title: Bioactive Triterpenoids from the Twigs of Chaenomeles sinensis.
abstract: Chaenomeles sinensis has been consumed traditionally for the treatment of throat diseases, diarrhea, inflammatory diseases, and dry beriberi. Repeated chromatography of the CHCl3-soluble fraction from the 80% MeOH extract of C. sinensis twigs led to the isolation of three new triterpenoids, sinenic acid A (1), 3β-O-cis-feruloyl-2α,19α-dihydroxyurs-12-en-28-oic acid (2), and 3β-O-cis-caffeoylbetulin (3), together with 20 analogues. The chemical structures of 1-3 were determined using diverse NMR techniques and HRMS data analysis, chemical methods, and computational approaches supported by advanced statistics (CP3). All the purified compounds were evaluated not only for their cytotoxicity against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15) but for their potential neuroprotective effects through induction of nerve growth factor in C6 glioma cells. Their anti-inflammatory effects were also assessed by measuring nitric oxide levels in lipopolysaccharide-insulted murine microglia BV2 cells.
authors.affiliation: Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Chung Sub
authors.initials: CS
authors.lastname: Kim
authors.affiliation: Gachon Institute of Pharmaceutical Science, Gachon University , Incheon 21936, Republic of Korea.|College of Pharmacy, Gachon University , #191, Hambakmoero, Yeonsu-gu, Incheon 21936, Republic of Korea.
authors.forename: Lalita
authors.initials: L
authors.lastname: Subedi
authors.affiliation: Department of Chemistry, Yale University , New Haven, Connecticut 06520, United States.|Chemical Biology Institute, Yale University , West Haven, Connecticut 06516, United States.
authors.forename: Joonseok
authors.initials: J
authors.lastname: Oh
authors.affiliation: Gachon Institute of Pharmaceutical Science, Gachon University , Incheon 21936, Republic of Korea.|College of Pharmacy, Gachon University , #191, Hambakmoero, Yeonsu-gu, Incheon 21936, Republic of Korea.
authors.forename: Sun Yeou
authors.initials: SY
authors.lastname: Kim
authors.affiliation: Korea Research Institute of Chemical Technology , Daejeon 34114, Republic of Korea.
authors.forename: Sang Un
authors.initials: SU
authors.lastname: Choi
authors.affiliation: Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
authors.forename: Kang Ro
authors.identifier: 0000-0002-3725-5192
authors.initials: KR
authors.lastname: Lee
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008070:Lipopolysaccharides / Q000494:pharmacology; D017628:Microglia / Q000187:drug effects; D015394:Molecular Structure; D020932:Nerve Growth Factor; D018696:Neuroprotective Agents / Q000494:pharmacology; D009569:Nitric Oxide / Q000032:analysis / Q000096:biosynthesis; D035261:Plant Components, Aerial / Q000737:chemistry; D056910:Republic of Korea; D027824:Rosaceae / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: C000621477:3beta-O-cis-caffeoylbetulin; C000621476:3beta-O-cis-feruloyl-2alpha,19alpha-dihydroxyurs-12-en-28-oic acid; D000972:Antineoplastic Agents, Phytogenic; D008070:Lipopolysaccharides; C502240:NGF protein, human; D018696:Neuroprotective Agents; D014315:Triterpenes; C000621475:sinenic acid A; D009569:Nitric Oxide; D020932:Nerve Growth Factor