Multi-target activity of Hemidesmus indicus decoction against innovative HIV-1 drug targets and characterization of Lupeol mode of action

Pathogens and Disease

Volumn 75, Issue 6, 2017, Pages

  Esposito, Francesca ^a   Mandrone, Manuela ^b   Del Vecchio, Claudia ^c   Carli, Ilaria ^c   Distinto, Simona ^a   Corona, Angela ^b   Lianza, Mariacaterina ^b   Piano, Dario ^a   Tacchini, Massimo ^d   Maccioni, Elias ^a   Cottiglia, Filippo ^a   Saccon, Elisa ^c   Poli, Ferruccio ^b   Parolin, Cristina ^c   Tramontano, Enzo ^a,e  

^a UNIVERSITY OF CAGLIARI   (Italy)

^b UNIVERSITY OF BOLOGNA   (Italy)

^c UNIVERSITY OF PADOVA   (Italy)

^d UNIVERSITY OF FERRARA   (Italy)

^e Milan Unit   (Italy)

Author keywords

Anti HIV 1; Hemidesmus indicus; Lupeol; Multitarget inhibitors; RNase H; RT; glucosidase

Indexed keywords

ALPHA GLUCOSIDASE; ANTIRETROVIRUS AGENT; CAFFEIC ACID; CHLOROGENIC ACID; HEMIDESMUS INDICUS EXTRACT; LUPEOL; LUPEOL ACETATE; RIBONUCLEASE H; RNA DIRECTED DNA POLYMERASE; ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; ENZYME INHIBITOR; PENTACYCLIC TRITERPENE; PLANT EXTRACT; REVERSE TRANSCRIPTASE, HUMAN IMMUNODEFICIENCY VIRUS 1;

ANTIVIRAL ACTIVITY; ARTICLE; AYURVEDA; CONTROLLED STUDY; DRUG BINDING; DRUG CYTOTOXICITY; DRUG STRUCTURE; DRUG TARGETING; ENZYME ACTIVITY; ENZYME INHIBITION; HEMIDESMUS INDICUS; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; IC50; MOLECULAR DOCKING; MTT ASSAY; NONHUMAN; PRIORITY JOURNAL; ALLOSTERIC SITE; ANTAGONISTS AND INHIBITORS; CHEMISTRY; DRUG EFFECT; ENZYMOLOGY; GENE EXPRESSION REGULATION; GENETICS; GROWTH, DEVELOPMENT AND AGING; HEMIDESMUS; HOST PATHOGEN INTERACTION; ISOLATION AND PURIFICATION; JURKAT CELL LINE; METABOLISM; PROTEIN DOMAIN; PROTEIN SECONDARY STRUCTURE;

ALLOSTERIC SITE; ALPHA-GLUCOSIDASES; ANTI-HIV AGENTS; ENZYME INHIBITORS; GENE EXPRESSION REGULATION; HEMIDESMUS; HIV REVERSE TRANSCRIPTASE; HIV-1; HOST-PATHOGEN INTERACTIONS; HUMANS; JURKAT CELLS; MOLECULAR DOCKING SIMULATION; PENTACYCLIC TRITERPENES; PLANT EXTRACTS; PROTEIN INTERACTION DOMAINS AND MOTIFS; PROTEIN STRUCTURE, SECONDARY; RIBONUCLEASE H;

EID: 85028585996     PISSN: None     EISSN: 2049632X     Source Type: Journal    
DOI: 10.1093/femspd/ftx065     Document Type: Article

References (33)

1. Aneja V, Suthar A, Verma S et al. Phyto-pharmacology of Hemidesmus indicus. Pharmac Rev 2008;2:143-50
2. Asano N. Glycosidase inhibitors: Update and perspectives on practical use. Glycobiology 2003;13:93-104
3. Bicchi C, Matteodo M, Rubiolo P. HIV-1 reverse transcriptase and K562 cell replication inhibition by Ridolfia segetum (L.) Moris essential oil. Planta Med 2009;75:1-5
4. Corona A, Di Leva FS, Thierry S. Identification of highly conserved residues involved in inhibition of HIV-1 RNase H function by diketo acid derivatives. Antimicrob Agents Ch 2014;58:6101-10
5. Corona A, Meleddu R, Esposito F et al. Ribonuclease H/DNA polymerase HIV-1reverse transcriptase dual inhibitor: mechanistic studies on the allosteric mode of action of isatin-based compound RMNC6. PLoS One 2016;11:1-18
6. Costi R, Métifiot M, Esposito F et al. 6-(1-Benzyl-1H-pyrrol-2-yl)-2,4-dioxo-5-hexenoic acids as dual inhibitors of recombinant HIV-1 integrase and ribonuclease H, synthesized by a parallel synthesis approach. J Med Chem 2013;56:8588-98
7. Costi R, Métifiot M, Chung S et al. Basic quinolinonyl diketo acid derivatives as inhibitors of HIV integrase and their activity against RNaseHfunction of reverse transcriptase. J Med Chem 2014;57:3222-34
8. Cuzzucoli Crucitti G, Métifiot M, Pescatori L et al. Structureactivity relationship of pyrrolyl diketo acid derivatives as dual inhibitors of HIV-1 integrase and reverse transcriptase ribonuclease H domain. J Med Chem 2015;58:1915-28
9. Di Pompo G, Poli F, Mandrone M et al. Comparative "in vitro" evaluation of the antiresorptive activity residing in four Ayurvedic medicinal plants. Hemidesmus indicus emerges for its potential in the treatment of bone loss diseases. J Ethnopharmacol 2014;11:462-70
10. Distinto S, Maccioni E, Meleddu R et al. Molecular aspects of the RT/drug interactions. Perspective of dual Inhibitors. Curr Pharm Design 2013;19:1850-9
11. Esposito F, Kharlamova T, Distinto S. Alizarine derivatives as new dual inhibitors of the HIV-1 reverse transcriptaseassociated DNA polymerase and RNase H activities effective also on the RNase H activity of non-nucleoside resistant reverse transcriptases. FEBS J 2011;278:1444-57
12. Esposito F, Sanna C, Del Vecchio C et al. Hypericum hircinum L. Components as new single-molecule inhibitors of both HIV-1 reverse transcriptase-associated DNA polymerase and ribonuclease H activities. Pathog Dis 2013;68:116-24
13. Esposito F, Tintori C, Martini R et al. Kuwanon-L as a new allosteric HIV-1 integrase inhibitor: molecular modeling and biological evaluation. Chem Bio Chem 2015;16:2507-12
14. Felts AK, Labarge K, Bauman JD. Identification of alternative binding sites for inhibitors of HIV-1 ribonuclease H through comparative analysis of virtual enrichment studies. J Chem Inf Model 2011;51:1986-98
15. Fischer PB, Collin M, Karlsson GB et al. The alpha-glucosidase inhibitor N-butyldeoxynojirimycin inhibits human immunodeficiency virus entry at the level of post-CD4 binding. J Virol 1995;69:5791-7
16. Fleet GWJ, Karpas A, Dwek RA. Inhibition of HIV replication by amino-sugar derivatives. FEBS Lett 1988;237:128-32
17. Government of India, Ministry of Health & Family Welfare, Department of Health. The Ayurvedic Pharmacopoeia of India, New Delhi, 1989; 107
18. Guitierrez-Nicolas F, Gordillo-Roman B, Oberti JC. Synthesis and anti-HIV activity of lupane and olean-18-ene derivatives. Absolute configuration of 19,20-epoxylupanes by VCD. J Nat Prod 2012;75:669-76
19. Halgren TA. Merck molecular force field. II. MMFF94 van der Waals and electrostatic parameters for intermolecular interactions. J Comput Chem 2000;17:520-52
20. Kharlamova T, Esposito F, Zinzula L et al. Inhibition of HIV-1 ribonuclease H activity by a novel frangulaemodine derivative, 7-brom-6-O-phenacyl-1,8-dihydroxy-3-methylanthraquinone. Med Chem 2009;5:398-410
21. Li C, Xi F, Mi J et al. Two new 3,4;9,10-seco-cycloartane type triterpenoids fromIllicium difengpi and their anti-inflammatory activities. Evid-Based Compl Alt 2013;2013: 942541
22. Mary NK, Achuthan CR, Babu BH. In vitro antioxidant and antithrombotic activity of Hemidesmus indicus (L) R.Br. J Ethnopharmacol 2003;87:187-91
23. Meleddu R, Cannas V, Distinto S. Design, synthesis, and biological evaluation of 1,3-diarylpropenones as dual inhibitors of HIV-1 reverse transcriptase. Chem Med Chem 2014;9: 1869-79
24. Mohamadi F, Richards NGJ, Guida WC. Macromodel-An integrated software system for modeling organic and bioorganic molecules using molecular mechanics. J Comput Chem 1990;11:440-67
25. Mosman T. Rapid colorimetric assay for cell growth and survival. Application to proliferation and cytotoxicity. J Immunol Methods 1993;65:55-63
26. Newman DJ, Cragg GM. Natural products as sources of new drugs over the 30 years from 1981 to 2010. J Nat Prod 2012;75: 311-35
27. Saritha K, Rajesh A, Manjulatha K. Mechanism of antibacterial action of the alcoholic extracts of Hemidesmus indicus (L.) R. Br. ex Schult, Leucas aspera (Wild.), Plumbago zeylanica L., and Tridax procumbens (L.) R. Br. ex Schult. Front Microbiol 2015;6:577
28. Schröedinger Release 2016-3, Maestro GUI, Schröedinger, LLC, New York, NY, USA, 2016
29. Still WC, Tempczyk A, Hawley RC. Semianalytical treatment of solvation for molecular mechanics and dynamics. J AmChem Soc 1990;112:6127-9
30. Thompson KD, Ather A, Khan MT. Antiviral activities of three Bangladeshi medicinal plant extracts against herpes simplex viruses. Minerva Biotecnol 2005;1:193
31. Tramontano E, Kharlamova T, Zinzula L et al. Effects of new quinizarin derivatives on both HCV NS5B RNA polymerase and HIV-1 reverse transcriptase associated ribonuclease H activities. J Chemotherapy 2011;23:273-6
32. Upadhyay A, Upadhyaya I, Kollanoor-Johny A. Combating pathogenic microorganisms using plant-derived antimicrobials: a minireview of the mechanistic basis. Biomed Res Int 2014;2014, DOI: 10.1155/2014/761741
33. Venditti A, Maggi F, Vittori S et al. Antioxidant and α-glucosidase inhibitory activities of Achillea tenorii. Pharm Biol 2015;53:1505-150