{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,21]],"date-time":"2026-05-21T18:07:12Z","timestamp":1779386832983,"version":"3.53.1"},"reference-count":27,"publisher":"MDPI AG","issue":"4","license":[{"start":{"date-parts":[[2014,4,23]],"date-time":"2014-04-23T00:00:00Z","timestamp":1398211200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The search of alternative compounds to control tropical diseases such as schistosomiasis has pointed to secondary metabolites derived from natural sources. Piper species are candidates in strategies to control the transmission of schistosomiasis due to their production of molluscicidal compounds. A new benzoic acid derivative and three flavokawains from Piper diospyrifolium, P. cumanense and P. gaudichaudianum displayed significant activities against Biomphalaria glabrata snails. Additionally, \u201cin silico\u201d studies were performed using docking assays and Molecular Interaction Fields to evaluate the physical-chemical differences among the compounds in order to characterize the observed activities of the test compounds against Biomphalaria glabrata snails.<\/jats:p>","DOI":"10.3390\/molecules19045205","type":"journal-article","created":{"date-parts":[[2014,4,23]],"date-time":"2014-04-23T12:29:40Z","timestamp":1398256180000},"page":"5205-5218","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":13,"title":["A Benzoic Acid Derivative and Flavokawains from Piper species as Schistosomiasis Vector Controls"],"prefix":"10.3390","volume":"19","author":[{"given":"Ludmila","family":"Rapado","sequence":"first","affiliation":[{"name":"Laborat\u00f3rio de Parasitologia, Instituto Butantan, Av. Vital Brasil, 1500, S\u00e3o Paulo, SP,  CEP 05503-900, Brazil"},{"name":"Instituto de Ci\u00eancias Biom\u00e9dicas, Universidade de S\u00e3o Paulo, Av. Prof. Lineu Prestes, 1374,  S\u00e3o Paulo, SP, CEP 05508-000, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Giovana","family":"Freitas","sequence":"additional","affiliation":[{"name":"Research Support Center in Diversity of Natural Products, Instituto de Qu\u00edmica, Universidade de S\u00e3o Paulo, Av. Prof. Lineu Prestes, 748, sala 1124, S\u00e3o Paulo, SP, CEP 05508-000, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Adriano","family":"Polpo","sequence":"additional","affiliation":[{"name":"Departamento de Estat\u00edstica, Centro de Ci\u00eancias Exatas e de Tecnologia, Universidade Federal de S\u00e3o Carlos, Via Washington Lu\u00eds, km 235, Sao Carlos, SP, Caixa-postal 676, CEP 13565-905, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Maritza","family":"Rojas-Cardozo","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, Faculty of Sciences, Universidad Nacional de Colombia, Kr 30 45-03, Bogot\u00e1, Colombia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Javier","family":"Rinc\u00f3n","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, Faculty of Sciences, Universidad Nacional de Colombia, Kr 30 45-03, Bogot\u00e1, Colombia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4863-8057","authenticated-orcid":false,"given":"Marcus","family":"Scotti","sequence":"additional","affiliation":[{"name":"Centro de Ci\u00eancias Aplicadas e Educa\u00e7\u00e3o, Universidade Federal da Para\u00edba, Campus IV,  Rua da Mangueira, s\/n, Rio Tinto, PB, CEP 5829-7000, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Massuo","family":"Kato","sequence":"additional","affiliation":[{"name":"Research Support Center in Diversity of Natural Products, Instituto de Qu\u00edmica, Universidade de S\u00e3o Paulo, Av. 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Technical report series, 912."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"41","DOI":"10.1016\/S0001-706X(00)00122-4","article-title":"The global status of schistosomiasis and its control","volume":"77","author":"Chitsulo","year":"2000","journal-title":"Acta Trop."},{"key":"ref_3","unstructured":"World Health Organization (2011). Weekly epidemiological record. WHO, 9, 73\u201380."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"413","DOI":"10.1016\/S0169-4758(98)01320-9","article-title":"Snail control strategies for reduction of schistosomiasis transmission","volume":"14","author":"Lardans","year":"1998","journal-title":"Parasitol. Today"},{"key":"ref_5","unstructured":"(1993). Second Report of the WHO Expert Committee, World Health Organization. 830."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"395","DOI":"10.1016\/S0169-4758(99)01517-3","article-title":"The case for biological control of snail intermediate hosts of Schistosoma mansoni","volume":"15","author":"Pointier","year":"1999","journal-title":"Parasitol. Today"},{"key":"ref_7","unstructured":"Hostettmann, K., and Potterat, O. (1997). Phytochemicals for Pest Control, ACS Symposium Series 658; American Chemical Society."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"66","DOI":"10.1017\/S0022149X10000258","article-title":"Molluscicidal and ovicidal activities of plant extracts of the Piperaceae on Biomphalaria glabrata (Say, 1818)","volume":"85","author":"Rapado","year":"2010","journal-title":"J. Helminthol."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"841","DOI":"10.1016\/j.jmb.2005.09.090","article-title":"Crystal structure of a novel tetrameric complex of agonist-bound ligand-binding domain of Biomphalaria glabrata retinoid X receptor","volume":"354","author":"Ferrer","year":"2005","journal-title":"J. Mol. Biol."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"585","DOI":"10.1242\/jcs.00247","article-title":"The nuclear receptor superfamily","volume":"116","author":"Garcia","year":"2003","journal-title":"J. Cell Sci."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"113","DOI":"10.1016\/S0166-1280(02)00623-1","article-title":"QSAR models in receptor-mediated effects: The nuclear receptor superfamily","volume":"622","author":"Fang","year":"2003","journal-title":"J. Mol. Struc-Theochem."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"17","DOI":"10.1016\/S0166-1280(99)00360-7","article-title":"Molecular fields in quantitative structure-permeation relationships: The VolSurf approach","volume":"503","author":"Cruciani","year":"2000","journal-title":"J. Mol. Struc-Theochem."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"429","DOI":"10.1016\/S0031-9422(01)00443-5","article-title":"Kavalactones from Piper methysticum, and their 13C NMR spectroscopic analyses","volume":"59","author":"Dharmaratne","year":"2002","journal-title":"Phytochemistry"},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"863","DOI":"10.1016\/0031-9422(96)00295-6","article-title":"Prenylated hydroxybenzoic acid derivatives from Piper murrayanum","volume":"43","author":"Seeram","year":"1996","journal-title":"Phytochemistry"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"6113","DOI":"10.1016\/S0040-4020(03)00940-2","article-title":"Hydrogen-bonded rotamers of 2',4',6'-trihydroxy-3-formyldihydrochalcone, an intermediate in the synthesis of a dihydrochalcone from Leptospermum recurvum","volume":"59","author":"Mustafa","year":"2003","journal-title":"Tetrahedron"},{"key":"ref_16","first-page":"1194","article-title":"Studies on the genus Piper. 5. Chemical investigation of Piper methysticum Forst (Piperaceae). Structure and synthesis of flavokawain C","volume":"53","author":"Dutta","year":"1976","journal-title":"J. Indian Chem. Soc."},{"key":"ref_17","unstructured":"World Health Organization (1965). Molluscicide screening and evaluation. Bull. World Health Organ., 33, 567\u2013581."},{"key":"ref_18","unstructured":"(1983). Second Report of the WHO Expert Committee, World Health Organization. 745."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"e2251","DOI":"10.1371\/journal.pntd.0002251","article-title":"Schistosomiasis control using piplartine against Biomphalaria glabrata at different developmental stages","volume":"7","author":"Rapado","year":"2013","journal-title":"PLoS Negl. Trop. Dis."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1163\/002829670X00097","article-title":"The early development of the snail Biomphalaria glabrata (Say) and the origin of the head organs","volume":"20","author":"Camey","year":"1970","journal-title":"Neth. J. Zool."},{"key":"ref_21","unstructured":"Protein Data Bank. Available online:http:\/\/www.rcsb.org\/pdb\/home\/home.do\/."},{"key":"ref_22","unstructured":"(Marvin Sketch, 2014). Marvin Sketch, v. 6.1.4."},{"key":"ref_23","unstructured":"(Standardizer, 2014). Standardizer, v. 6.1.4."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"3315","DOI":"10.1021\/jm051197e","article-title":"MolDock: A new technique for high-accuracy molecular docking","volume":"49","author":"Thomsen","year":"2006","journal-title":"J. Med. Chem."},{"key":"ref_25","unstructured":"(Docker, 2014). Docker, v. 6.0.1."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"37","DOI":"10.1016\/0169-7439(87)80084-9","article-title":"Principal Component Analysis","volume":"2","author":"Wold","year":"1987","journal-title":"Chemometr. Intell. Lab."},{"key":"ref_27","unstructured":"(VolSurf+, 2014). VolSurf+, v. 1.0.7."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/19\/4\/5205\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T21:10:38Z","timestamp":1760217038000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/19\/4\/5205"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,4,23]]},"references-count":27,"journal-issue":{"issue":"4","published-online":{"date-parts":[[2014,4]]}},"alternative-id":["molecules19045205"],"URL":"https:\/\/doi.org\/10.3390\/molecules19045205","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2014,4,23]]}}}