PMID- 37375371 OWN - NLM STAT- MEDLINE DCOM- 20230629 LR - 20230701 IS - 1420-3049 (Electronic) IS - 1420-3049 (Linking) VI - 28 IP - 12 DP - 2023 Jun 16 TI - Characterization of Polyphenols from Chenopodium botrys after Fractionation with Different Solvents and Study of Their In Vitro Biological Activity. LID - 10.3390/molecules28124816 [doi] LID - 4816 AB - In the present work, we have investigated the polyphenolic composition of Chenopodium botrys from Bulgaria. The polyphenols were fractionated with solvents of varying polarity (n-hexane, chloroform, ethyl acetate, and n-butanol). The fractions were analyzed by HPLC-PDA and UHPLC-MS. The ethyl acetate fraction contained mono- and di-glycosides of quercetin, di-glycosides of kaempferol, and isorhamnetin and monoglycosides of hispidulin and jaceosidine. We found quercetin triglycosides in the butanol fraction. The ethyl acetate and butanol fractions contained 168.82 mg/g Extr and 67.21 mg/g Extr of quercetin glycosides, respectively. The main components of the polyphenolic complex in C. botrys were 6-methoxyflavones (355.47 mg/g Extr), which were found in the chloroform fraction. The flavonoids pectolinarigenin, demethylnobiletin, and isosinensetin, and the glycosides of quercetin (triglycosides, acylglycosides), kaempferol, isorhamnetin, hispidiulin, and jaceosidine, were discovered and reported in Chenopodium botrys for the first time. We used in vitro methods to assess the biological activity against oxidative stress (hydrogen peroxide scavenging activity (HPSA) and hydroxyl radical scavenging activity (HRSA)), nitrosative stress (nitric oxide scavenging activity (NOSA)), anti-inflammatory activity (IAD inhibition), and anti-tryptic activity (ATA). Quercetin mono- and di-glycosides exhibited greater HPSA and HRSA (IC(50) = 39.18, 105.03 microg/mL), while 6-methoxyflavones had a greater NOSA (IC(50) = 146.59 microg/mL). The same components showed the highest ATA (IC(50) ranging from 116.23 to 202.44 microg/mL). FAU - Bojilov, Dimitar AU - Bojilov D AUID- ORCID: 0000-0001-6569-8348 AD - Department of Organic Chemistry, Faculty of Chemistry, University of Plovdiv, 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, 4000 Plovdiv, Bulgaria. FAU - Nacheva, Angelika AU - Nacheva A AD - Department of Organic Chemistry, Faculty of Chemistry, University of Plovdiv, 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, 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, 4000 Plovdiv, Bulgaria. LA - eng GR - capital EM, Cyrilliccapital U, Cyrillic21-capital HA, Cyrilliccapital EF, Cyrillic-014 and capital EF, Cyrilliccapital PE, Cyrillic23-capital HA, Cyrilliccapital EF, Cyrillic-005/Plovdiv University/ PT - Journal Article DEP - 20230616 PL - Switzerland TA - Molecules JT - Molecules (Basel, Switzerland) JID - 100964009 RN - 0 (Polyphenols) RN - 76845O8NMZ (ethyl acetate) RN - 0 (Solvents) RN - 0 (Antioxidants) RN - 9IKM0I5T1E (Quercetin) RN - 0 (Kaempferols) RN - 7V31YC746X (Chloroform) RN - 0 (Plant Extracts) RN - 0 (Flavonoids) RN - 0 (Glycosides) RN - 31C4KY9ESH (Nitric Oxide) RN - 0 (Butanols) SB - IM MH - *Polyphenols/pharmacology MH - Solvents MH - Antioxidants/pharmacology MH - Quercetin MH - Kaempferols/pharmacology MH - Chloroform MH - Plant Extracts/pharmacology MH - Flavonoids/pharmacology MH - Glycosides/pharmacology MH - Nitric Oxide MH - *Chenopodium MH - Butanols PMC - PMC10300873 OTO - NOTNLM OT - 6-methoxy and polymethoxylated flavones OT - ATA OT - Chenopodium botrys OT - HPSA OT - HRSA OT - IAD OT - NOSA OT - flavonoid-glycosides OT - in vitro biological activity COIS- The authors declare no conflict of interest. EDAT- 2023/06/28 06:42 MHDA- 2023/06/29 06:43 PMCR- 2023/06/16 CRDT- 2023/06/28 01:32 PHST- 2023/05/19 00:00 [received] PHST- 2023/06/14 00:00 [revised] PHST- 2023/06/14 00:00 [accepted] PHST- 2023/06/29 06:43 [medline] PHST- 2023/06/28 06:42 [pubmed] PHST- 2023/06/28 01:32 [entrez] PHST- 2023/06/16 00:00 [pmc-release] AID - molecules28124816 [pii] AID - molecules-28-04816 [pii] AID - 10.3390/molecules28124816 [doi] PST - epublish SO - Molecules. 2023 Jun 16;28(12):4816. doi: 10.3390/molecules28124816.