{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,5]],"date-time":"2026-10-05T12:59:17Z","timestamp":1791205157062,"version":"4.1.0"},"reference-count":41,"publisher":"MDPI AG","issue":"11","license":[{"start":{"date-parts":[[2012,11,12]],"date-time":"2012-11-12T00:00:00Z","timestamp":1352678400000},"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>Leaves of Maytenus robusta (Celastraceae) were subjected to phytochemical investigation mainly directed at the isolation of pentacyclic triterpenes. The compounds friedelin (1), \u03b2-friedelinol (2), 3-oxo-21\u03b2-H-hop-22(29)-ene (7), 3,4-seco-friedelan-3,11\u03b2-olide (8), 3\u03b2-hydroxy-21\u03b2-H-hop-22(29)-ene (9), 3,4-seco-21\u03b2-H-hop-22(29)-en-3-oic acid (10), 3,4-seco-friedelan-3-oic acid (11), and sitosterol were identified in the hexane extract of M. robusta leaves. Compounds 8 and 9 are described herein for the first time. The structure and stereochemistry of both compounds were experimentally established by IR, HRLC-MS, and 1D (1H, 13C, and DEPT 135) and 2D (HSQC, HMBC and COSY) NMR data and supported by correlations with carbon chemical shifts calculated using the DFT method (BLYP\/6-31G* level). Compounds 7 and 10 are also described for the first time, and their chemical structures were established by comparison with NMR data of similar structures described in the literature and correlations with BLYP\/6-31G* calculated carbon chemical shifts. Compound 9, a mixture of 11 and sitosterol, and 3\u03b2,11\u03b2-dihydroxyfriedelane (4) were evaluated by the Ellman\u2019s method and all these compounds showed acethylcholinesterase inhibitory properties.<\/jats:p>","DOI":"10.3390\/molecules171113439","type":"journal-article","created":{"date-parts":[[2012,11,12]],"date-time":"2012-11-12T11:37:24Z","timestamp":1352720244000},"page":"13439-13456","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":62,"title":["New Triterpenes from Maytenus robusta: Structural Elucidation Based on NMR Experimental Data and Theoretical Calculations"],"prefix":"10.3390","volume":"17","author":[{"given":"Grasiely","family":"Sousa","sequence":"first","affiliation":[{"name":"Departamento de Qu\u00edmica, Instituto de Ci\u00eancias Exatas, Universidade Federal de Minas Gerais, 31270-901, Belo Horizonte, MG, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lucienir","family":"Duarte","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica, Instituto de Ci\u00eancias Exatas, Universidade Federal de Minas Gerais, 31270-901, Belo Horizonte, MG, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ant\u00f4nio","family":"Alc\u00e2ntara","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica, Instituto de Ci\u00eancias Exatas, Universidade Federal de Minas Gerais, 31270-901, Belo Horizonte, MG, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gr\u00e1cia","family":"Silva","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica, Instituto de Ci\u00eancias Exatas, Universidade Federal de Minas Gerais, 31270-901, Belo Horizonte, MG, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sidney","family":"Vieira-Filho","sequence":"additional","affiliation":[{"name":"Escola de Farm\u00e1cia, Universidade Federal de Ouro Preto, 35400-000, Ouro Preto, MG, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Roqueline","family":"Silva","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica, Instituto de Ci\u00eancias Exatas, Universidade Federal de Minas Gerais, 31270-901, Belo Horizonte, MG, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Djalma","family":"Oliveira","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica e Exatas, Universidade Estadual do Sudoeste da Bahia, 45206-191, Jequi\u00e9, BA, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jacqueline","family":"Takahashi","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica, Instituto de Ci\u00eancias Exatas, Universidade Federal de Minas Gerais, 31270-901, Belo Horizonte, MG, Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2012,11,12]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"E239","DOI":"10.1007\/BF02854894","article-title":"Drug discovery from natural sources","volume":"8","author":"Chin","year":"2006","journal-title":"AAPS J."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"819","DOI":"10.1016\/S1474-4422(11)70072-2","article-title":"The projected effect of risk factor reduction on Alzheimer\u2019s disease revalence","volume":"10","author":"Barnes","year":"2011","journal-title":"Lancet Neurol."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"929","DOI":"10.1016\/j.lfs.2012.04.017","article-title":"Steroidal alkaloids from Holarrhena antidysenterica as acetylcholinesterase inhibitors and the investigation for structure\u2013activity relationships","volume":"90","author":"Yang","year":"2012","journal-title":"Life Sci."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"502","DOI":"10.1111\/j.1471-4159.2009.05970.x","article-title":"Triterpenoid CDDO-methylamide improves memory and decreases amyloid plaques in a transgenic mouse model of Alzheimer\u2019s disease","volume":"109","author":"Dumont","year":"2009","journal-title":"J. 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