PMID- 37687028 OWN - NLM STAT- MEDLINE DCOM- 20230911 LR - 20230911 IS - 1420-3049 (Electronic) IS - 1420-3049 (Linking) VI - 28 IP - 17 DP - 2023 Aug 23 TI - HPLC Analysis and In Vitro and In Silico Evaluation of the Biological Activity of Polyphenolic Components Separated with Solvents of Various Polarities from Helichrysum italicum. LID - 10.3390/molecules28176198 [doi] LID - 6198 AB - Helichrysum italicum has piqued the interest of many researchers in recent years, mostly for its essential oil, but increasingly for its polyphenolic content as well. In the current study, we examine the polyphenolic composition of H. italicum grown in Bulgaria. The polyphenolic complex was fractionated with solvents of various polarities, including hexane, chloroform, ethyl acetate, and butanol, in order to assess the biological impact of the components. HPLC-PDA and UHPLC-MS/MS were used to examine all fractions. The green coffee fingerprint profile was employed as a "surrogate standard" in the polyphenolic components detection approach. From the UHPLC-MS/MS analysis, we identified 60 components of the polyphenolic complex such as quercetin 3-O-glucuronide, quercetin acetyl-glycoside, isorhamnetin acetyl-glycoside, isorhamnetin caffeoyl-glycoside, quercetin caffeoyl-malonyl-glycoside, isorhamnetin coumaroyl-glycoside, coumaroyl-caffeoylquinic acid, and diCQA-acetyl-derivative were first reported in the composition of H. italicum. The biological activity of the fractions was evaluated in vitro and in silico, which included the fight against oxidative stress (hydrogen peroxide scavenging activity (HPSA), hydroxyl radical scavenging activity (HRSA), metal-chelating activity (MChA)) and nitrosative (nitric oxide scavenging activity) (NOSA)), in vitro anti-inflammatory, and anti-arthritic activity. Results are presented as IC(50) +/- SD mug/mL. The analysis showed that the EtOAc fraction was characterized by highest HPSA (57.12 +/- 1.14 mug/mL), HRSA (92.23 +/- 1.10 mug/mL), MChA (5.60 +/- 0.17 mug/mL), and NOSA (89.81 +/- 2.09 mug/mL), while the hexane and chloroform fractions showed significantly higher in vitro anti-inflammatory activity (30.48 +/- 2.33 mug/mL, 62.50 +/- 1.69 mug/mL) compared to the standard ibuprofen. All three fractions showed potential anti-arthritic activity (102.93 +/- 8.62 mug/mL, 108.92 +/- 4.42 mug/mL, 84.19 +/- 3.89 mug/mL). FAU - Bojilov, Dimitar AU - Bojilov D AUID- ORCID: 0000-0001-6569-8348 AD - Department of Organic Chemistry, Faculty of Chemistry, University of Plovdiv, 24 "Tsar Assen" Street, 4000 Plovdiv, Bulgaria. FAU - Manolov, Stanimir AU - Manolov S AUID- ORCID: 0000-0002-0314-6553 AD - Department of Organic Chemistry, Faculty of Chemistry, University of Plovdiv, 24 "Tsar Assen" Street, 4000 Plovdiv, Bulgaria. FAU - Ahmed, Sezan AU - Ahmed S AD - Department of Organic Chemistry, Faculty of Chemistry, University of Plovdiv, 24 "Tsar Assen" Street, 4000 Plovdiv, Bulgaria. FAU - Dagnon, Soleya AU - Dagnon S AUID- ORCID: 0000-0001-6570-4947 AD - Department of Organic Chemistry, Faculty of Chemistry, University of Plovdiv, 24 "Tsar Assen" Street, 4000 Plovdiv, Bulgaria. FAU - Ivanov, Iliyan AU - Ivanov I AUID- ORCID: 0000-0002-4662-3735 AD - Department of Organic Chemistry, Faculty of Chemistry, University of Plovdiv, 24 "Tsar Assen" Street, 4000 Plovdiv, Bulgaria. FAU - Marc, Gabriel AU - Marc G AUID- ORCID: 0000-0001-9397-0388 AD - Department of Pharmaceutical Chemistry, Faculty of Pharmacy, "Iuliu Hatieganu" University of Medicine and Pharmacy, 41 Victor Babes Street, RO-400010 Cluj-Napoca, Romania. FAU - Oniga, Smaranda AU - Oniga S AUID- ORCID: 0000-0002-0297-7697 AD - Department of Therapeutic Chemistry, "Iuliu Hatieganu" University of Medicine and Pharmacy, 12 Ion Creanga Street, RO-400010 Cluj-Napoca, Romania. FAU - Oniga, Ovidiu AU - Oniga O AD - Department of Pharmaceutical Chemistry, Faculty of Pharmacy, "Iuliu Hatieganu" University of Medicine and Pharmacy, 41 Victor Babes Street, RO-400010 Cluj-Napoca, Romania. FAU - Nedialkov, Paraskev AU - Nedialkov P AD - Department of Pharmacognosy, Faculty of Pharmacy, Medical University of Sofia, 2 Dunav Street, 1000 Sofia, Bulgaria. FAU - Mollova, Silviya AU - Mollova S AUID- ORCID: 0000-0002-1060-2860 AD - Institute of Roses, Essential and Medical Plants, Agricultural Academy, 49 Osvobozhdenie Blvd., 6100 Kazanlak, Bulgaria. LA - eng GR - capital EF, Cyrilliccapital PE, Cyrillic23-capital HA, Cyrilliccapital EF, Cyrillic-005/Plovdiv University/ GR - capital EM, Cyrilliccapital U, Cyrillic21-capital HA, Cyrilliccapital EF, Cyrillic-014/Plovdiv University/ PT - Journal Article DEP - 20230823 PL - Switzerland TA - Molecules JT - Molecules (Basel, Switzerland) JID - 100964009 RN - 0 (Solvents) RN - 7V31YC746X (Chloroform) RN - 2DDG612ED8 (n-hexane) RN - 0 (Hexanes) RN - 9IKM0I5T1E (Quercetin) RN - 0 (Glycosides) RN - 3352-57-6 (Hydroxyl Radical) SB - IM MH - Solvents MH - *Chloroform MH - *Helichrysum MH - Chromatography, High Pressure Liquid MH - Hexanes MH - Quercetin MH - Tandem Mass Spectrometry MH - Glycosides MH - Hydroxyl Radical PMC - PMC10488648 OTO - NOTNLM OT - ATA OT - HPSA OT - HRSA OT - Helichrysum italicum OT - IAD OT - MChA OT - NOSA OT - arzanol OT - bitalin A OT - in silico molecular docking and dynamics OT - polyphenols COIS- The authors declare no conflict of interest. EDAT- 2023/09/09 11:46 MHDA- 2023/09/11 06:43 PMCR- 2023/08/23 CRDT- 2023/09/09 01:17 PHST- 2023/07/31 00:00 [received] PHST- 2023/08/15 00:00 [revised] PHST- 2023/08/21 00:00 [accepted] PHST- 2023/09/11 06:43 [medline] PHST- 2023/09/09 11:46 [pubmed] PHST- 2023/09/09 01:17 [entrez] PHST- 2023/08/23 00:00 [pmc-release] AID - molecules28176198 [pii] AID - molecules-28-06198 [pii] AID - 10.3390/molecules28176198 [doi] PST - epublish SO - Molecules. 2023 Aug 23;28(17):6198. doi: 10.3390/molecules28176198.