteine Endopeptidases / Q000378:metabolism; D006801:Humans; D007700:Kinetics; D011480:Protease Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013691:Tellurium / Q000737:chemistry*
chemical_list: D018011:Chalcogens; D011480:Protease Inhibitors; D002403:Cathepsins; D003546:Cysteine Endopeptidases; C028217:cathepsin S; C117627:CTSV protein, human; D013691:Tellurium