02227nas a2200205 4500008004100000245013300041210006900174260000800243300001400251490000600265520145700271100002301728700002501751700002201776700002001798700002401818700001901842700002801861856013201889 2018 eng d00aDesign and synthesis of 2-amino-thiophene-tethered ureidopenicillin analogs with potentantibacterial and antitubercular activity0 aDesign and synthesis of 2aminothiophenetethered ureidopenicillin cMAR a3122-31260 v33 aUreidopenicillins are a class of penicillins which are antibiotics active against gram-negative bacteria. Herein, we report the synthesis of 2-aminothiophene-tethered ureidopenicillin analogues and their in vitro antibacterial and antitubercular activity. Intriguingly, unlike the reported ureidopenicillins which are active against gram-negative bacteria, the synthesised 2-aminothiophene-tethered ureidopenicillins were significantly active against Gram-positive bacterial strains and showed moderate inhibition towards gram-negative bacterial strains. Among all the analogs, compound 1b containing 2-aminothiophene moiety with minimum inhibitory concentration (MIC): 0.29, 0.32, > 10, > 10 mg/ml for Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Pseudomonas aeruginosa, respectively, showed better anti-bacterial profile as compared to cephalexin and equipotent to ampicillin and amoxicillin on gram-positive bacterial strains. All the derivatives were also screened for anti-TB activity against mycobacterium tuberculosis H37Ra. Among the series, cycloocta-thiophene-tethered cephalexin analog 3c displayed excellent antitubercular activity with MIC values 0.78 mg/ml. Low cytotoxicity and high selectivity index indicate the efficacy of 3c against mycobacterial infections. The results from present study offer a novel approach to modify the existing drug class of ureidopenicillins to yield antimicrobials with promising utility.1 aWagh, Mahendra, A.1 aBaravkar, Sachin, B.1 aJedhe, Ganesh, S.1 aBorkute, Rachna1 aChoudhari, Amit, S.1 aSarkar, Dhiman1 aSanjayan, Gangadhar, J. uhttps://library.ncl.res.in/content/design-and-synthesis-2-amino-thiophene-tethered-ureidopenicillin-analogs-potentantibacterial01419nas a2200181 4500008004100000245011300041210006900154260000800223300001400231490000700245520074500252100002500997700002301022700001901045700001801064700002801082856012701110 2018 eng d00aSynthesis and anticancer activity of conformationally constrained Smac mimetics containing pseudo beta turns0 aSynthesis and anticancer activity of conformationally constraine cSEP a3473-34760 v593 aHerein, we report synthesis and in vitro anticancer activity of conformationally constrained Smac mimetics containing reverse turn inducing motifs "Ant-Pro" and "sAnt-Pro". The synthesis of Smac analogs with diverse hydrophobic groups at the C-terminus was carried out using solution phase peptide synthesis. The synthesis of Ant-Pro containing analogs 3a-j was carried out by ring opening of benzoxazinones 7a-c, whereas, their sulfonamide counterparts 4a-h were synthesized by using routine acid-amine coupling reaction. In vitro anticancer studies against breast cancer cell line MDA-MB-231 revealed that some of the new analogs had better anticancer activity than the standard AVPI Smac tetrapeptide. (C) 2018 Published by Elsevier Ltd.1 aBaravkar, Sachin, B.1 aWagh, Mahendra, A.1 aPaul, Debasish1 aSantra, Manas1 aSanjayan, Gangadhar, J. uhttps://library.ncl.res.in/content/synthesis-and-anticancer-activity-conformationally-constrained-smac-mimetics-containing02635nas a2200277 4500008004100000022001400041245014100055210006900196260000900265300001400274490000600288520167100294653002101965653002001986653002002006653001502026653002202041100002502063700002302088700002302111700002402134700002002158700001902178700002802197856013202225 2019 eng d a2365-654900aDesign and synthesis of 2-amino-thiophene-proline-conjugates and their anti-tubercular activity against mycobacterium tuberculosis H37Ra0 aDesign and synthesis of 2aminothiopheneprolineconjugates and the cMAR  a2851-28570 v43 a

The emergence of extensively drug resistant tuberculosis (XDRTB) and multi-drug resistant tuberculosis (MDR-TB) has necessitated the development of new drugs with short chemotherapy treatment regime and cost effectiveness. To overcome these challenges, we are reporting the synthesis of a series of 2-amino-thiophene-proline-conjugates which show potent invino and ex-vivo anti-tubercular (anti-TB) activity against mycobacterium tuberculosis (rntb) H37Ra. The synthesis of these 2-amino-thiophene-proline-conjugates was carried out via solution phase peptide coupling reactions using methyl-2aminothiophene-3-carboxylate 8 as an intermediate obtained by modified gewald reaction. Intermediate 8 was coupled with different amino acids to obtain dipeptides 3, 4, 5, 6a and 7. Priliminary anti-TB assay data encoureaged us to synthesize modified proline derivatives 6b-6k via formation of a benzoxazinone intermediate 16. Most of these conjugates are active against mtb H37Ra in both active (A) and dormant (D) strains. They are also active against drug resistant mtb H37Ra strains. A trifluoroethyl ester analog, 6i was the most potent among the series [MIC 1 mu g/mL] along with 6f and 6g [MIC 2-6 mu g/mL]. Cytotoxicity studies suggested that, these compounds are less cytotoxic to human cell lines HeLa, MCF-7, HUVEC and hence possess high selectivity index (SI). Docking studies revealed that the binding mode of most active compounds 6i, 6g and 6f is in accordance with their bioactivity studies having docking score 8.969, 8.446 and 7.865, respectively. More- over, in sllico ADME properties suggest that all the compounds possess drug like properties.

10a2-aminothiophene10aAnti-tubercular10adocking studies10aInh A gene10aselectivity index1 aBaravkar, Sachin, B.1 aWagh, Mahendra, A.1 aNawale, Laxman, U.1 aChoudhari, Amit, S.1 aBhansali, Sujit1 aSarkar, Dhiman1 aSanjayan, Gangadhar, J. uhttps://library.ncl.res.in/content/design-and-synthesis-2-amino-thiophene-proline-conjugates-and-their-anti-tubercular-activity01233nas a2200217 4500008004100000022001400041245012600055210006900181260000900250300001600259490000700275520044400282100002300726700001700749700002300766700001900789700001900808700003000827700002800857856013000885 2021 eng d a0022-326300aThree in one: triple G-C-T base-coded brahma nucleobase amino acid: synthesis, peptide formation, and structural features0 aThree in one triple GCT basecoded brahma nucleobase amino acid s cNOV  a15689-156940 v863 aThis note reports the synthesis and peptide formation of a novel triple G-C-T nucleobase amino acid (NBA) building block featuring three recognition faces: DDA (G mimic), DAA (C mimic), and ADA (T mimic). Readily obtainable in multigram scale in a remarkably easy one-step reaction, this unique NBA building block offers scope for wide ranging applications for nucleic acid recognition and nucleic acid peptide/protein interaction studies.1 aWagh, Mahendra, A.1 aMaity, Rahul1 aBhosale, Rohit, J.1 aSemwal, Divyam1 aTothadi, Srinu1 aVaidhyanathan, Ramanathan1 aSanjayan, Gangadhar, J. uhttps://library.ncl.res.in/content/three-one-triple-g-c-t-base-coded-brahma-nucleobase-amino-acid-synthesis-peptide-formation01948nas a2200205 4500008004100000022001400041245006900055210006900124260000800193300001400201490000700215520127900222100002001501700002401521700002301545700002101568700002801589700002401617856010101641 2024 eng d a1759-995400aCreep resistance in doubly crosslinked dynamic covalent networks0 aCreep resistance in doubly crosslinked dynamic covalent networks cMAY a1826-18320 v153 a

Vitrimers are a unique class of thermosets that demonstrate reprocessability and recyclability due to dynamic bond exchange at crosslinking sites. However, the same dynamic bond exchange predisposes vitrimers to macroscopic deformation and creep under constant stress, which limits many practical applications. Herein, we demonstrated that the incorporation of Janus-faced guanine-cytosine diamine (GCBDam) functionality within vinylogous urethane vitrimers leads to significant creep resistance due to network reinforcement via hydrogen bonding. The supramolecular associations of the GCBDam groups retarded stress relaxation at temperatures as high as 160 degrees C. Further, rheological data suggested that the cooperative nature of the bifunctional Janus-faced hydrogen bonding moieties allowed the GCBDam to act as ``stickers'' within the dynamic covalent networks. These results indicate that incorporating the bifunctional supramolecular moiety improved dimensional stability while conserving the hallmark vitrimer property of reprocessability. This work demonstrates that incorporating Janus-faced supramolecular moieties in vinylogous urethane vitrimers improved dimensional stability while conserving the hallmark vitrimer property of reprocessability.

1 aMondal, Swagata1 aWong, Alexander, J.1 aWagh, Mahendra, A.1 aAlperstein, Lily1 aSanjayan, Gangadhar, J.1 aSumerlin, Brent, S. uhttps://library.ncl.res.in/content/creep-resistance-doubly-crosslinked-dynamic-covalent-networks02417nas a2200241 4500008004100000022001400041245010900055210006900164260000800233300001400241490000700255520158900262100001901851700002301870700001901893700002001912700002101932700001701953700001901970700002801989700002702017856013102044 2026 eng d a0897-475600aDynamic janus hydrogen bond mimicry unlocks tough, flexible supramolecular elastomers for strain sensing0 aDynamic janus hydrogen bond mimicry unlocks tough flexible supra cMAR a2699-27110 v383 a

Flexible and wearable electronics demand stretchable sensors with polymer elastomers as key matrixes for mechanical flexibility and durability. However, despite their excellent elasticity, their limited mechanical strength remains a challenge. To address this limitation, in this study, we report the rational design of supramolecular polyurethane elastomers (SPUs) incorporating nucleobase-inspired aminopyrimidinedione with DDA-AAD (G-C mimic) reversible triple hydrogen bonds. This dual-domain architecture gives rise to a durable supramolecular network with enhanced mechanical properties, yielding elastomers that are soft, stretchable, and tough. By tuning of the density of dynamic cross-links, mechanical properties were systematically modulated. SPU-0.5 exhibited a maximum tensile strength of 16.14 MPa, representing a 67-fold strength enhancement over that of SPU-0. Although increasing the aminopyrimidinedione (APD) content reduced elongation, SPU-0.2 retained a high elongation of 1060% and showed the lowest residual strain during cyclic tests. To be of great interest, the activation energy increased with increasing hydrogen bonding content up to SPU-0.1, whereas beyond SPU-0.2 it decreased, likely due to extensive hydrogen bond formation. Furthermore, SPU-0.2-SP, a conductive variant, demonstrated a promising strain-sensing performance even after hundreds of cycles. Overall, the insights gained from this study advance the development of intelligent soft materials and lay the groundwork for next-generation flexible and wearable electronic devices.

1 aLakshmi, Durga1 aWagh, Mahendra, A.1 aSharma, Aakash1 aAlam, Md, Shafi1 aSelvan, Muthamil1 aTorris, Arun1 aMondal, Titash1 aSanjayan, Gangadhar, J.1 aNair, Kiran, Sukumaran uhttps://library.ncl.res.in/content/dynamic-janus-hydrogen-bond-mimicry-unlocks-tough-flexible-supramolecular-elastomers-strain