Publications (8)12.56 Total impact
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Article: Montmorillonite K-10 catalyzed green synthesis of 2,6-unsubstituted dihydropyridines as potential inhibitors of PDE4.
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ABSTRACT: Montmorillonite K-10 mediated MCR of anilines, arylaldehydes and ethyl-3,3-diethoxypropionate in water afforded 2,6-unsubstituted dihydropyridines depending on the nature of anilines employed. A variety of dihydropyridines were prepared by using this green methodology in good yields and montmorillonite K-10 was found to be an inexpensive and reusable catalyst. The structure elaboration of a representative compound was carried out under Heck conditions. Some of the compounds synthesized showed significant inhibition of PDE4B when tested in vitro. Docking studies indicated that one of the ester moieties of these compounds played a key role in their interactions with the PDE4B protein.European journal of medicinal chemistry 01/2013; 62C:395-404. · 3.27 Impact Factor -
Article: One-Pot, Three-Component Synthesis of Novel 4-Phenyl-2-[3-(alkynyl/ alkenyl/aryl)phenyl]pyrimidine Libraries via Michael Addition, Cyclization, and C–C Coupling Reactions: A New MCR Strategy A New MCR Strategy
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ABSTRACT: Privileged medicinal scaffolds based on the structures of 4-phenyl-2-[3-(alkynyl/alkenyl/aryl)phenyl]-substituted pyrimi-dines have been synthesized via a single-step, three-component reaction of 3-(dimethylamino)-1-phenylprop-2-en-1-one (enami-none), 3-bromobenzimidamide hydrochloride, and various al-kynes/alkenes/arylboronic acids. The mechanism of this multi-component reaction (MCR) involves a Michael addition, cycliza-tion, isomerization, and dehydration, followed by Sonogashira, Heck or Suzuki coupling. This new MCR strategy afforded a new compound library based on pyrimidine framework.Synthesis 10/2012; · 2.47 Impact Factor -
Article: Construction of a quinoline ring via a 3-component reaction in water: crystal structure analysis and H-bonding patterns of a 2-aryl quinoline
Green Chem.,. 01/2012; 14(2012,14, 1870-1872):1870-1872. -
Article: Montmorillonite K-10 mediated green synthesis of cyano pyridines: Their evaluation as potential inhibitors of PDE4.
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ABSTRACT: An efficient and green synthesis of functionalized cyano pyridines has been achieved via montmorillonite K-10 mediated multi-component reaction in a chemo- and regioselective manner. The four-component reaction of β-keto ester, arylaldehyde, malononitrile and an alcohol provided a variety of pyridine derivatives and montmorillonite K-10 was found to be a reusable catalyst. The potential of this operationally simple methodology has been demonstrated in further structure elaboration of a compound synthesized via C-C bond forming reactions under Suzuki, Sonogashira and Heck conditions. Some of the cyano pyridines synthesized showed PDE4B inhibitory properties in vitro and good interactions with PDE4B protein in silico suggesting cyano pyridine scaffold as a potential template for the discovery of novel PDE4 inhibitors.European journal of medicinal chemistry 12/2011; 48:265-74. · 3.27 Impact Factor -
Article: A Pd-mediated new strategy to functionalized 2-aminochromenes: their in vitro evaluation as potential anti tuberculosis agents.
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ABSTRACT: A multi component based synthesis involving palladium catalyzed C-C bond forming reaction has been developed as a new strategy to access systematically modified functionalized 2-aminochromenes. This MCR involves the use of bromobenzaldehyde as a key component and is highlighted by generating a new compound library. Many of these compounds showed Mycobacterium tuberculosis H37Rv chorismate mutase inhibiting properties in vitro representing the lead example of chorismate mutase inhibition by heteroarene based compounds.Bioorganic & medicinal chemistry letters 08/2011; 21(21):6433-9. · 2.65 Impact Factor -
Article: Chemoselective Synthesis of 2-Aryl-1-arylmethyl-1H-benzo[d]imidazoles Using Indion 190 Resin as a Heterogeneous Recyclable Catalyst
Journal of the Korean Chemical Society 01/2011; 55. -
Article: A simple and convenient synthesis of (±) methyl cyclopentanone carboxylate, an important precursor of antitumor drug sarkomycin
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ABSTRACT: A Simple and Convenient Synthesis of (±)-Methylcyclopentanone-3-carboxylate; an Important Precursor of Antitumor Drug SarkomycinJournal of the Korean Chemical Society 04/2010; 31(6):1732. -
Article: A Simple and Convenient Synthesis of (±)-Methylcyclopentanone-3-carboxylate; an Important Precursor of Antitumor Drug Sarkomycin
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ABSTRACT: Cyclohex-3-enecarboxylic acid 3-(Methoxycarbonyl)hexanedioic acid ()-Methylcyclopentanone-3-carboxylate Methylcyclohexene-3-carboxylate 2 1 OCH 3 O O ± Scheme 1. The simple route for the synthesis of (±)-methyl cyclopentanone-3-carboxylate Scheme 2. The formation of cyclopentanone ring from cyclohex-3-ene system by ring opening and ring closing processes Umezawa et al. 1 isolated the natural product sarkomycin, a cyclopentanoid antibiotic from the soil microorganism, Strep-tomyces erythrochromogenes in 1953. Until 1960's, sarkomycin has been used as a prescription drug against cancer in Russia, Japan and USA 2 due to its strong inhibitory effect on several human tumors including Yoshida sarcoma, Sarcoma-180 and Hela carcinoma. But its total synthesis presents great difficulties due to the fact that sarkomycin and its derivatives with five membered ring are less chemically stable, highly sensitive to both bases and acids, and undergo dimerization and polymeri-zation easily. Owing to the increasing appearance of cyclopen-tane rings in large number of natural products especially those of biological importance, a great effort has recently been ex-tended to develop new synthetic methods for the constructionBulletin- Korean Chemical Society 03/2010; 31. · 0.91 Impact Factor
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Institutions
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2012–2013
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Sri Venkateswara University
Tirupati, State of Andhra Pradesh, India
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