title: Sesquiterpenoids and triterpenoids from Abies holophylla and their bioactivities.
abstract: Six previously unreported and 11 known terpenoids were isolated from Abies holophylla. The structures of the six compounds were established as two unusual bisabolane sesquiterpenoids, three nortriterpenoids, and one 3,4-seco-triterpenoid based on the detailed analysis of their 1D and 2D NMR spectroscopic data. In addition, electronic circular dichroism (ECD) calculations and molecular orbital (MO) analysis were used to assign the absolute configuration of one bisabolane sesquiterpenoid, abiesesquine A. Abiesesquine A showed the strongest inhibitory effects against LPS-induced nitric oxide (NO) production in RAW264.7 macrophages with an IC(50) value of 113.1 μM. Lanosta-7,9(11),24-trien-26-oic acid showed potent cytotoxic activity against COLO-205, LOVO, and QGY-7703 tumor cells with IC(50) values of 0.9, 4.2, and 2.0 μM, respectively. (23R,25R)-3,4-seco-9βH-Lanosta-4(28),7-dien-26,23-olid-3-oic acid, exhibited a significant antiproliferation effect against A549 cells (IC(50)=14.7 μM).
authors.affiliation: Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China.
authors.forename: Jia-Han
authors.initials: JH
authors.lastname: Xia
authors.forename: Shou-De
authors.initials: SD
authors.lastname: Zhang
authors.forename: Yong-Li
authors.initials: YL
authors.lastname: Li
authors.forename: Liang
authors.initials: L
authors.lastname: Wu
authors.forename: Zhi-Jun
authors.initials: ZJ
authors.lastname: Zhu
authors.forename: Xian-Wen
authors.initials: XW
authors.lastname: Yang
authors.forename: Hua-Wu
authors.initials: HW
authors.lastname: Zeng
authors.forename: Hong-Lin
authors.initials: HL
authors.lastname: Li
authors.forename: Ning
authors.initials: N
authors.lastname: Wang
authors.forename: Andre
authors.initials: A
authors.lastname: Steinmetz
authors.forename: Wei-Dong
authors.initials: WD
authors.lastname: Zhang
mesh_terms: D028202:Abies / Q000737:chemistry*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000302:isolation & purification* / Q000494:pharmacology / Q000627:therapeutic use; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology / Q000627:therapeutic use; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D008070:Lipopolysaccharides; D008264:Macrophages / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis*; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D012717:Sesquiterpenes / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D014315:Triterpenes / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use
chemical_list: D000893:Anti-Inflammatory Agents; D000972:Antineoplastic Agents, Phytogenic; D008070:Lipopolysaccharides; D010936:Plant Extracts; D012717:Sesquiterpenes; D014315:Triterpenes; D009569:Nitric Oxide