title: Holophyllane A: A Triterpenoid Possessing an Unprecedented B-nor-3,4-seco-17,14-friedo-lanostane Architecture from Abies holophylla.
abstract: A novel triterpenoid, holophyllane A (1), featuring a B-nor-3,4-seco-17,14-friedo-lanostane, along with its putative precursor, compound 2 were isolated from the methanol extract of the trunks of Abies holophylla. The 2D structure and relative configuration of 1 were initially determined via analysis of 1D and 2D NMR spectroscopic data and the assignment was confirmed by quantum mechanics-based NMR chemical shift calculations. The absolute configuration was established by comparison of the experimental and simulated ECD data generated at different theory levels. Compounds 1 and 2 exhibited moderate to weak cytotoxicity and significant inhibitory activity against nitric oxide (NO) production.
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: 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: Lalita
authors.initials: L
authors.lastname: Subedi
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.initials: KR
authors.lastname: Lee
mesh_terms: D028202:Abies / Q000737:chemistry* / Q000378:metabolism; D053898:Biosynthetic Pathways; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis; D052247:Nitric Oxide Synthase Type II / Q000235:genetics / Q000378:metabolism; D010936:Plant Extracts / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry* / Q000378:metabolism
chemical_list: D010936:Plant Extracts; D014315:Triterpenes; D009569:Nitric Oxide; D052247:Nitric Oxide Synthase Type II