• RAM CHANDRA REDDY JALA

      Articles written in Journal of Chemical Sciences

    • The impact of sugar and fatty acid on the bioactivity of N-fatty acyl-L-tyrosine aglycone

      SRIKANTH VUDHGIRI R B N PRASAD Y POORNACHANDRA C GANESH KUMAR E ANJANEYULU K SIRISHA RAM CHANDRA REDDY JALA

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      In the present study, a series of fatty acids-based (short, medium and long unsaturated chains) glycosylated N-fatty acyl-L-tyrosines and N-lipoyl-L-tyrosine methyl esters were synthesized and evaluated for their cytotoxic and antimicrobial activities. The aglycone moiety was synthesized using different chemicalreagents. The glycosylation of aglycone moiety with different carbohydrates was performed using the Lewis acid, BF3.Et2O. All the synthesized compounds were tested against a panel of four cancer cell lines. The glycosylated N-fatty acyl-L-tyrosines showed moderate activity against all the cell lines and the IC50 values were in the range of 15.6−45.6 μM. However, the oleic acid analogues (10a, 10d) exhibited IC50 values of 15.6, 17.6 μM, respectively, against MDA-MB-231 cell line. Glycosylated N-lipoyl-L-tyrosine methyl esters (6b–6d) showed promising activity against all the tested cell lines and the IC50 values ranged between 9.4−13.8 μM. The compound 6d exhibited significant cytotoxicity and IC50 values were 10.5, 9.4, 10.9 and 12.1 μM against A549, PC3, MDA-MB-231 and HepG2 cell lines, respectively. Moreover, the nonglycosylated N-fatty acyl-L-tyrosine and methyl N-fatty acyl-L-tyrosinate derivatives showed excellent and moderate antimicrobial activity against some of the tested bacterial strains.

    • Synthesis and biological evaluation of 3,6-dialkylsubstituted-[1,2,4] triazolo[3,4-b][1,3,4]thiadiazoles

      VIJAYENDAR VENEPALLY K SIRISHA C GANESH KUMAR E VAMSHI KRISHNA SUNIL MISRA RAM CHANDRA REDDY JALA

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      A series of 3,6-dialkyl-[1,2,4] triazolo[3,4-b][1,3,4]thiadiazole (10) analogues were prepared through multistep synthesis and evaluated them for their antimicrobial and cytotoxic activities. Synthesis of target compounds was carried out using undecenoic acid as starting material, which is the renewable product of castor oil. The key step in the synthesis was formation of triazolo [3,4-b][1,3,4]thiadiazole using various free fatty acids in presence of POCl3. It was observed that the undecenyl based triazolothiadiazole with butyl (6a), hexyl (6b) and lauryl (6f) derivatives exhibited promising antimicrobial activity against the tested strains.Particularly, Compound 6a exhibited the most promising activity with MIC value 3.9 μg/mL against most of the tested strains. It also showed potent minimum bactericidal concentration activity with MIC value 7.8 μg/mL against the tested strains. Cytotoxicity data revealed that most of the tested compounds revealed cytotoxic activity, Compounds 6b, 6d, 6f, 6g, 6h and 6i against SKOV3, 6d, 6e, 6f, 6g, 6h, 6i and 6j against MCF-7 and 6c, 6d, 6e,6g, 6h, 6i and6j against B16–F10 cell lines exhibited significant activities with IC50 values ranged between 13.67 and 18.62 μM. Interestingly, all the compounds were non toxic against Chinese hamster ovary cell (CHO-K1) normal cell

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