Antimicrobial studies of unsymmetrical bis-1,2,3-triazoles

Aryl azides were treated with allenylmagnesium bromide to generate 1,5-disubstituted butynyl 1,2,3-triazoles in a domino fashion, which upon Cu(I) catalyzed 1,3-dipolar cycloaddition with aryl azides afforded novel bis-1,2,3-triazoles in quantitative yields. The final products were analyzed for their antimicrobial activities against a panel of bacterial and fungal strains which revealed the products to be potent antimicrobials

Scope of Non-estrogenic Steroidal Congeners against Breast Cancer

Various novel non-estrogenic steroidal D-ring substituted analogs were synthesized and evaluated for their breast cancer activity against human breast cancer cell lines. The good cytotoxic results obtained against the breast cancer cell lines throws new insights into the field as the analogs are non 17β –Hydroxy estrogenic derivatives which are considered to be pivotal for the potent estrogenic activity. The synthesized steroidal analogs provide a very good platform for mechanistic studies of the interaction between non-esterogenic steroids and estrogen receptors

Scope of Non-estrogenic Steroidal Congeners against Breast Cancer

Various novel non-estrogenic steroidal D-ring substituted analogs were synthesized and evaluated for their breast cancer activity against human breast cancer cell lines. The good cytotoxic results obtained against the breast cancer cell lines throws new insights into the field as the analogs are non 17β –Hydroxy estrogenic derivatives which are considered to be pivotal for the potent estrogenic activity. The synthesized steroidal analogs provide a very good platform for mechanistic studies of the interaction between non-esterogenic steroids and estrogen receptors

Development of N-Acetylated Dipalmitoyl-S-Glyceryl Cysteine Analogs as Efficient TLR2/TLR6 Agonists

Cancer vaccine is a promising immunotherapeutic approach to train the immune system with vaccines to recognize and eliminate tumors. Adjuvants are compounds that are necessary in cancer vaccines to mimic an infection process and amplify immune responses. The Toll-like receptor 2 and 6 (TLR2/TLR6) agonist dipalmitoyl-S-glyceryl cysteine (Pam2Cys) was demonstrated as an ideal candidate for synthetic vaccine adjuvants. However, the synthesis of Pam2Cys requires expensive N-protected cysteine as a key reactant, which greatly limits its application as a synthetic vaccine adjuvant in large-scaled studies. Here, we report the development of N-acetylated Pam2Cys analogs as TLR2/TLR6 agonists. Instead of N-protected cysteine, the synthesis utilizes N-acetylcysteine to bring down the synthetic costs. The N-acetylated Pam2Cys analogs were demonstrated to activate TLR2/TLR6 in vitro. Moreover, molecular docking studies were performed to provide insights into the molecular mechanism of how N-acetylated Pam2Cys analogs bind to TLR2/TLR6. Together, these results suggest N-acetylated Pam2Cys analogs as inexpensive and promising synthetic vaccine adjuvants to accelerate the development of cancer vaccines in the future.US Public Health Service, NIH NIDA [RO1 DA 13449]Open access journalThis item from the UA Faculty Publications collection is made available by the University of Arizona with support from the University of Arizona Libraries. If you have questions, please contact us at [email protected]

Regio-selective acylation of biologically important iridoid glycosides by Candida antarctica lipase

Lipase catalyzed regio-selective acylation of five iridoid glycosides viz., picroside I&II, catalpol, agnuside and negundoside in the presence of various acyl donors such as vinyl acetate and p-nitrophenyl alkanoates was studied. The regio-selectivity of enzymatic acylation and yieldswere found to vary amongst different substrates. Monoacylated products were isolated with all the substrates under scrutiny indicating high regio-selective nature of such transformations. A series of acyl esters of picroside-I, picroside-II, catalpol, agnuside and negundoside have been synthesized by this enzymatic trans-esterification methodology