title: Design and Synthesis of Novel 1,2,3-Triazole- and 2-Isoxazoline-Based Bis-Heterocycles as Immune Potentiators.
abstract: A series of novel bis-heterocycles encompassing isoxazolines and triazoles were synthesized through a novel one-pot procedure that involves in situ generation of nitrile oxide and its 1,3-dipolar cycloaddition to variedly substituted acrylates. The synthesized bis-heterocycles (8a-l) were subjected to in vitro lymphocyte proliferation assays followed by in vivo studies of the more active compounds (8g and 8h) to assess their influence on various aspects of the immune system like ex vivo splenocyte proliferation (T- and B-cell proliferation), antibody production (HA titer), delayed-type hypersensitivity reaction, T-cell subtypes (CD4 and CD8), cytokine production (IL-2, IFN-γ, and IL-4), NO (macrophage) production, and toxic effects. The results from the in vitro and in vivo studies establish that the tested compounds 8g and 8h possess excellent immunopotentiating activity.
authors.affiliation: Medicinal Chemistry Division, Indian Institute of Integrative Medicine, Jammu, India.
authors.forename: Tabasum
authors.initials: T
authors.lastname: Ismail
authors.affiliation: Department of Chemistry, Jamia Hamdard University, New Delhi, India.
authors.forename: Syed
authors.initials: S
authors.lastname: Shafi
authors.affiliation: Vaccine Immunology Laboratory, NPC Division, Indian Institute of Chemical Technology, Hyderabad, India.
authors.forename: Irfan
authors.initials: I
authors.lastname: Hyder
authors.affiliation: Medicinal Chemistry Division, Indian Institute of Integrative Medicine, Jammu, India.
authors.forename: Tabasum
authors.initials: T
authors.lastname: Sidiq
authors.affiliation: Medicinal Chemistry Division, Indian Institute of Integrative Medicine, Jammu, India.
authors.forename: Anamika
authors.initials: A
authors.lastname: Khajuria
authors.affiliation: Department of Chemistry, Jamia Hamdard University, New Delhi, India.
authors.forename: Sarvar M
authors.initials: SM
authors.lastname: Alam
authors.affiliation: Vaccine Immunology Laboratory, NPC Division, Indian Institute of Chemical Technology, Hyderabad, India.
authors.forename: M Sampath Kumar
authors.initials: MSK
authors.lastname: Halmuthur
keywords: 1,2,3-Triazole; 2-Isoxazoline; Bis-heterocycles; Cycloaddition; Immunopotentiation