{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T15:46:37Z","timestamp":1790178397278,"version":"4.1.0"},"reference-count":60,"publisher":"MDPI AG","issue":"3","license":[{"start":{"date-parts":[[2025,1,31]],"date-time":"2025-01-31T00:00:00Z","timestamp":1738281600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Fund for Scientific Research of the Plovdiv University","award":["MY\u041f\u041423-X\u0424-003"],"award-info":[{"award-number":["MY\u041f\u041423-X\u0424-003"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The Thymus vulgaris and Origanum vulgare essential oils (contained thymol and carvacrol in a range of 35\u201380%) are used in various products in the fields of medicine, cosmetics, and foods. Molecular hybridization between benzothiazole (BT) and phenolic monoterpenoids is a promising method for the development of biologically active compounds. New benzothiazole\u2013monoterpenoid hybrids were synthesized through a regioselective \u03b1-amidoalkylation reaction of thymol and carvacrol with high yields (70\u201396%). This approach is both simple and cost-effective, employing easily accessible and inexpensive reagents to produce target molecules. The structure of the synthesized compounds was characterized spectrally using 1H-, 13C-NMR, FT-IR, and HRMS data. The newly obtained compounds are structural analogues of the UVB filter PBSA, which is used in cosmetics. The spectral properties of the aromatic products thymol hybrid (2-(4-hydroxy-5-isopropyl-2-methylphenyl)benzo[d]thiazole) and carvacrol hybrid (2-(4-hydroxy-2-isopropyl-5-methylphenyl)benzo[d]thiazole) were successfully examined, using a validated spectrophotometric method. SPF values varied from 31 to 36, compared to the PBSA (30), and were observed at concentrations of 1\u20130.25 mM. 2-Hydroxyphenylbenzothiazoles are known antimicrobial and antioxidant agents that have potential applications in the food industry and cosmetics as preservatives and antioxidants. In this context, antimicrobial activity of the hybrid compounds was evaluated using the agar diffusion method against E. coli, S. aureus, P. aeruginosa, and C. albicans. Compounds of methyl-2-(4-hydroxy-2-isopropyl-5-methylphenyl)benzo[d]thiazole-3(2H)-carboxylate containing carvacrol fragments showed high activity against Staphylococcus aureus ATCC 25923 (with 0.044 \u03bcmol content). The radical scavenging activity was determined using ABTS and DPPH assays, the highest activity was exhibited by the thymol hybrids ethyl-2-(4-hydroxy-5-isopropyl-2-methylphenyl)benzo[d]thiazole-3(2H)-carboxylate (IC50\u2014133.70 \u00b1 10 \u00b5M) and methyl-2-(4-hydroxy-5-isopropyl-2-methylphenyl)benzo[d]thiazole-3(2H)-carboxylate (IC50\u2014157.50 \u00b1 10 \u00b5M), defined by ABTS. The aromatic benzothiazole\u2013monoterpenoid hybrids are classified using in silico analyses as non-mutagenic, with low toxicity, and they are non-irritating to the skin. These compounds were identified as new hit scaffolds for multifunctional molecules in cosmetics.<\/jats:p>","DOI":"10.3390\/molecules30030636","type":"journal-article","created":{"date-parts":[[2025,2,3]],"date-time":"2025-02-03T12:18:56Z","timestamp":1738585136000},"page":"636","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["New Benzothiazole\u2013Monoterpenoid Hybrids as Multifunctional Molecules with Potential Applications in Cosmetics"],"prefix":"10.3390","volume":"30","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5394-0109","authenticated-orcid":false,"given":"Desislava","family":"Kirkova","sequence":"first","affiliation":[{"name":"Agricultural Academy, Tobacco and Tobacco Products Institute, 4108 Markovo, Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8665-3130","authenticated-orcid":false,"given":"Yordan","family":"Stremski","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, University of Plovdiv \u201cPaisii Hilendarski\u201d, 24 Tsar Asen Str., 4000 Plovdiv, Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0005-2083-2458","authenticated-orcid":false,"given":"Maria","family":"Bachvarova","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, University of Plovdiv \u201cPaisii Hilendarski\u201d, 24 Tsar Asen Str., 4000 Plovdiv, Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0850-0902","authenticated-orcid":false,"given":"Mina","family":"Todorova","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, University of Plovdiv \u201cPaisii Hilendarski\u201d, 24 Tsar Asen Str., 4000 Plovdiv, Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bogdan","family":"Goranov","sequence":"additional","affiliation":[{"name":"Department of Microbiology and Biotechnology, University of Food Technologies, 26 Maritza Boulevard, 4002 Plovdiv, Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3833-6779","authenticated-orcid":false,"given":"Stela","family":"Statkova-Abeghe","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, University of Plovdiv \u201cPaisii Hilendarski\u201d, 24 Tsar Asen Str., 4000 Plovdiv, Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Margarita","family":"Docheva","sequence":"additional","affiliation":[{"name":"Agricultural Academy, Tobacco and Tobacco Products Institute, 4108 Markovo, Bulgaria"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2025,1,31]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1979","DOI":"10.4155\/fmc-2018-0196","article-title":"Recent advances of thiazole hybrids in biological applications","volume":"11","author":"Yakan","year":"2019","journal-title":"Future Med. 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