Three new dihydroisocoumarin glycosides with antimicrobial activities from Scorzonera aucheriana

Creative Commons License

ERİK İ., YAYLI N., ÇOŞKUNÇELEBİ K., MAKBUL S., Karaogul Ş.

PHYTOCHEMISTRY LETTERS, vol.43, pp.45-52, 2021 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 43
  • Publication Date: 2021
  • Doi Number: 10.1016/j.phytol.2021.02.010
  • Journal Name: PHYTOCHEMISTRY LETTERS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Aquatic Science & Fisheries Abstracts (ASFA), BIOSIS, Biotechnology Research Abstracts, CAB Abstracts, EMBASE, Veterinary Science Database
  • Page Numbers: pp.45-52
  • Keywords: Scorzonera aucheriana, Dihydroisocoumarins, Isolation, Antimicrobial activity, PHENOLIC-COMPOUNDS, SECONDARY METABOLITES, NATURAL-PRODUCTS, LATIFOLIA FISCH, CONSTITUENTS, DERIVATIVES, DIVARICATA
  • Recep Tayyip Erdoğan University Affiliated: Yes

Abstract

Three new dihydroisocoumarin glycosides (iso-scorzopygmaecoside, scorzoaucherioside I, and scorzoaucherioside II) together with five known compounds (scorzopygmaecoside, scorzocreticoside II, 3,5-O-dicaffeoyl-epiquinic acid, 3,5-O-dicaffeoylquinic acid, and 3,4-dihydroxyphenyl caffeate) were isolated from the aerial parts of the Scorzonera aucheriana collected from Sivas province in Turkey. The isolated compounds' structures were elucidated based on NMR (1H, 13C/APT, COSY, HMBC, HSQC, and TOCSY), UV, FT-IR, and LC-QTOF-MS data. These compounds have been isolated for the first time from S. aucheriana. An antimicrobial assay against ten microorganisms was applied to all isolated compounds. Iso-scorzopygmaecoside, scorzoaucherioside I, and 3,4dihydroxyphenyl caffeate showed notable anti-pseudomonal activity. Iso-scorzopygmaecoside and scorzoaucherioside II exhibited strong activity against Mycobacterium smegmatis with MIC values of 25.6 mu g/mL and 21.2 mu g/mL, respectively.