title: Synthesis and anti-HIV-1 screening of novel N'-(1-(aryl)ethylidene)-2-(5,5-dioxido-3-phenylbenzo[e]pyrazolo[4,3-c][1,2]thiazin-4(1H)-yl)acetohydrazides.
abstract: A novel series of N'-(1-(aryl)ethylidene)-2-(5,5-dioxido-3-phenylbenzo[e]pyrazolo[4,3-c][1,2]thiazin-4(1H)-yl)acetohydrazides was synthesized. The synthesis was carried out by thermal method as well as ultrasonic bath to reduce reaction time and to enhance product yields. The synthesized compounds were characterized by spectroscopic techniques like NMR, infrared and EIMS. The structure of compound 5w was elucidated by X-ray crystallography. The titled compounds were evaluated for anti-human immunodeficiency virus type 1 (anti-HIV-1) and cytotoxic activities. Biological studies indicated that amongst these compounds, 5a, b, j, h and i showed the activity with median effective concentration (EC50) values less than 20 μM. Compound 5i exhibited the most potent anti-HIV-1 activity (EC50 = 3.2 μM) while 5h showed anti-HIV-1 activity (EC50 = 3.8 μM) with no toxicity at all in primary human lymphocytes, CEM and VERO cells.
authors.affiliation: Institute of Chemistry, University of the Punjab, Lahore, 54590, Pakistan.
authors.forename: Sana
authors.initials: S
authors.lastname: Aslam
authors.forename: Matloob
authors.initials: M
authors.lastname: Ahmad
authors.forename: Muhammad
authors.initials: M
authors.lastname: Zia-Ur-Rehman
authors.forename: Catherine
authors.initials: C
authors.lastname: Montero
authors.forename: Mervi
authors.initials: M
authors.lastname: Detorio
authors.forename: Masood
authors.initials: M
authors.lastname: Parvez
authors.forename: Raymond F
authors.initials: RF
authors.lastname: Schinazi
mesh_terms: D000818:Animals; D019380:Anti-HIV Agents / Q000009:adverse effects / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002522:Chlorocebus aethiops; D018360:Crystallography, X-Ray; D015497:HIV-1 / Q000187:drug effects*; D006801:Humans; D006834:Hydrazines / Q000009:adverse effects / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007963:Leukocytes, Mononuclear / Q000187:drug effects / Q000821:virology; D015394:Molecular Structure; D011719:Pyrazines / Q000009:adverse effects / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013843:Thiazines / Q000009:adverse effects / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014709:Vero Cells; D014779:Virus Replication / Q000187:drug effects / Q000502:physiology
chemical_list: D019380:Anti-HIV Agents; D006834:Hydrazines; D011719:Pyrazines; D013843:Thiazines