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  1. Article ; Online: Structure-activity relationship in NOD2 agonistic muramyl dipeptides.

    Kamboj, Aarzoo / Patil, Madhuri T / Petrovsky, Nikolai / Salunke, Deepak B

    European journal of medicinal chemistry

    2024  Volume 271, Page(s) 116439

    Abstract: Nucleotide-binding oligomerization domain 2 (NOD2) is a receptor of the innate immune system that is capable of perceiving bacterial and viral infections. Muramyl dipeptide (MDP, N-acetyl muramyl L-alanyl-d-isoglutamine), identified as the minimal ... ...

    Abstract Nucleotide-binding oligomerization domain 2 (NOD2) is a receptor of the innate immune system that is capable of perceiving bacterial and viral infections. Muramyl dipeptide (MDP, N-acetyl muramyl L-alanyl-d-isoglutamine), identified as the minimal immunologically active component of bacterial cell wall peptidoglycan (PGN) is recognized by NOD2. In terms of biological activities, MDP demonstrated vaccine adjuvant activity and stimulated non-specific protection against bacterial, viral, and parasitic infections and cancer. However, MDP has certain drawbacks including pyrogenicity, rapid elimination, and lack of oral bioavailability. Several detailed structure-activity relationship (SAR) studies around MDP scaffolds are being carried out to identify better NOD2 ligands. The present review elaborates a comprehensive SAR summarizing structural aspects of MDP derivatives in relation to NOD2 agonistic activity.
    Language English
    Publishing date 2024-04-20
    Publishing country France
    Document type Journal Article ; Review
    ZDB-ID 188597-2
    ISSN 1768-3254 ; 0009-4374 ; 0223-5234
    ISSN (online) 1768-3254
    ISSN 0009-4374 ; 0223-5234
    DOI 10.1016/j.ejmech.2024.116439
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Imidazo[1,2-

    Kumar, Ravinder / Singh, Rahul / das Chagas Almeida, Ayla / da Trindade Granato, Juliana / de Oliveira Lemos, Ari Sérgio / Kumar, Kushvinder / Patil, Madhuri T / da Silva, Adilson D / Rode, Ambadas B / Coimbra, Elaine S / Salunke, Deepak B

    ACS omega

    2023  Volume 8, Issue 43, Page(s) 40613–40621

    Abstract: Leishmania poses a substantial threat to the human population all over the globe because of its visceral and cutaneous spread engendered by all 20 species. Unfortunately, the available drugs against leishmania are already hobbled with toxicity, prolonged ...

    Abstract Leishmania poses a substantial threat to the human population all over the globe because of its visceral and cutaneous spread engendered by all 20 species. Unfortunately, the available drugs against leishmania are already hobbled with toxicity, prolonged treatment, and increasing instances of acquirement of resistance. Under these grave circumstances, the development of new drugs has become imperative to keep these harmful microbes at bay. To this end, a Groebke-Blackburn-Bienaymé multicomponent reaction-based library of different imidazo-fused heterocycles has been synthesized and screened against
    Language English
    Publishing date 2023-10-20
    Publishing country United States
    Document type Journal Article
    ISSN 2470-1343
    ISSN (online) 2470-1343
    DOI 10.1021/acsomega.3c05441
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  3. Article ; Online: Imidazo[2,1-b]thiazole based indoleamine-2,3-dioxygenase 1 (IDO1) inhibitor: Structure based design, synthesis, bio-evaluation and docking studies.

    Singh, Rahul / Kumar, Ravinder / Roy, Ashalata / Behera, Pabitra Mohan / Atri, Ankit K / Kumar, Kushvinder / Manna, Debasis / Dixit, Anshuman / Patil, Madhuri T / Mankamna Kumari, R / Nimesh, Surendra / Salunke, Deepak B

    Bioorganic & medicinal chemistry letters

    2023  Volume 96, Page(s) 129532

    Abstract: Indoleamine-2,3-dioxygenase 1 (IDO1) is an immunomodulatory enzyme known to catalyse the initial and rate limiting step of kynurenine pathway of l-tryptophan metabolism. IDO1 enzyme over expression plays a crucial role in progression of cancer, malaria, ... ...

    Abstract Indoleamine-2,3-dioxygenase 1 (IDO1) is an immunomodulatory enzyme known to catalyse the initial and rate limiting step of kynurenine pathway of l-tryptophan metabolism. IDO1 enzyme over expression plays a crucial role in progression of cancer, malaria, multiple sclerosis and other life-threatening diseases. Several efforts over the last two decades have been invested by the researchers for the discovery of different IDO1 inhibitors and the plasticity of the IDO1 enzyme ligand binding pocket provide ample opportunities to develop new heterocyclic scaffolds targeting this enzyme. In the present work, based on the X-ray crystal structure of human IDO1 coordinated with few ligands, we designed and synthesized new fused heterocyclic compounds and evaluated their potential human IDO1 inhibitory activity (compound 30 and 41 showed IC
    MeSH term(s) Humans ; Structure-Activity Relationship ; Enzyme Inhibitors/chemistry ; HEK293 Cells ; Indoleamine-Pyrrole 2,3,-Dioxygenase ; Protein Binding
    Chemical Substances Enzyme Inhibitors ; Indoleamine-Pyrrole 2,3,-Dioxygenase
    Language English
    Publishing date 2023-10-20
    Publishing country England
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 1063195-1
    ISSN 1464-3405 ; 0960-894X
    ISSN (online) 1464-3405
    ISSN 0960-894X
    DOI 10.1016/j.bmcl.2023.129532
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article ; Online: An efficient and scalable synthesis of potent TLR2 agonistic PAM

    Kaur, Arshpreet / Poonam / Patil, Madhuri T / Mehta, Surinder K / Salunke, Deepak B

    RSC advances

    2018  Volume 8, Issue 18, Page(s) 9587–9596

    Abstract: Diacylated ... ...

    Abstract Diacylated PAM
    Language English
    Publishing date 2018-03-05
    Publishing country England
    Document type Journal Article
    ISSN 2046-2069
    ISSN (online) 2046-2069
    DOI 10.1039/c8ra01387j
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: BBIQ, a pure TLR7 agonist, is an effective influenza vaccine adjuvant.

    Kaushik, Deepender / Dhingra, Simran / Patil, Madhuri T / Piplani, Sakshi / Khanna, Varun / Honda-Okubo, Yoshikazu / Li, Lei / Fung, Johnson / Sakala, Isaac G / Salunke, Deepak B / Petrovsky, Nikolai

    Human vaccines & immunotherapeutics

    2020  Volume 16, Issue 8, Page(s) 1989–1996

    Abstract: Better adjuvants are needed for vaccines against seasonal influenza. TLR7 agonists are potent activators of innate immune responses and thereby may be promising adjuvants. Among the imidazoquinoline compounds, 1-benzyl-2-butyl-1H-imidazo[4,5-c]quinolin-4- ...

    Abstract Better adjuvants are needed for vaccines against seasonal influenza. TLR7 agonists are potent activators of innate immune responses and thereby may be promising adjuvants. Among the imidazoquinoline compounds, 1-benzyl-2-butyl-1H-imidazo[4,5-c]quinolin-4-amine (BBIQ) was reported to be a highly active TLR7 agonist but has remained relatively unexplored because of its commercial unavailability. Indeed,
    MeSH term(s) Adjuvants, Immunologic ; Animals ; Imiquimod ; Influenza Vaccines ; Influenza, Human/prevention & control ; Mice ; Toll-Like Receptor 7
    Chemical Substances Adjuvants, Immunologic ; Influenza Vaccines ; Toll-Like Receptor 7 ; Imiquimod (P1QW714R7M)
    Keywords covid19
    Language English
    Publishing date 2020-04-16
    Publishing country United States
    Document type Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't
    ZDB-ID 2664176-8
    ISSN 2164-554X ; 2164-5515
    ISSN (online) 2164-554X
    ISSN 2164-5515
    DOI 10.1080/21645515.2019.1710409
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Comparison of racemic epi-inosose and (-)-epi-inosose.

    Krishnaswamy, Shobhana / Patil, Madhuri T / Shashidhar, Mysore S

    Acta crystallographica. Section C, Crystal structure communications

    2011  Volume 67, Issue Pt 11, Page(s) o435–8

    Abstract: The conversion of myo-inositol to epi-inositol can be achieved by the hydride reduction of an intermediate epi-inosose derived from myo-inositol. (-)-epi-Inosose, (I), crystallized in the monoclinic space group P2(1), with two independent molecules in ... ...

    Abstract The conversion of myo-inositol to epi-inositol can be achieved by the hydride reduction of an intermediate epi-inosose derived from myo-inositol. (-)-epi-Inosose, (I), crystallized in the monoclinic space group P2(1), with two independent molecules in the asymmetric unit [Hosomi et al. (2000). Acta Cryst. C56, e584-e585]. On the other hand, (2RS,3SR,5SR,6SR)-epi-inosose, C(6)H(10)O(6), (II), crystallized in the orthorhombic space group Pca2(1). Interestingly, the conformation of the molecules in the two structures is nearly the same, the only difference being the orientation of the C-3 and C-4 hydroxy H atoms. As a result, the molecular organization achieved mainly through strong O-H···O hydrogen bonding in the racemic and homochiral lattices is similar. The compound also follows Wallach's rule, in that the racemic crystals are denser than the optically active form.
    MeSH term(s) Crystallography, X-Ray ; Hydrogen Bonding ; Inositol/analogs & derivatives ; Inositol/chemistry ; Molecular Conformation ; Molecular Structure
    Chemical Substances inosose (488-64-2) ; Inositol (4L6452S749)
    Language English
    Publishing date 2011-11
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2025703-X
    ISSN 1600-5759 ; 2053-2296 ; 0108-2701
    ISSN (online) 1600-5759 ; 2053-2296
    ISSN 0108-2701
    DOI 10.1107/S0108270111039412
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  7. Article: The orientation of the β-hydroxyl group controls the diastereoselectivity during the hydride reduction and Grignard reaction of inososes

    Jagdhane, Rajendra C / Patil, Madhuri T / Krishnaswamy, Shobhana / Shashidhar, Mysore S

    Tetrahedron. 2013 June 24, v. 69, no. 25

    2013  

    Abstract: A comparison of the results of the Grignard reaction and the hydride reduction of the carbonyl group of epi- and scyllo-inososes reveals that the extent of diastereoselectivity of these reactions is decided by the orientation of the β-hydroxyl group (or ... ...

    Abstract A comparison of the results of the Grignard reaction and the hydride reduction of the carbonyl group of epi- and scyllo-inososes reveals that the extent of diastereoselectivity of these reactions is decided by the orientation of the β-hydroxyl group (or its derivative). Presence of an axial β-hydroxyl group generally results in the formation of relatively larger amount of the axial alcohol as a result of the reduction of the carbonyl group. The possible reasons for the observed differences in diastereoselectivity between the reactions of these isomeric epi- and scyllo-inososes have been discussed. The sequence of reactions reported here provides convenient access to C-alkylated inositols, such as iso-laminitol and iso-mytilitol as well as 2-O-methyl epi-inositol, an epimer of the naturally occurring ononitol.
    Keywords alcohols ; chemical reactions ; chemical structure ; hydrides
    Language English
    Dates of publication 2013-0624
    Size p. 5144-5151.
    Publishing place Elsevier Ltd
    Document type Article
    ZDB-ID 204285-x
    ISSN 1464-5416 ; 0040-4020 ; 0563-2064
    ISSN (online) 1464-5416
    ISSN 0040-4020 ; 0563-2064
    DOI 10.1016/j.tet.2013.04.081
    Database NAL-Catalogue (AGRICOLA)

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  8. Article: Protecting group directed stereoselective reduction of an epi-inosose: efficient synthesis of epi-inositol

    Patil, Madhuri T / Krishnaswamy, Shobhana / Sarmah, Manash P / Shashidhar, Mysore S

    Tetrahedron letters. 2011 July 20, v. 52, no. 29

    2011  

    Abstract: A facile and high yielding synthesis of epi-inositol via stereoselective reduction of a pentaprotected epi-inosose is reported. Extent of stereoselectivity during the hydride reduction appears to depend on the ability of the substrate to complex with ... ...

    Abstract A facile and high yielding synthesis of epi-inositol via stereoselective reduction of a pentaprotected epi-inosose is reported. Extent of stereoselectivity during the hydride reduction appears to depend on the ability of the substrate to complex with metal ions in the reducing agent.
    Keywords chemical reactions ; chemical structure ; hydrides ; metal ions ; organic compounds ; reducing agents
    Language English
    Dates of publication 2011-0720
    Size p. 3756-3758.
    Publishing place Elsevier Ltd
    Document type Article
    ZDB-ID 204287-3
    ISSN 1873-3581 ; 0040-4039
    ISSN (online) 1873-3581
    ISSN 0040-4039
    DOI 10.1016/j.tetlet.2011.05.051
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