Sulphur Analogues of Indoleacetic Acid: Synthesis and Biological Activity of some Thionaphthenacetic Acids

Abstract

The thionaphthen�2�, �3-, -5-, -6�, and -7-acetic acids have been synthesized from the chlorides of the corresponding carboxylic acids by the Arndt-Eistert reaction and their plant growth-regulating activities, as indicated by their effects upon protoplasmic streaming, have been compared with those of indole-3-acetic acid (IAA) and 2,4-dichlorophenoxyacetic acid (2,4�D). The thionaphthen-3- and -7- acetic acids and IAA have similar effects upon protoplasmic streaming, while the effects of the thionaphthen-2-, -5-, and �6-acetic acids differ from those of IAA and resemble in part those of 2, 4-D.

New Potent Prolyl Endopeptidase Inhibitors: Synthesis and Structure-Activity Relationships of Indan and Tetralin Derivatives and Their Analogs

“…In a series of cyano derivatives, 32-35 also showed an approximately 7-14fold increase in potency over 7, 4, 10, and 11. The (S)tetralin derivatives, 34 and 35, showed approximately a 2-fold increase in potency over the indan derivatives 32 and 33, and the potency showed almost the same level as the formyl derivatives 27, 29, and 30. In summary, a series of (S)-2-(l,2,3,4-tetrahydronaphthyl)acetyl derivatives 10-13 showed the most potent inhibitory activities among the compounds which lack a formyl or a cyano group. The formyl derivatives and cyano derivatives showed more powerful inhibitory activities than the former series.…”

“…Compounds having a formyl or a cyano group showed much more potent inhibitory activities than those which lack such a functional group. 30), (S)-2-cyano-l-[2-[(S)-2-(l,2,3,4-tetrahydronaphthyl)acetyl]-Lprolyl]pyrrolidine (34), and (S)-2-cyano-l-[3-[(S)-2-(l,2,3,4-tetrahydronaphthyl)acetyl]-L-thioprolyl] pyrrolidine (35) showed an approximately 2-fold (IC50 -0.5 nM) increase in potency compared with 2. The structure-activity relationships of these compounds are discussed.…”

“…Structures, Physical Properties, and PEP Inhibitory Activities of the Synthesized Compounds[27][28][29][30][31][32][33][34][35] …”