854656-95-4Relevant academic research and scientific papers
Biomimetic synthesis, antimicrobial, antileishmanial and antimalarial activities of euglobals and their analogues
Bharate, Sandip B.,Bhutani, Kamlesh K.,Khan, Shabana I.,Tekwani, Babu L.,Jacob, Melissa R.,Khan, Ikhlas A.,Singh, Inder Pal
, p. 1750 - 1760 (2007/10/03)
In the present communication, naturally occurring phloroglucinol- monoterpene adducts, euglobals G1-G4 (3b/a and 4a/b) and 16 new analogues (13a/b-18a/b and 19-22) were synthesized by biomimetic approach. These synthetic compounds differ from natural euglobals in the nature of monoterpene and acyl functionality. All of these compounds were evaluated for their antibacterial, antifungal, antileishmanial and antimalarial activities. Analogue 17b possessed good antibacterial activity against methicillin-resistant Staphylococcus aureus, while analogues 19-22 possessed potent antifungal activity against Candida glabrata with IC50s ranging from 1.5 to 2.5 μg/mL. Euglobals along with all synthesized analogues exhibited antileishmanial activity. Amongst these, euglobal G2 (3a), G3 (4a) and analogues 13a and 14a showed potent antileishmanial activity with IC50s ranging from 2.8 to 3.9 μg/mL. Analogue 16a possessed antimalarial activity against chloroquine sensitive D6 clone of Plasmodium falciparum. None of the compounds showed toxicity against mammalian kidney fibroblasts (vero cells) upto the concentration of 4.76 μg/ml.
An efficient two-step synthesis of jensenone isolated from Eucalyptus jensenii. Synthesis of analogues and evaluation as antioxidants
Bharate, Sandip B.,Chauthe, Siddheshwar K.,Bhutani, Kamlesh K.,Singh, Inder P.
, p. 551 - 555 (2007/10/03)
A phloroglucinol derivative, jensenone (1) isolated from leaves of Eucalyptus jensenii has been synthesized for the first time through a short and efficient two-step procedure starting from commercially available phloroglucinol. The methodology provides a simplified route to introduce diformyl moiety for synthesis of biologically active formylated phloroglucinol compounds such as antimalarial robustadials, cancer chemopreventive euglobals, and antifouling sideroxylonals. Several analogues of jensenone have also been synthesized and evaluated for antioxidant capacity. CSIRO 2005.
