Synthesis of new pyrrolo[1,2- d][1,2,4]triazines and thiazolo[3,4- d][1,2,4]triazines as immunostimulating agents

Four pyrrolo[1,2- d][1,2,4]triazines and four thiazolo[3,4- d][1,2,4]triazines were synthesized from trans-4-hydroxy- l-proline and l-thiaproline, respectively. The synthetic route involved formation of hydrazides followed by cyclization with orthoesters. The proliferative response to human lymphocy...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry 1998-03, Vol.6 (3), p.349-354
Main Authors: Issartel, Véronique, Spehner, Véronique, Coudert, Pascal, Seilles, Estelle, Couquelet, Jacques
Format: Article
Language:English
Subjects:
Adjuvants, Immunologic - chemical synthesis
Adjuvants, Immunologic - chemistry
Adjuvants, Immunologic - pharmacology
Humans
Hydantoins - chemical synthesis
Hydantoins - chemistry
Hydantoins - pharmacology
Luminescent Measurements
Lymphocyte Activation - drug effects
Lymphocytes - drug effects
Pyrimidines - chemical synthesis
Pyrimidines - chemistry
Pyrimidines - pharmacology
Stimulation, Chemical
Structure-Activity Relationship
Tetrazolium Salts
Thiazoles - chemical synthesis
Thiazoles - chemistry
Thiazoles - pharmacology
Triazines - chemical synthesis
Triazines - chemistry
Triazines - pharmacology
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Summary:Four pyrrolo[1,2- d][1,2,4]triazines and four thiazolo[3,4- d][1,2,4]triazines were synthesized from trans-4-hydroxy- l-proline and l-thiaproline, respectively. The synthetic route involved formation of hydrazides followed by cyclization with orthoesters. The proliferative response to human lymphocyte mitogen (phytohemagglutinin) revealed significant immunostimulant activity for all test drugs. Furthermore, some triazine derivatives were effective to activate production of free oxygen radical by phagocytes in response to stimulation by opsonized zymosan.
ISSN:0968-0896
1464-3391
DOI:10.1016/S0968-0896(97)10052-9