{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,22]],"date-time":"2026-09-22T17:33:27Z","timestamp":1790098407902,"version":"4.0.1"},"reference-count":51,"publisher":"MDPI AG","issue":"7","license":[{"start":{"date-parts":[[2025,4,5]],"date-time":"2025-04-05T00:00:00Z","timestamp":1743811200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>In this study, nine neo-clerodane-type diterpenoids (1\u20139) were isolated from the dichloromethane extract of Salvia guevarae Bedolla &amp; Zamudio leaves. Compounds 1\u20136 were new natural products, and 7\u20139 were acetone artifacts. In addition, four neo-clerodanes diterpenoids (10\u201313) previously described from different sources and six triterpenoids\u2014identified as 3\u03b2,20,25-trihydroxylupane, oleanolic acid, 3\u03b2-O-acetyl-oleanolic acid, ursolic acid, 3\u03b2-O-acetyl-betulinic acid, and 3\u03b2,28-O-diacetyl-betulin\u2014were isolated. Additionally, five flavonoids were also isolated from the methanol extract: quercetin-3-O-\u03b2-xylopyranosyl-(1 \u2192 2)-\u03b2-galactopyranoside, taxifolin-7-O-\u03b2-glucopyranoside, naringenin-7-O-\u03b2-glucopyranoside, a mixture of 2R and 2S eriodictyol-7-O-\u03b2-glucopyranoside, caffeic acid, the methyl ester of rosmarinic acid, and rosmarinic acid. The structure of the isolated compounds was established by spectroscopic means, mainly 1H and 13C NMR, including 1D and 2D homo- and heteronuclear experiments. The absolute configuration of 1 and 10 was ascertained via an X-ray analysis, and that of the other compounds via ECD. The antiproliferative activity of some diterpenoids was determined using the sulforhodamine B method, where guevarain B (2) and 6\u03b1-hydroxy-patagonol acetonide (7) showed moderate activity against the K562 line, with IC50 (\u03bcM) = 33.1 \u00b1 1.3 and 39.8 \u00b1 1.5, respectively. The NO inhibition in RAW 264.7 macrophage activity was also determined for some compounds, where 2-oxo-patagonal (6), 6\u03b1-hydroxy-patagonol acetonide (7), and 7\u03b1-acetoxy-ent-clerodan-3,13-dien-18,19:16,15-diolide (10) were proven to be active, with IC50 (\u03bcM) of 26.4 \u00b1 0.4, 17.3 \u00b1 0.5, and 13.7 \u00b1 2.0, respectively. The chemotaxonomy of Salvia guevarae is also discussed.<\/jats:p>","DOI":"10.3390\/molecules30071628","type":"journal-article","created":{"date-parts":[[2025,4,7]],"date-time":"2025-04-07T03:23:07Z","timestamp":1743996187000},"page":"1628","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["The Antiproliferative Activity and NO Inhibition of Neo-Clerodane Diterpenoids from Salvia guevarae in RAW 264.7 Macrophages"],"prefix":"10.3390","volume":"30","author":[{"ORCID":"https:\/\/orcid.org\/0009-0008-8770-1059","authenticated-orcid":false,"given":"Juan Pablo","family":"Torres-M\u00e9dicis","sequence":"first","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Circuito Exterior, Ciudad Universitaria, Ciudad de M\u00e9xico 04510, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9976-5251","authenticated-orcid":false,"given":"Celia","family":"Bustos-Brito","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Circuito Exterior, Ciudad Universitaria, Ciudad de M\u00e9xico 04510, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4804-3013","authenticated-orcid":false,"given":"Leovigildo","family":"Quijano","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Circuito Exterior, Ciudad Universitaria, Ciudad de M\u00e9xico 04510, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1560-1090","authenticated-orcid":false,"given":"Brenda Y.","family":"Bedolla-Garc\u00eda","sequence":"additional","affiliation":[{"name":"Instituto de Ecolog\u00eda, A.C., Centro Regional del Baj\u00edo, Apartado Postal 386, P\u00e1tzcuaro 61600, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sergio","family":"Zamudio","sequence":"additional","affiliation":[{"name":"Independent Researcher, Apartado Postal 392, P\u00e1tzcuaro 61600, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Teresa","family":"Ram\u00edrez-Apan","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Circuito Exterior, Ciudad Universitaria, Ciudad de M\u00e9xico 04510, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0357-6454","authenticated-orcid":false,"given":"Diego","family":"Mart\u00ednez-Otero","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Circuito Exterior, Ciudad Universitaria, Ciudad de M\u00e9xico 04510, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Baldomero","family":"Esquivel","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidad Nacional Aut\u00f3noma de M\u00e9xico, Circuito Exterior, Ciudad Universitaria, Ciudad de M\u00e9xico 04510, Mexico"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2025,4,5]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Lara-Cabrera, S.I., de la Luz Perez-Garcia, M., Maya-Lastra, C.A., Montero-Castro, J.C., Godden, G.T., Cibrian-Jaramillo, A., Fisher, A.E., and Porter, J.M. 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