Literature DB >> 17935297

An HIV RNase H inhibitory 1,3,4,5-tetragalloylapiitol from the African plant Hylodendron gabunensis.

Kentaro Takada1, Alun Bermingham, Barry R O'Keefe, Antony Wamiru, John A Beutler, Stuart F J Le Grice, John Lloyd, Kirk R Gustafson, James B McMahon.   

Abstract

A new compound, 1,3,4,5-tetragalloylapiitol ( 1), was isolated from the aqueous extract of the plant Hylodendron gabunensis and was found to be a potent inhibitor of RNase H enzymatic activity. The structure of 1 was elucidated by NMR analyses to be an apiitol ( 2) sugar moiety substituted with four gallic acid residues. Optical rotation measurements of the free sugar following basic hydrolysis indicated that the 3 S absolute configuration was the same as that of d-apiitol. Compound 1 inhibited HIV-1, HIV-2, and human RNase H with IC 50 values of 0.24, 0.13, and 1.5 microM, respectively, but it did not show inhibition of E. coli RNase H at 10 microM.

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Year:  2007        PMID: 17935297     DOI: 10.1021/np0702279

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  9 in total

1.  Synthesis, activity, and structural analysis of novel α-hydroxytropolone inhibitors of human immunodeficiency virus reverse transcriptase-associated ribonuclease H.

Authors:  Suhman Chung; Daniel M Himmel; Jian-Kang Jiang; Krzysztof Wojtak; Joseph D Bauman; Jason W Rausch; Jennifer A Wilson; John A Beutler; Craig J Thomas; Eddy Arnold; Stuart F J Le Grice
Journal:  J Med Chem       Date:  2011-06-02       Impact factor: 7.446

2.  Determinants of Active-Site Inhibitor Interaction with HIV-1 RNase H.

Authors:  Zhaoyong Xi; Zhengqiang Wang; Stefan G Sarafianos; Nataliya S Myshakina; Rieko Ishima
Journal:  ACS Infect Dis       Date:  2019-10-02       Impact factor: 5.084

3.  Structure-activity analysis of vinylogous urea inhibitors of human immunodeficiency virus-encoded ribonuclease H.

Authors:  Suhman Chung; Michaela Wendeler; Jason W Rausch; Greg Beilhartz; Matthias Gotte; Barry R O'Keefe; Alun Bermingham; John A Beutler; Shixin Liu; Xiaowei Zhuang; Stuart F J Le Grice
Journal:  Antimicrob Agents Chemother       Date:  2010-06-14       Impact factor: 5.191

4.  Structural and binding analysis of pyrimidinol carboxylic acid and N-hydroxy quinazolinedione HIV-1 RNase H inhibitors.

Authors:  Eric B Lansdon; Qi Liu; Stephanie A Leavitt; Mini Balakrishnan; Jason K Perry; Candra Lancaster-Moyer; Nilima Kutty; Xiaohong Liu; Neil H Squires; William J Watkins; Thorsten A Kirschberg
Journal:  Antimicrob Agents Chemother       Date:  2011-04-04       Impact factor: 5.191

5.  Structural and inhibition studies of the RNase H function of xenotropic murine leukemia virus-related virus reverse transcriptase.

Authors:  Karen A Kirby; Bruno Marchand; Yee Tsuey Ong; Tanyaradzwa P Ndongwe; Atsuko Hachiya; Eleftherios Michailidis; Maxwell D Leslie; Daniel V Sietsema; Tracy L Fetterly; Christopher A Dorst; Kamalendra Singh; Zhengqiang Wang; Michael A Parniak; Stefan G Sarafianos
Journal:  Antimicrob Agents Chemother       Date:  2012-01-17       Impact factor: 5.191

6.  HIV-1 ribonuclease H inhibitory phenolic glycosides from Eugenia hyemalis.

Authors:  Heidi R Bokesch; Antony Wamiru; Stuart F J Le Grice; John A Beutler; Tawnya C McKee; James B McMahon
Journal:  J Nat Prod       Date:  2008-09-03       Impact factor: 4.050

Review 7.  Large Multidomain Protein NMR: HIV-1 Reverse Transcriptase Precursor in Solution.

Authors:  Tatiana V Ilina; Zhaoyong Xi; Teresa Brosenitsch; Nicolas Sluis-Cremer; Rieko Ishima
Journal:  Int J Mol Sci       Date:  2020-12-15       Impact factor: 5.923

8.  The hepatitis B virus ribonuclease H is sensitive to inhibitors of the human immunodeficiency virus ribonuclease H and integrase enzymes.

Authors:  John E Tavis; Xiaohong Cheng; Yuan Hu; Michael Totten; Feng Cao; Eleftherios Michailidis; Rajeev Aurora; Marvin J Meyers; E Jon Jacobsen; Michael A Parniak; Stefan G Sarafianos
Journal:  PLoS Pathog       Date:  2013-01-22       Impact factor: 6.823

Review 9.  Medicinal Plants Used in the Treatment of Human Immunodeficiency Virus.

Authors:  Bahare Salehi; Nanjangud V Anil Kumar; Bilge Şener; Mehdi Sharifi-Rad; Mehtap Kılıç; Gail B Mahady; Sanja Vlaisavljevic; Marcello Iriti; Farzad Kobarfard; William N Setzer; Seyed Abdulmajid Ayatollahi; Athar Ata; Javad Sharifi-Rad
Journal:  Int J Mol Sci       Date:  2018-05-14       Impact factor: 5.923

  9 in total

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