33803-58-6Relevant articles and documents
Synthesis and Biological Evaluation of Tricyclic Guanidine Analogues of Batzelladine K for Antimalarial, Antileishmanial, Antibacterial, Antifungal, and Anti-HIV Activities
Ahmed, Nafees,Brahmbhatt, Keyur G.,Khan, Shabana I.,Jacob, Melissa,Tekwani, Babu L.,Sabde, Sudeep,Mitra, Debashis,Singh, Inder P.,Khan, Ikhlas A.,Bhutani, Kamlesh K.
, p. 491 - 498 (2013/05/21)
Fifty analogues of batzelladine K were synthesized and evaluated for in vitro antimalarial (Plasmodium falciparum), antileishmanial (Leishmania donovani), antimicrobial (panel of bacteria and fungi), antiviral (HIV-1) activities. Analogues 14h and 20l exhibited potential antimalarial activity against chloroquine-sensitive D6 strain with IC50 1.25 and 0.88μm and chloroquine-resistant W2 strain with IC50 1.64 and 1.07μm, respectively. Analogues 12c and 14c having nonyl substitution showed the most potent antileishmanial activity with IC50 2.39 and 2.78μm and IC90 11.27 and 12.76μm, respectively. Three analogues 12c, 14c, and 14i were the most active against various pathogenic bacteria and fungi with IC503.02μm and MIC/MBC/MFC 6μm. Analogue 20l having pentyl and methyl substituents on tricycle showed promising activities against all pathogens. However, none was found active against HIV-1. Our study demonstrated that the tricyclic guanidine compounds provide new structural class for broad spectrum activity. Fifty analogues of tricyclic guanidine derivative of batzelladine K were synthesized and tested for antimalarial, antileishmanial, antimicrobial, antifungal and anti-HIV activities. We have identified several active analogues.
Synthesis of six epoxyketooctadecenoic acid (EKODE) isomers, their generation from nonenzymatic oxidation of linoleic acid, and their reactivity with imidazole nucleophiles
Lin, De,Zhang, Jianye,Sayre, Lawrence M.
, p. 9471 - 9480 (2008/03/14)
(Chemical Equation Presented) As a class of linoleic acid oxidation products, epoxyketooctadecenoic acids (EKODEs), are formed in vivo and in vitro by a free radical mechanism initiated by either enzymatic or nonenzymatic pathways. They have so far been m
A short synthetic route to the tricyclic guanidinium core of the batzelladine alkaloids
Black, Gregory P.,Murphy, Patrick J.,Walshe, Nigel D. A.
, p. 9481 - 9488 (2007/10/03)
The addition of guanidine to a series of bis-α,β-unsaturated ketones is reported leading to the formation of tricyclic guanidines, which are models of the naturally occurring batzelladine alkaloids. Nmr evidence is given in support of a new assignment for
