title: Bioactive sesquiterpenes from the essential oil of Thuja orientalis.
abstract: A phytochemical investigation on the essential oil of Thuja orientalis resulted in the isolation and identification of three new sesquiterpenes, 3α-methoxy-4α-epoxythujopsane (1), Δ³,¹⁵-4β-epoxythujopsene (2), and Δ³,⁴-thujopsen-2,15-diol (3), together with eight known sesquiterpenoids (4-11). The structures of these new compounds were elucidated based on spectroscopic data analyses including extensive 2D-NMR data and HR-ESIMS. The full assignments of ¹H and ¹³C NMR chemical shifts for thujopsadiene (4) were obtained by 2D-NMR for the first time. All compounds (1-11) showed antiproliferative activities against the SK-OV-3 and SK-MEL-2 cell lines with IC₅₀ values of 5.85-28.64 µM. In addition, compounds 1, 3, 4, 7, 8, and 9 significantly inhibited nitric oxide production in lipopolysaccharide-activated BV-2 cells with IC₅₀ values of 3.93-17.85 µM without cell toxicity.
authors.affiliation: Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Jangan-ku, Suwon, Gyeonggi-do, Republic of Korea.
authors.forename: Ki Hyun
authors.initials: KH
authors.lastname: Kim
authors.forename: Eunjung
authors.initials: E
authors.lastname: Moon
authors.forename: Sun Yeou
authors.initials: SY
authors.lastname: Kim
authors.forename: Sang Un
authors.initials: SU
authors.lastname: Choi
authors.forename: Mi Won
authors.initials: MW
authors.lastname: Son
authors.forename: Sang Zin
authors.initials: SZ
authors.lastname: Choi
authors.forename: Kang Ro
authors.initials: KR
authors.lastname: Lee
mesh_terms: D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use; D002460:Cell Line; D045744:Cell Line, Tumor; D006801:Humans; D007249:Inflammation / Q000139:chemically induced / Q000188:drug therapy* / Q000378:metabolism; D008070:Lipopolysaccharides; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy*; D009569:Nitric Oxide / Q000096:biosynthesis*; D009822:Oils, Volatile / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use*; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology / Q000627:therapeutic use*; D029783:Thuja / Q000737:chemistry*
chemical_list: D000893:Anti-Inflammatory Agents; D000972:Antineoplastic Agents, Phytogenic; D008070:Lipopolysaccharides; D009822:Oils, Volatile; D010936:Plant Extracts; D012717:Sesquiterpenes; D009569:Nitric Oxide