New compounds: Mannich bases from 2-phenylindolizines II. 3-dialkylaminomethyl derivatives

Harrell, William B.; Doerge, Robert F.

doi:10.1002/jps.2600560939

Cited by 16 publications

(9 citation statements)

References 4 publications

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“…1-Indolizinylalanine (3) has been prepared as a potential tryptophan antimetabolite; l-indolizineacetic acid (4), an analog of 3-indoleacetic acid, has shown moderate auxinic activity; and numerous alkylindolizines (5), arylindolizines (6), and alkylaminoalkylindolizines (7,8) have been synthesized and shown to influence the central nervous, system. 1-Indolizinylalanine (3) has been prepared as a potential tryptophan antimetabolite; l-indolizineacetic acid (4), an analog of 3-indoleacetic acid, has shown moderate auxinic activity; and numerous alkylindolizines (5), arylindolizines (6), and alkylaminoalkylindolizines (7,8) have been synthesized and shown to influence the central nervous, system.…”

Section: ~ ~~mentioning

confidence: 99%

Indolizine Derivatives with Biological Activity I: N′-Substituted Hydrazides of Indolizine-2-carboxylic Acid

Cardellini

Claudi

Grifantini

et al. 1977

Journal of Pharmaceutical Sciences

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Section: ~ ~~mentioning

confidence: 99%

Indolizine Derivatives with Biological Activity I: N′-Substituted Hydrazides of Indolizine-2-carboxylic Acid

Cardellini

Claudi

Grifantini

et al. 1977

Journal of Pharmaceutical Sciences

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“…[1] For example, Lamellarin Da so ne of marine natural products,i s not only identified as ap otent topoisomerase Ii nhibitor,b ut also exhibits strong cytotoxic activity against tumor cell lines. [2] Indoxam is used as secretory phospholipase A2 (sPLA2)i nhibitor. [3] Moreover, owing to appreciable photophysical properties, the indolizine as ac oreu nit are wildly utilized as dyes for dye sensitized solar cells (DSSC), [4] organic light emitting devices (OLEDs), [5] and fluorescent probes.…”

mentioning

confidence: 99%

Facile Synthesis of Polysubstituted Indolizines via One‐Pot Reaction of 1‐Acetylaryl 2‐Formylpyrroles and Enals

Gong

Guo

Jiang

et al. 2019

Chemistry An Asian Journal

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An efficient method for the synthesis of polysubstitutedi ndolizinesh as been developed based on formal [4+ +2] annulation of 1-acetylaryl2 -formylpyrroles with enals, followed by oxidative aromatization. Pyridinetype six-membered rings were constructed in this transformation. This transition metal-free reactionf eatures mild reaction conditions, ab road substrate scope, and excellent functional group tolerance. Notably,t he formyl group is welltoleratedu nder reaction conditions. Scheme1.Representative examples and synthetic methodsfor indolizines.[a] M. Gong, J.Supporting information and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.

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“…5HT3 receptor antagonist, 38 anticholinergic, 39 anticancer, [40][41][42] estrogen receptor binding, 43 antioxidant, 44,45 antimicrobial, 46 antimutagenic, 47 CNS depressant 48 and hypoglycemic activities. 49,50 Cyclooxygenase (COX) enzyme mainly occurs in two isoforms COX-1 and COX-2 that have 60% identity of their sequence and the latter one is the key enzyme in the biosynthetic pathway leading to the development of prostaglandins, which are mediators of inflammation.…”

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confidence: 99%

Design and Synthesis of Novel Indolizine Analogues as COX-2 Inhibitors: Computational Perspective and in vitro Screening

Chandrashekharappa¹,

Venugopala²,

Khedr³

et al. 2017

IJPER

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Design and synthesis of a new series of ethyl 7-methoxy-2-substituted-3-(substituted benzoyl) indolizine-1-carboxylates 2a-i was achieved and screened for their in vitro inhibitory activity against COX-2 enzyme. Compound 2a and 2c emerged as promising COX-2 enzyme inhibitor with IC 50 of 6.56 and 6.94 µM respectively from the synthesized series when compared to Celecoxib and Indomethacin as selective and nonselective standards, respectively. Computational docking study identified the possible reasons for such activity that may be due to the cis configuration of the indolizines that resulted in the most stable conformation similar to that of Indomethacin.

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New compounds: Mannich bases from 2-phenylindolizines II. 3-dialkylaminomethyl derivatives

Cited by 16 publications

References 4 publications

Indolizine Derivatives with Biological Activity I: N′-Substituted Hydrazides of Indolizine-2-carboxylic Acid

Indolizine Derivatives with Biological Activity I: N′-Substituted Hydrazides of Indolizine-2-carboxylic Acid

Facile Synthesis of Polysubstituted Indolizines via One‐Pot Reaction of 1‐Acetylaryl 2‐Formylpyrroles and Enals

Design and Synthesis of Novel Indolizine Analogues as COX-2 Inhibitors: Computational Perspective and in vitro Screening

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