Two isoindoline alkaloids from the crude drug, the ant lion (the larvae of Myrmeleontidae species)

Abstract

Two compounds having an isoindoline skeleton were isolated from the ant lion (the larvae of Myrmeleontidae species). They were characterized as 4-hydroxyisoindolin-1-one and 2-(2-hydroxyethyl)-4-hydroxyisoindolin-1-one on the basis of spectroscopic data.

On the Way to Selective PARP‐2 Inhibitors. Design, Synthesis, and Preliminary Evaluation of a Series of Isoquinolinone Derivatives

“…4‐hydroxyisoindolin‐1(1 H )‐one ( 6 )21 was prepared from 2‐methyl‐3‐methoxy benzoic acid ( 13 ) as shown in Scheme . Thus, 13 was treated with thionyl chloride and methanol to obtain the corresponding methyl ester 14 in quantitative yield.…”

Selective Synthesis of Either Isoindole- or Isoindoline-1-carboxylic Acid Esters by Pd(0)-Catalyzed Enolate Arylation

“…The isoindole moiety and its reduced counterpart isoindoline (2,3-dihydro-1 H -isoindole) have become attractive targets in organic and medicinal chemistry. These heterocyclic frameworks are an integral part of the structure of some biologically active compounds and a few naturally occurring products . Moreover, the isoindoles have been widely used for their high level of reactivity in cycloaddition reactions and, more recently, for their fluorescent and electroluminescent properties, , which make them attractive candidates for organic light-emitting devices (OLEDs) …”

Efficient Preparation of the Isoindoline Framework via a Six Component, Tandem Double A3‐Coupling and [2+2+2] Cycloaddition Reaction

“…[11] Isoindolines have been recently shown to be active ingredients in the natural commercial drug ant lion. [12] Isoindolines have also found use as novel spin probes useful for studying cancer. [13] A number of the active isoindoline derivatives mentioned have 1-and/or 3-oxo substituents which can be readily prepared by oxidation of the benzylic positions.…”